5 Best Vacation Rentals in Chester - Holiday Lettings - Cabins

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57 Vacation rentals

(2) Excellent 

    27

    Vacation home with golf nearby in Chester

    Southwest Nova Scotia / Chester

    5 14 min stay varies

    • 5 bedrooms
    • sleeps 14
    • min stay varies
    • Child friendly
    • Pet friendly
    • Private garden
    Elegant & Cozy Family Cottage in the Village of Chester 5 bedrooms, 2 & 1/2 baths, sleep’s 10 -13 adults Located inn the Village of Chester, with an abundance of charm and comfort. A spacious open main floor with expansive windows, fireplace, lends itself to entertain …see more

    from $201 / night

    $1,374 - $4,008 / week

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    Responds fast!
    avg. 27 minutes

    from $201 / night

      19

      Home accommodation in Chester

      Southwest Nova Scotia / Chester

      5 10 3 nights min

      • 5 bedrooms
      • sleeps 10
      • 3 nights min
      • Child friendly
      • Pet friendly
      • Private garden
      Three storey historical home features traditional character and charm. Located in the historic seaside village of Chester. The House sleeps 10 people - 3 queen beds, and 2 single beds and a set of single bunk beds which are in the connecting room off one of the queen …see more

      from $344 / night

      $2,405 / week

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      Responds fast!
      avg. 2 hours 16 minutes

      from $344 / night

      (3) Very Good 

        34

        Vacation condo in Chester

        Southwest Nova Scotia / Chester

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Nearest beach 1 mi
        • Child friendly
        • Pet friendly
        Breath taking Harbour Front 3 Bedroom 2 Bath Condo. Located on historic Chester Front Harbour. Private steps to the crystal clean water perfect for swimming in the summer months .The perfect mix. Master bedroom custom on suite with rain shower, walk in closet Recently …see more

        from $172 / night

        $1,203 / week

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        from $172 / night

          20

          Chester Vacation cottage rental

          Southwest Nova Scotia / Chester

          1 2 7 nights min

          • 1 bedroom
          • sleeps 2
          • 7 nights min
          • Ask about children
          • Ask about pets
          RENTAL DESCRIPTION: In one of the historic homes of Lunenburg, a door gives way to a surprising find. Upstairs is an inviting, creatively designed and spacious loft style 1 bedroom 1 bath accommodation, that is upbeat with unique flourish, original art and maximum comfo …see more

          from $97 / night

          $676 / week

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          from $97 / night

            7

            Chester Vacation guest house rental

            Southwest Nova Scotia / Chester

            2 4 5 nights min

            • 2 bedrooms
            • sleeps 4
            • 5 nights min
            • Pet friendly
            This 200-year-old carriage house is Chester’s hidden gem. Completely renovated by a renowned East Coast architect, this property is the perfect place to relax and get away. It is located in the heart of the Chester village, within walking distance from restaurants, Nova …see more

            from $215 / night

            $1,160 / week

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            from $215 / night

            (9) Excellent 

            Certificate of Excellence

              16

              Chester Vacation cottage rental

              Southwest Nova Scotia / Chester

              2 4 2 nights min

              • 2 bedrooms
              • sleeps 4
              • 2 nights min
              • Beach/lakeside relaxation
              • Nearest beach 3 mi
              • Child friendly
              Come to beautiful Chester and Stay in this Storybook 1600 Sq ft Cottage. It sits on a meticulously landscaped 2 acres overlooking the Coveside Stable. This cottage has all of the ammenities of home and is less than 5 minutes to the village of Chester, well known to sail …see more

              Certificate of Excellence

              from $171 / night

              $1,197 / week

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              Responds fast!
              avg. 29 minutes

              from $171 / night

                19

                Chester Vacation cottage rental

                Southwest Nova Scotia / Chester

                3 6 7 nights min

                • 3 bedrooms
                • sleeps 6
                • 7 nights min
                • Ask about children
                • Ask about pets
                RENTAL DESCRIPTION: This delightful single level bungalow cottage is nestled on Nova Scotia's amazing South Shore area of Green Bay. Here, you are directly across from a pristine white sand beach and close to Risser's Beach Provincial Park. Wake up to the sounds of the …see more

                from $113 / night

                $788 - $938 / week

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                from $113 / night

