50 Best Maryland Apartments on Holiday Lettings - Vacation rentals

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2,487 Vacation rentals

    18

    Vacation home in Maryland

    Maryland / Parkville

    1 1 min stay varies

    • 1 bedroom
    • sleeps 1
    • min stay varies
    • Air conditioning
    Close to Towson University, University of Maryland Baltimore County, and Morgan State University. The airport is 45 minutes (car, shuttle, Uber ) away. You’ll love the house because the location is perfect for those who don't want heavy traffic, and it's a very quite ne

    from $31 / night

    $217 / week

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    avg. 1 hour 48 minutes

    from $31 / night

    (1) Excellent 

      12

      Vacation apartment in Maryland

      Maryland / Frederick

      1 2 2 nights min

      • 1 bedroom
      • sleeps 2
      • 2 nights min
      • Air conditioning
      • Pet friendly
      • Private garden
      This spacious one bedroom, fully furnished, 1,000 square foot, Parisian styled apartment is a 6 minute drive from downtown Frederick. Located on 3/4 acre with ample off-street parking, this delightful apartment is completely furnished with granite counter tops, tile kit

      from $109 / night

      $687 / week

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      from $109 / night

      (1) Very Good 

        8

        Vacation home in Maryland

        Maryland / Coltons Point

        2 4 1 night min

        • 2 bedrooms
        • sleeps 4
        • 1 night min
        • Air conditioning
        • Private garden
        Come enjoy this beautiful, scenic and peaceful home on the Potomac River. Commune with nature and observe the wildlife, including deer and bald eagles. Go fishing from the pier. Eighteen private acres of natural forest and marshes. See the stars at night without the int

        from $229 / night

        $1,603 / week

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        from $229 / night

          18

          Maryland Vacation townhouse rental

          Maryland / Parkville

          1 1 1 night min

          • 1 bedroom
          • sleeps 1
          • 1 night min
          • Air conditioning
          Near Towson University, Morgan State University, Goucher College, and University of Maryland Baltimore County. Also close to Samaritan Hospital, Towson Mall, and easy access to I-695 bound for Washington D.C., New York City, etc. Plaza in walking distance (6 blocks) (Wa

          from $46 / night

          $321 / week

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          avg. 1 hour 48 minutes

          from $46 / night

            16

            Vacation home in Maryland

            Maryland / Capitol Heights

            2 6 14 nights min

            • 2 bedrooms
            • sleeps 6
            • 14 nights min
            • Air conditioning
            • Pet friendly
            This is a nice, clean 2-bedroom detached home with great amenities located in close-in suburban Washington DC metro area. The home has a large fenced back yard suitable for kids to play or for your bring-along pets. There is off-street parking, including a driveway wi

            from $115 / night

            $802 / week

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            avg. 2 hours 13 minutes

            from $115 / night

              60

              Vacation home in Maryland

              Maryland / Fort Washington

              4 12 2 nights min

              • 4 bedrooms
              • sleeps 12
              • 2 nights min
              • Child friendly
              • Air conditioning
              • Pet friendly
              Barbie's palace very large home sits on a corner lot lots of privacy wraparound porch patio and deck four bedrooms four bathrooms formal living room and dining room large family large basement that goes throughout the whole house must-see very nicely decoratedHouse is

              from $659 / night

              $4,609 / week

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              avg. 3 hours 48 minutes

              from $659 / night

              (20) Excellent 

                25

                Cottage rental in Maryland

                Maryland / Annapolis

                3 6 2 nights min

                • 3 bedrooms
                • sleeps 6
                • 2 nights min
                • Beach/lakeside relaxation
                • Nearest beach 1 mi
                • Child friendly
                Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. Sun Porch & Plenty of parking. A perfect place to relax and enjoy Annapolis, the pro

                from $367 / night

                $2,061 / week

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                avg. 2 hours 19 minutes

                from $367 / night

                  20

                  Preston Vacation home rental

                  Maryland / Preston

                  1 2 1 night min

                  • 1 bedroom
                  • sleeps 2
                  • 1 night min
                  • Nearest beach 50 mi
                  • Swimming pool
                  • Child friendly
                  Our home has a beautiful fire fly show in our historical wooded back yard. Always enjoy our wildlife our humming birds are the best. Go four leaf clover hunting. The deck is comfortable with lounge chairs for basting in the summer sun. We have goats that get loose...

                  from $100 / night

                  $287 / week

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                  from $100 / night

                  (1) Good 

                    12

                    Vacation apartment in Maryland

                    Montgomery County / Bethesda

                    1 4 1 night min

                    • 1 bedroom
                    • sleeps 4
                    • 1 night min
                    • Child friendly
                    • Air conditioning
                    • Pet friendly
                    Luxury basement apartment in Bethesda. Two minute walk to Montgomery Mall. Right next to 270 & 495. NIH and WALTER REED is about a 5 minute drive. Separate private entrance into walk out basement. 1 bedroom, 1 full bath, large living room with fireplace, brand-new kitch

                    from $114 / night

                    $794 / week

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                    avg. 35 minutes

                    from $114 / night

                    (9) Excellent 

                    Certificate of Excellence

                      45

                      Apartment rental in Ocean City with shared pool

                      Maryland / Ocean City

                      1 5 min stay varies

                      • 1 bedroom
                      • sleeps 5
                      • min stay varies
                      • Nearest beach 0.8 mi
                      • Swimming pool
                      • Child friendly
                      BEAUTIFUL WATER VIEW ON 28 STREET. 2nd floor cozy 1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, futon in living room. Sleeps 5. Also free use of boat slip and boat ramp. Oceanfront seasonal pool within walking distance available for use w

                      Certificate of Excellence

                      from $39 / night

                      $630 - $1,227 / week

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                      avg. 1 hour 37 minutes

                      from $39 / night

                      (11) Excellent 

                      Certificate of Excellence

                        57

                        Vacation home in Baltimore

                        Maryland / Baltimore

                        3 6 min stay varies

                        • 3 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Child friendly
                        • Air conditioning
                        Built in the 1920s, this Tudor style house retains its original charm, it is spacious and creatively painted, with hardwood floors throughout. Fully furnished and decorated with artwork, rugs and antiques from our travels around the world. Two bedrooms with comfortable

                        Certificate of Excellence

                        from $137 / night

                        $686 - $927 / week

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                        avg. 53 minutes

                        from $137 / night

                          14

                          Home rental in Frederick

                          Maryland / Frederick

                          2 6 2 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 2 nights min
                          • Child friendly
                          If you like the show Fixer-Upper, you'll love the Uptown Cottage! Near Downtown Frederick, great restaurants, beautiful parks, historic sites and shopping. Less than an hour from Baltimore and Washington DC. Fully renovated, a great space for relaxing when you are not o

                          from $155 / night

                          $1,082 / week

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                          from $155 / night

                            23

                            Vacation home with shared pool in Preston

                            Maryland / Preston

                            1 2 1 night min

                            • 1 bedroom
                            • sleeps 2
                            • 1 night min
                            • Swimming pool
                            • Child friendly
                            • Air conditioning
                            Beautiful 18 acres large deck over looks historical woods. Nature at its best... Hawks, rabbits, deer, all kinds of birds.... Our hummin birds are fabulous... WE have a complimentary coffee/ tea bar, we can set up a water slide for a fee also manicures and pedicures pl

                            from $86 / night

                            $401 - $481 / week

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                            from $86 / night

                              22

                              Vacation condo in Oakland

                              Garrett County / Oakland

                              3 10 min stay varies

                              • 3 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Child friendly
                              With a great lakefront and convenient central location, Arrowhead #26 showcases the best of DCL! Arrowhead #26 is a showstopper! It doesn't get more convenient or cozy than this lakefront townhome. Loaded with great amenities, this three-bedroom home is surprisingly sp

                              from $179 / night

                              $1,251 / week

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                              from $179 / night