                (3) Very Good 

                  16

                  Vacation cottage in Chester

                  Southwest Nova Scotia / Chester

                  6 10 7 nights min

                  • 6 bedrooms
                  • sleeps 10
                  • 7 nights min
                  • Ask about children
                  • Ask about pets
                  RENTAL DESCRIPTION: The locals say that Nova Scotia is the place where heaven meets earth, and nowhere is that more true than on this Peggy's Cove area oceanfront retreat. To see this 5 Bedroom 3.5 bath newly restored home and its picture-perfect sheltered cove, is to f …see more

                  from $236 / night

                  $1,651 - $1,876 / week

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                  from $236 / night

                  Great rentals within 20 miles that match your search

                  Distance approx 6.63 miles from Chester

                    29

                    Home rental in Blandford

                    Southwest Nova Scotia / Blandford

                    4 8 2 nights min

                    • 4 bedrooms
                    • sleeps 8
                    • 2 nights min
                    • Nearest beach 6 mi
                    • Child friendly
                    Welcome to a fully renovated four bedroom three bathroom two story Cape Cod home on the cove. Enjoy the views of the ocean from within this newly appointed retreat. Watch the sailboats and fishing boats while you soak up the sun either on the flat pebble beach out front …see more

                    from $168 / night

                    $1,224 - $1,585 / week

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                    from $168 / night

                    Distance approx 17.74 miles from Chester

                      9

                      Home rental in Bridgewater

                      Southwest Nova Scotia / Bridgewater

                      1 4 2 nights min

                      • 1 bedroom
                      • sleeps 4
                      • 2 nights min
                      • Child friendly
                      Ketch Cottage is a modern floating cottage located at the Bridgewater Marina along the LaHave River in the heart of Bridgewater. This location is in walking distance to shopping, entertainment and dining. The protected warm waters of the river are great for kayaking, fi …see more

                      from $194 / night

                      $1,353 / week

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                      from $194 / night

                      Distance approx 14.93 miles from Chester

                        10

                        Indian Harbour Vacation guest house rental

                        Halifax Region / Indian Harbour

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Nearest beach 10 mi
                        • Child friendly
                        • Private garden
                        This custom-built 3 floor oceanfront guest house is situated on a very private 2-acre property with 2 other cottages. It is located 4 km from one of Nova Scotia's top tourist attractions, Peggy's Cove, and it is 45 minutes from Halifax, the capital of Nova Scotia, and 1 …see more

                        from $125 / night

                        $872 - $1,203 / week

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                        from $125 / night

                        Distance approx 3.57 miles from Chester Show on Map

                          13

                          Vacation home in Western Shore

                          Southwest Nova Scotia / Western Shore

                          4 8 min stay varies

                          • 4 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Nearest beach 33 mi
                          • Child friendly
                          • Private garden
                          Enjoy breathtaking views in a home that was built in 1877 with original authentic Nova Scotia architecture. Bask in the morning sunrise overlooking the majestic Atlantic ocean. Sit out on the covered porch and enjoy the fresh ocean breeze and quiet serenity. 4 bed …see more

                          from $172 / night

                          $1,203 / week

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                          from $172 / night

                          Distance approx 18.56 miles from Chester

                          (1) Excellent 

                            22

                            Riverport Vacation home rental

                            Southwest Nova Scotia / Riverport

                            3 8 4 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 4 nights min
                            • Beach/lakeside relaxation
                            • Nearest beach 0 mi
                            • Child friendly
                            Located in Kingsburg, Nova Scotia, this 140 year old home on the hill is located in the centre of an 18th century Swiss German settlement and is surrounded by +/- 200 year old classic Cape Cod style houses. It is 400 feet down the hill to a beautiful, half-mile long bea …see more

                            from $215 / night

                            $1,375 / week

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                            from $215 / night