                                42

                                Vacation private room in Maryland

                                Talbot County / Trappe

                                1 2 min stay varies

                                • 1 bedroom
                                • sleeps 2
                                • min stay varies
                                • Child friendly
                                • Air conditioning
                                • Pet friendly
                                Great setting for a getaway relaxing weekend in a waterfront setting with a private beach. A variety of places to visit in the area, and fun outdoor activities. Two night minimum stay on weekends please. Swimming, fishing and lots of sunbathing. Amazing sunsets! This

                                from $115 / night

                                $687 / week

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                                avg. 1 hour 38 minutes

                                from $115 / night

                                  65

                                  Vacation condo in McHenry

                                  Garrett County / McHenry

                                  4 12 min stay varies

                                  • 4 bedrooms
                                  • sleeps 12
                                  • min stay varies
                                  • Child friendly
                                  A Signature Collection Home! Whether you are cooking up a delicious meal in the home's well-stocked and well-appointed kitchen, curled up on the couch with a good movie or a favorite book, or soaking in the home's outdoor hot tub, Top of the Slopes makes it easy to enjo

                                  from $260 / night

                                  $1,820 / week

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                                  from $260 / night

                                    24

                                    Vacation log cabin in Maryland

                                    Maryland / Cresaptown

                                    1 4 min stay varies

                                    • 1 bedroom
                                    • sleeps 4
                                    • min stay varies
                                    • Child friendly
                                    • Air conditioning
                                    A picturesque retreat awaits on Dan's Mountain in the Allegheny Mountain Range at this private 1-bed, 1-bath vacation rental cabin! Sleeping 4 guests, 'Patriot's Retreat' features rustic decor complemented by modern amenities - perfect for the outdoorsy person at heart.

                                    from $86 / night

                                    $602 / week

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                                    avg. 19 minutes

                                    from $86 / night

                                      17

                                      Maryland Vacation home rental

                                      Garrett County / McHenry

                                      3 8 min stay varies

                                      • 3 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Child friendly
                                      Settled along the tip of a sunlight peninsula at the northern tip of the lake, the Ski Harbor community boasts one of the very best locations on the lake! With a close proximity to the popular Wisp Resort, it is easy to fill your days with skiing, golfing, zip lining, a

                                      from $131 / night

                                      $914 / week

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                                      from $131 / night

                                        153

                                        Berlin Vacation home rental

                                        Maryland / Berlin

                                        3 8 min stay varies

                                        • 3 bedrooms
                                        • sleeps 8
                                        • min stay varies
                                        • Swimming pool
                                        • Child friendly
                                        • Car not necessary
                                        Enjoy a great location and excellent views of the lake, canal, and golf course at this three-bedroom Ocean Pines Community condo on Maryland's Eastern Shore. Walk along the canal, play a few rounds of golf, or take a drive on the Ocean City Expressway and visit the beac

                                        from $113 / night

                                        $786 / week

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                                        avg. 2 hours 28 minutes

                                        from $113 / night

                                        (1) Excellent 

                                          25

                                          Vacation home rental

                                          Maryland / Charlestown

                                          3 8 3 nights min

                                          • 3 bedrooms
                                          • sleeps 8
                                          • 3 nights min
                                          • Child friendly
                                          • Air conditioning
                                          • Pet friendly
                                          Winter sunrises or summer water fun, Waldins is a beautiful retreat any time of year. With the million dollar view just out back there is no need to go anywhere else. State of the art entertainment system and modern kitchen provide all the accoutrements necessary for a

                                          from $315 / night

                                          $2,205 / week

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                                          from $315 / night

                                            11

                                            Vacation home in Maryland

                                            Maryland / College Park

                                            1 2 5 nights min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 5 nights min
                                            • Nearest beach 65 mi
                                            • Car not necessary
                                            • Air conditioning
                                            Fully furnished bedroom in a 3 bedroom clean beautiful house conveniently located near to groceries, shops, starbucks and bus/road routes. One room is rent to Tripadviser. Bathroom is shared by two other guests. Only few minute walk to Greenbelt Metro stop (Greenline)