                            Distance approx 11.95 miles from Chester

                            (3) Excellent 

                              9

                              Vacation home rental

                              Southwest Nova Scotia / Lunenburg

                              2 4 min stay varies

                              • 2 bedrooms
                              • sleeps 4
                              • min stay varies
                              • Child friendly
                              • Private garden
                              Very comfortable 2 bedroom bungalow with hardwood floors throughout. All new sofas, mattresses, linens, pillows, appliances etc. Very well equipped kitchen Both bathrooms recently updated Large lot with a backyard deck and new BBQ providing excellent views of the back …see more

                              from $86 / night

                              $602 - $945 / week

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                              Responds fast!
                              avg. 56 minutes

                              from $86 / night

                              Distance approx 9.65 miles from Chester

                              (4) Excellent 

                                12

                                Vacation cottage in Mahone Bay

                                Southwest Nova Scotia / Mahone Bay

                                2 4 3 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 3 nights min
                                • Beach/lakeside relaxation
                                • Nearest beach 25 mi
                                • Child friendly
                                Cozy 2 storey cottage on a narrow, quiet lane in the heart of pictureque, tranquil Mahone Bay, Nova Scotia. Within walking distance to downtown, the waterfront, restaurants, bistros, coffee shops, pub, shopping, waterfront festivals and events. Fully equipped kitchen, …see more

                                from $164 / night

                                $773 / week

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                                Responds fast!
                                avg. 1 hour 47 minutes

                                from $164 / night

                                Distance approx 15.2 miles from Chester

                                (1) Excellent 

                                  7

                                  Vacation cottage in Peggy's Cove

                                  Halifax Region / Peggy's Cove

                                  1 4 1 night min

                                  • 1 bedroom
                                  • sleeps 4
                                  • 1 night min
                                  • Child friendly
                                  • Pet friendly
                                  Unbeatable panoramic views! You can’t get closer to the ocean than Bluefin. Truly stunning views through the 8 foot patio door and from the deck – just 20... feet from waves lapping against ancient granite. There is no better way to start your day than with a coffee, fr …see more

                                  from $164 / night

                                  $980 - $1,186 / week

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                                  Responds fast!
                                  avg. 43 minutes

                                  from $164 / night

                                  Distance approx 4.96 miles from Chester

                                    26

                                    Western Shore Vacation home rental

                                    Southwest Nova Scotia / Western Shore

                                    2 4 5 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 5 nights min
                                    • Nearest beach 25 mi
                                    • Child friendly
                                    • Air conditioning
                                    This home is situated on a peninsula and boasts ocean views from every window. Located on a quiet cove you can enjoy your own small beach area and clear views of the famous Oak Island. In the summer months the cove fills with sailboats and kayakers. Wake up in the morni …see more

                                    from $258 / night

                                    $1,804 / week

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                                    Responds fast!
                                    avg. 1 hour 38 minutes

                                    from $258 / night

                                    Distance approx 15.49 miles from Chester

                                    (12) Excellent 

                                    Certificate of Excellence

                                      15

                                      Boutiliers Point Vacation cottage rental

                                      Halifax Region / Boutiliers Point

                                      5 min stay varies

                                      • sleeps 5
                                      • min stay varies
                                      • Beach/lakeside relaxation
                                      • Nearest beach 2 mi
                                      • Child friendly
                                      Ocean, beach, privacy. You can have it all in our very spacious, open concept, modernized 'home away from home' that sits right on the water's edge on beautiful St Margarets Bay. Relax, tan, swim, snorkel, watch the birds or boats go by to in the summer or just relax …see more

                                      Certificate of Excellence

                                      from $172 / night

                                      $1,203 / week

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                                      Responds fast!
                                      avg. 1 hour 42 minutes