                                            from $57 / night

                                            $378 / week

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                                            from $57 / night

                                            (13) Excellent 

                                            Certificate of Excellence

                                              17

                                              Vacation condo with shared pool in Maryland

                                              Maryland / Ocean City

                                              3 7 min stay varies

                                              • 3 bedrooms
                                              • sleeps 7
                                              • min stay varies
                                              • Beach/lakeside relaxation
                                              • Swimming pool
                                              • Suitable for children age 5+
                                              Great deal for OC!. The building's exteior,elevator, and pool had been recently remodeled with upgrades. This spacious yet simply decorated three bedroom penthouse condo has a full kitchen, 3 bedrooms and 2 baths; amenities include elevator, AC, cable TV, WI-FI interne

                                              Certificate of Excellence

                                              from $109 / night

                                              $773 - $1,586 / week

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                                              from $109 / night

                                              (1) Excellent 

                                                8

                                                Ocean City Vacation condo rental

                                                Maryland / Ocean City

                                                1 6 3 nights min

                                                • 1 bedroom
                                                • sleeps 6
                                                • 3 nights min
                                                • Child friendly
                                                This condo boasts brand new flooring, appliances, furniture and kitchen counters. It has a large, private balcony off the living room. We are located one block from the ocean/boardwalk. Awesome downtown location! Assigned parking spot in secured garage comes with the c

                                                from $155 / night

                                                $1,082 / week

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                                                avg. 1 hour 12 minutes

                                                from $155 / night

                                                (7) Very Good 

                                                  15

                                                  Home rental in Maryland

                                                  Garrett County / McHenry

                                                  5 12 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 12
                                                  • min stay varies
                                                  • Child friendly
                                                  No matter the season, Cedar Shores Villa #16 is just minutes away from endless lake activities! Welcome to perfection! Cedar Shores Villa #16 flaunts an utterly ideal location, just a short walk away from the lake's edge and other area attractions. Not only convenientl

                                                  from $181 / night

                                                  $1,267 / week

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                                                  from $181 / night

                                                    12

                                                    Vacation log cabin in Oakland

                                                    Garrett County / Oakland

                                                    2 8 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Child friendly
                                                    Owl Cabin mixes sweet simplicity with modern elegance to create an irresistible aura of relaxation! Located in the heart of Deep Creek, yet tucked away in the secluded Yellowstone Village community, Owl Cabin offers the best of both worlds! This welcoming two bedroom c

                                                    from $224 / night

                                                    $1,563 / week

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                                                    from $224 / night

                                                      13

                                                      Vacation condo in Maryland

                                                      Garrett County / McHenry

                                                      2 8 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Child friendly
                                                      **Ski-in/Ski-out** -- Walk to Wisp Ski Slopes! Beautiful community lake access area! This condo has a view of Deep Creek lake in the winter. Enjoy your morning coffee on one of three balconies. You are almost right on the ski slopes of Wisp. Excellent childrens' ski sc

                                                      from $184 / night

                                                      $1,283 / week

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                                                      from $184 / night

                                                        49

                                                        Vacation home in Maryland

                                                        Garrett County / McHenry

                                                        4 11 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 11
                                                        • min stay varies
                                                        • Child friendly
                                                        Stay ‘Smack Dab' in the heart of Deep Creek! This lakefront chalet even comes with a private dock! Looking for stunning lake views? Smack Dab is the home for you! The level lakefront of this charming lake chalet sets the scene for stunning lake views as you grill out

                                                        from $210 / night

                                                        $1,467 / week

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                                                        from $210 / night

                                                        (11) Good 

                                                          36

                                                          Vacation home in Maryland

                                                          Garrett County / McHenry

                                                          6 13 min stay varies

                                                          • 6 bedrooms
                                                          • sleeps 13
                                                          • min stay varies
                                                          • Child friendly
                                                          Nestled along a quiet cove, Panacea puts the focus back on fun, friendship and family bonds! Panacea is a lakefront retreat that is rich with charm! Situated along a tranquil cove at the end of a quiet cul-de-sac, this six-bedroom home has room for the whole crew! The

                                                          from $219 / night

                                                          $1,531 / week

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                                                          from $219 / night

                                                            78

                                                            Vacation home in McHenry

                                                            Garrett County / McHenry

                                                            4 10 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 10
                                                            • min stay varies
                                                            • Child friendly
                                                            • Car not necessary
                                                            • Air conditioning
                                                            Retreat from the hectic pace of modern living with a trip to the peaceful Maryland woods and a stay in this cozy cabin-style home! With amenities like a private hot tub, a game room, and a beautiful wraparound deck, you'll feel relaxed again in no time. Hidden away i

                                                            from $187 / night

                                                            $1,307 / week

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                                                            avg. 2 hours 28 minutes

                                                            from $187 / night

                                                            (13) Very Good 

                                                              27

                                                              Oakland Vacation home rental

                                                              Garrett County / Oakland

                                                              5 12 min stay varies

                                                              • 5 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Child friendly
                                                              What would you say to the perfect lakefront home, in the perfect location, with the perfect list of amenities? You would say “Aah, Chalet!” You can have it all when you stay at this fantastic retreat! Soak in the home's outdoor hot tub, relax in the loft, or challenge

                                                              from $240 / night

                                                              $1,676 / week

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                                                              from $240 / night

                                                              (1) Very Good 

                                                                34

                                                                Vacation private room in Maryland

                                                                Talbot County / Trappe

                                                                1 2 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • min stay varies
                                                                • Child friendly
                                                                • Air conditioning
                                                                • Pet friendly
                                                                Great setting for a getaway relaxing weekend in a waterfront setting with a private beach. A variety of places to visit in the area, and fun outdoor activities. Two night minimum stay on weekends please. Swimming, fishing and lots of sunbathing. Amazing sunsets! This

                                                                from $149 / night

                                                                $894 / week

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                                                                avg. 1 hour 38 minutes

                                                                from $149 / night

                                                                  31

                                                                  Vacation home in Maryland

                                                                  Maryland / Ocean City

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Child friendly
                                                                  • Car not necessary
                                                                  • Air conditioning
                                                                  Treat yourself to a stress-free getaway with peek-a-boo ocean views when you book your stay at this dog-friendly Ocean City home. Within walking distance of the rolling dunes and cool breezes of Maryland's beaches, and just a short walk to dining and shopping option

                                                                  from $113 / night

                                                                  $786 / week

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                                                                  Responds fast!
                                                                  avg. 2 hours 28 minutes

                                                                  from $113 / night

                                                                  (3) Good 

                                                                    39

                                                                    Vacation home in Maryland

                                                                    Garrett County / McHenry

                                                                    5 14 min stay varies

                                                                    • 5 bedrooms
                                                                    • sleeps 14
                                                                    • min stay varies
                                                                    • Child friendly
                                                                    Located in a picturesque waterfront community, at Beautiful Day, you can walk to Wisp! You have a ‘Beautiful Day' in store when you come for a visit in this exquisite lake access home. Located in the exclusive Lake Pointe Community, this stylish chalet promises a tru

                                                                    from $176 / night

                                                                    $1,227 / week

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                                                                    from $176 / night

                                                                      23

                                                                      Vacation home in Maryland

                                                                      Garrett County / Oakland

                                                                      6 14 min stay varies

                                                                      • 6 bedrooms
                                                                      • sleeps 14
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      With super close lake access and abundant privacy of the woods, Deer Pass is a proven delight! Unlike any other vacation retreat, Deer Pass offers the opportunity to escape the ordinary and transcend into greatness! It is not often you can enjoy coffee on your deck whi

                                                                      from $266 / night

                                                                      $1,860 / week

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                                                                      from $266 / night