                                      from $172 / night

                                      Distance approx 12.99 miles from Chester

                                      (1) Good 

                                        17

                                        Hubbards Vacation cottage rental

                                        Halifax Region / Hubbards

                                        5 8 7 nights min

                                        • 5 bedrooms
                                        • sleeps 8
                                        • 7 nights min
                                        • Ask about children
                                        • Air conditioning
                                        • Ask about pets
                                        RENTAL DESCRIPTION: 5 BEDROOM OCEANFRONT RETREAT, SAND BEACH, PRIME LOCATION. GREAT RATE. Three acres of serenity overlooking Whynacht's Beach, one of the famous Ten Beaches where you can listen to the sound of the Atlantic ocean. The Eel Pot is a loving restored and ma …see more

                                        from $193 / night

                                        $1,351 / week

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                                        from $193 / night

                                        Distance approx 19.66 miles from Chester

                                        (1) Excellent 

                                          20

                                          Home rental in Riverport

                                          Southwest Nova Scotia / Riverport

                                          4 8 3 nights min

                                          • 4 bedrooms
                                          • sleeps 8
                                          • 3 nights min
                                          • Beach/lakeside relaxation
                                          • Child friendly
                                          • Private garden
                                          This four-bedroom home sits on a hill overlooking beautiful Hirtle's beach, Romkey Pond and the Atlantic Ocean. It is a short walk to the beach up the road and through the fields, or an easy drive for those who prefer to not to walk. Described as "a nature enthusiast's …see more

                                          from $344 / night

                                          $2,061 / week

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                                          from $344 / night

                                          Distance approx 9.43 miles from Chester

                                            13

                                            Hubbards Vacation home rental

                                            Halifax Region / Hubbards

                                            3 8 7 nights min

                                            • 3 bedrooms
                                            • sleeps 8
                                            • 7 nights min
                                            • Child friendly
                                            • Air conditioning
                                            This home has been totally renovated, main floor has full kitchen, dining room, 3 chesterfields, 2 bedrooms, a full bathroom and laundry facilities. The house is designed to have a two family set up, with a separated unit consisting of one bedroom, bathroom, full kitche …see more

                                            from $181 / night

                                            $1,263 / week

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                                            Responds fast!
                                            avg. 16 minutes

                                            from $181 / night

                                            Distance approx 12.22 miles from Chester

                                              15

                                              Vacation cottage in Lunenburg

                                              Southwest Nova Scotia / Lunenburg

                                              1 3 7 nights min

                                              • 1 bedroom
                                              • sleeps 3
                                              • 7 nights min
                                              • Ask about children
                                              • Air conditioning
                                              • Ask about pets
                                              RENTAL DESCRIPTION: Located in the picturesque Town of Lunenburg, this 4-Star Canada Select Historic Sea Captains Home built in 1876 by master carpenters Joseph and Solomon Morash offers 1 (one) spacious, private self-catering flat. Tastefully decorated with a blending …see more

                                              from $102 / night

                                              $713 / week

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                                              from $102 / night

                                              Distance approx 19.52 miles from Chester

                                              (16) Excellent 

                                                33

                                                Vacation home in Lunenburg

                                                Southwest Nova Scotia / Lunenburg

                                                3 6 min stay varies

                                                • 3 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Beach/lakeside relaxation
                                                • Child friendly
                                                "Gladee's at Hirtle's Beach" is a fourth generation, 150 year old home, anchored amidst a magnificent vista of ocean,lakes and glacial drumlin, considered by many to be Nova Scotia at its finest. The Creasers are well-respected for their restoration and transformati …see more

                                                from $129 / night

                                                $859 - $1,547 / week

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                                                from $129 / night

                                                Distance approx 16.51 miles from Chester

                                                (4) Excellent 

                                                  13

                                                  Vacation cottage in Bridgewater

                                                  Southwest Nova Scotia / Bridgewater

                                                  1 3 1 night min

                                                  • 1 bedroom
                                                  • sleeps 3
                                                  • 1 night min
                                                  • Nearest beach 24 mi
                                                  • Child friendly
                                                  • Private garden
                                                  We are located in Beautiful Lunenburg County on the Salt Water Shores of Dayspring. This Private Cabin is nestled on the owner’s property overlooking the water with a private deck. Cabin Features: Rustic Nautical Décor with Wood Floors, Queen Bed and Single Cot, Kitche …see more

                                                  from $91 / night

                                                  $632 / week

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                                                  Responds fast!
                                                  avg. 2 hours 12 minutes

                                                  from $91 / night

                                                  Distance approx 18.34 miles from Chester

                                                  (5) Excellent 

                                                    11

                                                    Vacation home in Tantallon

                                                    Halifax Region / Tantallon

                                                    2 4 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Nearest beach 22 mi
                                                    • Child friendly
                                                    • Private garden
                                                    Beautiful Ocean Front Home nestled in St. Margarets Bay, Nova Scotia. Blue Heron is a newly renovated, four season, waterfront home located in beautiful St.Margarets Bay. Enjoy a Memorable summer vacation or a Romantic fall/winter getaway at the seashore. Enjoy your p …see more

                                                    from $194 / night

                                                    $1,289 / week

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                                                    Responds fast!
                                                    avg. 2 hours 46 minutes

                                                    from $194 / night

                                                    Distance approx 9.87 miles from Chester

                                                    (1) Excellent 

                                                      15

                                                      Vacation cottage rental

                                                      Halifax Region / Hubbards

                                                      1 4 3 nights min

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • 3 nights min
                                                      • Beach/lakeside relaxation
                                                      • Nearest beach 2 mi
                                                      • Private garden
                                                      Ice House Cottage (Cottage #1) is a stone's throw from the waters edge; close to numerous sandy beaches, within minutes of Freewheeling Adventures, for kayaking and biking. Conveniently located just 8 minutes from Hubbards, and less than an hour from the communities of …see more

                                                      from $138 / night

                                                      $945 - $1,160 / week

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                                                      Responds fast!
                                                      avg. 1 hour 58 minutes

                                                      from $138 / night

                                                      Distance approx 11 miles from Chester

                                                      (18) Excellent 

                                                        17

                                                        Lunenburg Vacation home rental

                                                        Southwest Nova Scotia / Lunenburg

                                                        3 6 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 7 nights min
                                                        • Beach/lakeside relaxation
                                                        • Nearest beach 6 mi
                                                        • Child friendly
                                                        Bright, spacious,clean, and very comfortable - everything that friends, lovers, and families could want in a vacation home. CANADA SELECT 4 STAR RATING! Licensed by NOVA SCOTIA TOURISM! Rise Again Cottage, at 175 Second Peninsula Road, Lune …see more

                                                        from $151 / night

                                                        $1,289 / week

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                                                        from $151 / night

                                                        Distance approx 13.47 miles from Chester

                                                        (3) Very Good 

                                                          21

                                                          Queensland Vacation home rental

                                                          Halifax Region / Queensland

                                                          4 11 7 nights min

                                                          • 4 bedrooms
                                                          • sleeps 11
                                                          • 7 nights min
                                                          • Beach/lakeside relaxation
                                                          • Child friendly
                                                          • Private garden
                                                          Fall asleep to the sound of the ocean waves lapping outside your window. This rare private, 3-acre ocean-front property offers panoramic open ocean views, a private rock beach, charming country home, with deck, big picture windows, a fireplace and much more. Enjoy this …see more

                                                          from $257 / night

                                                          $1,798 / week

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                                                          Responds fast!
                                                          avg. 13 minutes

                                                          from $257 / night

                                                          Distance approx 16.18 miles from Chester

                                                          (5) Excellent 

                                                            18

                                                            Vacation apartment in Glen Margaret

                                                            Halifax Region / Glen Margaret

                                                            1 2 3 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 3 nights min
                                                            • Beach/lakeside relaxation
                                                            • Nearest beach 16 mi
                                                            • Ask about children
                                                            Private loft style studio apartment, located in scenic St. Margaret's Bay on the Lighthouse Route. Located on the Atlantic Ocean on sheltered Long Cove. Stunning ocean views from all windows and from the elevated wrap around deck which faces the waterfront. Walk down to …see more

                                                            from $108 / night

                                                            $688 / week

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                                                            Responds fast!
                                                            avg. 6 minutes