                                                                        26

                                                                        Maryland Vacation home rental

                                                                        Kent Island / Stevensville

                                                                        3 10 3 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 10
                                                                        • 3 nights min
                                                                        • Beach/lakeside relaxation
                                                                        • Child friendly
                                                                        • Air conditioning
                                                                        The Space Newly updated features make this property relaxing and highly desirable! Breathtaking views of the Chester River where it meets the mouth of the Chesapeake Bay on Maryland's Eastern Shore. Beautiful cathedral ceilings with a stone stacked fireplace. Thi

                                                                        from $1,602 / night

                                                                        $8,012 / week

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                                                                        from $1,602 / night

                                                                          32

                                                                          Vacation condo with shared pool in Maryland

                                                                          Maryland / Ocean City

                                                                          1 6 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning
                                                                          Enjoy gorgeous ocean and boardwalk views from a 3rd floor private balcony in a beautifully decorated and newly renovated direct oceanfront condo located on the world-famous Ocean City boardwalk. Decatur House unit 309 sleeps up to six and is loaded with several comfort

                                                                          from $102 / night

                                                                          $984 - $2,056 / week

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                                                                          avg. 1 hour 2 minutes

                                                                          from $102 / night

                                                                          (3) Very Good 

                                                                            36

                                                                            Vacation log cabin with swimming pool in Maryland

                                                                            Talbot County / Wittman

                                                                            5 10 min stay varies

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • min stay varies
                                                                            • Beach/lakeside relaxation
                                                                            • Nearest beach 6 mi
                                                                            • Swimming pool
                                                                            Pool, Shoreline, Small Private Beach, Acreage, Lawn, Barbecue, and Nature. Winter 2018/19 - Special Arrive Mon/Leave Fri - $2500 - 4 nights Arrive Fri/Leave Mon - $2500 - 3 nights Spacious 6000+ square foot home. Up-to-date Gourmet Kitchen. Large and Open Common Spa

                                                                            from $1,117 / night

                                                                            $7,157 - $8,359 / week

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                                                                            from $1,117 / night

                                                                            (3)  

                                                                              66

                                                                              Home rental in Swanton

                                                                              Maryland / Swanton

                                                                              5 10 min stay varies

                                                                              • 5 bedrooms
                                                                              • sleeps 10
                                                                              • min stay varies
                                                                              • Child friendly
                                                                              Located on a quiet cove, All Seasons has all the comforts of home alongside an exquisite lakefront. Has vacation bliss been a bit elusive in the past? Worry no more: All Seasons is the perfect solution! This wonderful lakefront chalet offers the ideal haven from the b

                                                                              from $203 / night

                                                                              $1,419 / week

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                                                                              from $203 / night

                                                                              (2) Good 

                                                                                15

                                                                                Maryland Vacation home rental

                                                                                Garrett County / McHenry

                                                                                4 8 min stay varies

                                                                                • 4 bedrooms
                                                                                • sleeps 8
                                                                                • min stay varies
                                                                                • Child friendly
                                                                                Come home to Gravelly Run Lodge, where Cape Code design meets mountain lodge styling! Looking for a mountain lodge that is close to all your favorite activities? Someplace quaint and cozy, and yet still steeped in luxurious accents and amenities- a home with a gas-bur

                                                                                from $153 / night

                                                                                $1,066 / week

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                                                                                from $153 / night

                                                                                  16

                                                                                  Vacation home in Maryland

                                                                                  Maryland / Cambridge

                                                                                  6 14 3 nights min

                                                                                  • 6 bedrooms
                                                                                  • sleeps 14
                                                                                  • 3 nights min
                                                                                  • Beach/lakeside relaxation
                                                                                  • Nearest beach 0 mi
                                                                                  • Air conditioning
                                                                                  Located on the beautiful Eastern Shore of Maryland, Cambridge has been named one of the best ten small towns in the U.S. and is a boater's dream! The house has four private suites, full gourmet kitchen, three sitting areas, and two car garage. Check out the Dorchester

                                                                                  from $1,145 / night

                                                                                  $6,870 / week

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                                                                                  from $1,145 / night

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