                                                            from $108 / night

                                                            Distance approx 4.61 miles from Chester Show on Map

                                                            (1) Very Good 

                                                              17

                                                              Vacation home in Western Shore

                                                              Southwest Nova Scotia / Western Shore

                                                              2 5 3 nights min

                                                              • 2 bedrooms
                                                              • sleeps 5
                                                              • 3 nights min
                                                              • Nearest beach 25 mi
                                                              • Child friendly
                                                              • Air conditioning
                                                              Over The Way Cottage offers pet-friendly accommodations in Martin's Point, Nova Scotia. It's conveniently located between Mahone Bay and Chester. Close to local attractions but out of the way enough to feel like a rural retreat. Originally built in the early 1900s, by t …see more

                                                              from $155 / night

                                                              $1,083 / week

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                                                              Responds fast!
                                                              avg. 1 hour 38 minutes

                                                              from $155 / night

                                                              Distance approx 19.87 miles from Chester

                                                              (16) Excellent 

                                                                21

                                                                New Germany Vacation tented camp rental

                                                                Southwest Nova Scotia / New Germany

                                                                1 5 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 5
                                                                • 2 nights min
                                                                • Beach/lakeside relaxation
                                                                • Swimming pool
                                                                • Child friendly
                                                                Experience the comfort & luxury of a unique Maritime Glamping experience at one of our Signature partner Nova Scotia campgrounds. Our pop-up East Coast Glamping boutique-style holiday packages are uniquely customized to suit every expert and armchair adventurer or asp …see more

                                                                from $171 / night

                                                                $696 - $1,057 / week

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                                                                Responds fast!
                                                                avg. 1 hour 7 minutes

                                                                from $171 / night

                                                                Distance approx 10.56 miles from Chester

                                                                  10

                                                                  Vacation home with swimming pool in Halifax

                                                                  Halifax Region / Halifax

                                                                  4 10 7 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 10
                                                                  • 7 nights min
                                                                  • Beach/lakeside relaxation
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  A house for those who want the best vacation home that money can provide. This beautiful, non-smoking home is centrally located in Hubbards, Nova Scotia, an easy 30-minute ride to the ancient Halifax fortifications, Peggy's Cove preservation district, and beautiful Mah …see more

                                                                  from $581 / night

                                                                  $4,065 / week

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                                                                  from $581 / night

                                                                  Distance approx 19.55 miles from Chester

                                                                  (1) Excellent 

                                                                    16

                                                                    Vacation cottage in Riverport

                                                                    Southwest Nova Scotia / Riverport

                                                                    2 4 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 7 nights min
                                                                    • Ask about children
                                                                    • Ask about pets
                                                                    RENTAL DESCRIPTION: This architectural landmark rests on a beautiful coastal headland and offers panoramic vistas onto ocean waves, distant cliffs, hills dotted with farmhouses, and ponds bounded by spruce trees. Reclining on a hillside, Sliding House is a spectacular r …see more

                                                                    from $209 / night

                                                                    $1,463 - $1,838 / week

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                                                                    from $209 / night

                                                                    Distance approx 11.44 miles from Chester

                                                                    (1) Very Good 

                                                                      14

                                                                      Vacation cottage in Lunenburg

                                                                      Southwest Nova Scotia / Lunenburg

                                                                      2 6 7 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Ask about children
                                                                      • Ask about pets
                                                                      RENTAL DESCRIPTION: Relax in this immaculate home in a prime Lunenburg location surrounded by ocean views, perennial gardens and well tended lawns. Enjoy swimming with the loons, sunbathing, and beautiful sunsets that the Best Kept Secret has to offer. This gorgeous 20- …see more

                                                                      from $108 / night

                                                                      $751 - $938 / week

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                                                                      from $108 / night

                                                                      Distance approx 12.23 miles from Chester

                                                                        42

                                                                        Vacation home in Lunenburg

                                                                        Southwest Nova Scotia / Lunenburg

                                                                        4 10 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 10
                                                                        • min stay varies
                                                                        • Child friendly
                                                                        • Air conditioning
                                                                        • Pet friendly
                                                                        Built in 1874 by Shipbuilder Edward Conrad, this designated UNESCO World Heritage Site home is located in downtown Lunenburg directly overlooking the harbour. With the home's central location you will be able to walk to all the shops, restaurants, cafes, museums, banks, …see more

                                                                        from $387 / night

                                                                        $1,289 - $2,406 / week

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                                                                        from $387 / night

                                                                        Distance approx 8.82 miles from Chester

                                                                          23

                                                                          Vacation home in Mahone Bay

                                                                          Southwest Nova Scotia / Mahone Bay

                                                                          5 10 min stay varies

                                                                          • 5 bedrooms
                                                                          • sleeps 10
                                                                          • min stay varies
                                                                          • Nearest beach 7 mi
                                                                          • Child friendly
                                                                          Beautiful seaside ‘Lunenburg Bump’ house, just a few minutes from the Town of Mahone Bay. Five Oaks sleeps 10 comfortably so it’s perfect for family gatherings. The house is twenty five years young and built to replicate a traditional 1700’s Cape house with Lunenburg Bu …see more

                                                                          from $370 / night

                                                                          $2,826 / week

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                                                                          from $370 / night

                                                                          Distance approx 18.05 miles from Chester

                                                                            15

                                                                            Vacation cottage rental

                                                                            Southwest Nova Scotia / Pleasantville

                                                                            3 6 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Ask about children
                                                                            • Ask about pets
                                                                            RENTAL DESCRIPTION: Starfish Hill Enjoy the Coastal Living lifestyle? Welcome to the ideal South Shore retreat, Starfish Hill. Nestled along the shores of the LaHave River, this property boasts over 175ft of saltwater frontage. This beautiful river opens up to the Atlan …see more

                                                                            from $163 / night

                                                                            $1,142 - $1,213 / week

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                                                                            from $163 / night

                                                                            Distance approx 19.11 miles from Chester

                                                                            (3) Good 

                                                                              14

                                                                              Vacation cottage in Tantallon

                                                                              Halifax Region / Tantallon

                                                                              2 4 7 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 7 nights min
                                                                              • Ask about children
                                                                              • Ask about pets
                                                                              RENTAL DESCRIPTION: BLOWNAWAY Blownaway is a rustic retreat property with a wonderful salt water view and extraordinary location. With large picture windows, vaulted ceilings, pine floors and cabinetry, a Jotul woodstove and two private sleeping areas, Blownaway is idea …see more

                                                                              from $129 / night

                                                                              $901 - $1,126 / week

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                                                                              from $129 / night

                                                                              Distance approx 13.78 miles from Chester

                                                                                10

                                                                                Vacation cottage in Lunenburg

                                                                                Southwest Nova Scotia / Lunenburg

                                                                                2 4 7 nights min

                                                                                • 2 bedrooms
                                                                                • sleeps 4
                                                                                • 7 nights min
                                                                                • Ask about children
                                                                                • Pet friendly
                                                                                RENTAL DESCRIPTION: This beautifully maintained cottage is nestled on the waterfront, offering fabulous sunset views with an oceanside deck. This pet friendly cottage has one queen size bed and a loft with twin beds suitable for a young family. Decorated with great comf …see more

                                                                                from $128 / night

                                                                                $892 - $999 / week

                                                                                Inquire View

                                                                                from $128 / night

                                                                                Distance approx 11.24 miles from Chester

                                                                                (1) Excellent 

                                                                                  26

                                                                                  Lunenburg Vacation home rental

                                                                                  Southwest Nova Scotia / Lunenburg

                                                                                  4 8 2 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 2 nights min
                                                                                  • Nearest beach 20 mi
                                                                                  • Child friendly
                                                                                  • Air conditioning
                                                                                  Nestled on the South Shore of Nova Scotia on lovely Heckman’s Island. Just a few minutes drive to the Historic Town of Lunenburg, artists, photographers and kayakers alike will be delighted with the undeniable natural beauty of Blue Rocks. Blue Rocks is still a working …see more

                                                                                  from $134 / night

                                                                                  $932 / week

                                                                                  Book View

                                                                                  from $134 / night