50 Best Vacation Rentals in Brookline - Holiday Lettings - Cabins

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780 Vacation rentals

    13

    Vacation apartment in Brookline

    Massachusetts / Brookline

    2 4 1 night min

    • 2 bedrooms
    • sleeps 4
    • 1 night min
    • Child friendly
    • Air conditioning
    This lovely apartment is located on the top floor of the building. It is very quiet and a spacious living room. A 14min drive from Logan Airport. This Beautiful two bedroom apartment is located in the old neighborhood of Boston “Dorchester” (old historical, summer resi

    from $126 / night

    $882 / week

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    avg. 3 hours 15 minutes

    from $126 / night

      13

      Brookline Vacation condo rental

      Massachusetts / Brookline

      3 6 2 nights min

      • 3 bedrooms
      • sleeps 6
      • 2 nights min
      • Child friendly
      • Car not necessary
      • Air conditioning
      Experience Boston living in this beautiful 3 bedroom/1 bath condo located on a quiet dead end street. Walking distance to the Forrest Hills Train Station, Arboretum and Roslindale Village (Town Center). 18 minutes train ride to downtown Boston and 20 minutes drive to do

      from $182 / night

      $1,275 / week

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      avg. 2 hours 8 minutes

      from $182 / night

        20

        Vacation apartment in Brookline

        Massachusetts / Brookline

        3 6 2 nights min

        • 3 bedrooms
        • sleeps 6
        • 2 nights min
        • Child friendly
        • Air conditioning
        Luxury Brand New sunny renovated 3 bedrooms/ 2 ba, central air/heating, hardwood floors. 8-10 min walking to Longwood Medical area. 3 min walking to Brookline Village T/Subway Station Green line, 66# Bus stop to Harvard Square. Steps to shops, gym, bank, post office, co

        from $430 / night

        $3,006 / week

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        avg. 1 hour 26 minutes

        from $430 / night

          24

          Vacation apartment in Brookline

          Massachusetts / Brookline

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Child friendly
          • Air conditioning
          ** Please note there is another vacation rental unit in the building that shares roof deck with this apartment ** Your Massachusetts retreat begins at this 2-bedroom, 1-bathroom vacation rental apartment for 6 near downtown Boston! This apartment is located in the pea

          from $229 / night

          $1,603 / week

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          avg. 33 minutes

          from $229 / night

            17

            Brookline Vacation apartment rental

            Massachusetts / Brookline

            1 4 4 nights min

            • 1 bedroom
            • sleeps 4
            • 4 nights min
            • Child friendly
            • Air conditioning
            The Space Enjoy a beautiful apartment in a very central location with a spacious, open floor plan. Washer/Dryer in unit. Just a 10 minute ride to downtown and less than 10 minutes to Coolidge Corner with plenty of cafes, a theatre, and the best restaurants in the Bos

            from $258 / night

            $1,804 / week

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            from $258 / night

              32

              Vacation apartment in Brookline

              Massachusetts / Brookline

              3 7 min stay varies

              • 3 bedrooms
              • sleeps 7
              • min stay varies
              • Child friendly
              • Air conditioning
              Located in Heart of Boston on a quit street where birds sing, 2 mins walk to Subway station, Boston University and city’s best restaurants. Short walk to Fenway Park, downtown back bay, Longwood medical center, Coolidge Corner. ★★★2 free parking spaces included★★★ In t

              from $272 / night

              $1,900 - $8,096 / week

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              avg. 1 hour 21 minutes

              from $272 / night

                31

                Vacation apartment in Brookline

                Massachusetts / Brookline

                1 4 2 nights min

                • 1 bedroom
                • sleeps 4
                • 2 nights min
                • Child friendly
                • Air conditioning
                * Bottle Opener * Wine Opener * Knife / Spatula Set * Vacuum Cleaner * Glassware * Paper Towels with Holder * Colander * Microwave Bowls * Pots and Pans * Cutting Board * Cleaning Supplies Starter Kit * Mop * Bucket * Broom and Dustpan * Kitchen Scissors

                from $258 / night

                $1,804 / week

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                from $258 / night

                  18

                  Brookline Vacation home rental

                  Massachusetts / Brookline

                  2 8 2 nights min

                  • 2 bedrooms
                  • sleeps 8
                  • 2 nights min
                  • Child friendly
                  • Car not necessary
                  • Air conditioning
                  Very unique space found in the heart of Brookline Village, over 2000sq ft of living space. Found on second floor of a brownstone, home offers high ceilings, gleaming hardwood floors and central air. first floor features living room with a sleeper sofa and TV, dining roo

                  from $344 / night

                  $1,718 / week

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                  from $344 / night

                    7

                    Vacation apartment rental

                    Massachusetts / Brookline

                    2 5 1 night min

                    • 2 bedrooms
                    • sleeps 5
                    • 1 night min
                    • Nearest beach 10 mi
                    • Child friendly
                    • Car not necessary
                    Whether you are in Boston for medical treatment, school, business, or travel, Room Tank takes the hassle out of finding a place to stay. With its modern, fully furnished apartments including all amenities (gas, water, electricity, trash, cable and internet access), Room

                    from $515 / night

                    $3,599 / week

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                    from $515 / night

                      16

                      Brookline Vacation condo rental

                      Massachusetts / Brookline

                      1 4 2 nights min

                      • 1 bedroom
                      • sleeps 4
                      • 2 nights min
                      • Child friendly
                      • Car not necessary
                      • Pet friendly
                      Sun filled,spacious,top floor 1 bedroom steps to public transportation,restaurants,grocery stores,cafes and boutiques.Quick train ride to Boston,easy access to Longwood Medical,bus picks up in front of property. Hwd floors,high ceilings,queen bed,sleeper sofa comfortabl

                      from $144 / night

                      $1,002 / week

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                      from $144 / night

                        24

                        Vacation apartment in Brookline

                        Massachusetts / Brookline

                        4 8 3 nights min

                        • 4 bedrooms
                        • sleeps 8
                        • 3 nights min
                        • Child friendly
                        • Air conditioning
                        Boston Apartment Rental Photos and Description Modern Luxury 4 Bedroom 4 Bath In Historic Brownstone This centrally located brownstone apartment is located on famous Beacon St near Fenway Park. Renovated from top to bottom, brand new and modern nestled inside a histo

                        from $1,203 / night

                        $8,416 / week

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                        avg. 2 hours 54 minutes

                        from $1,203 / night

                          20

                          Brookline Vacation home rental

                          Massachusetts / Brookline

                          5 13 2 nights min

                          • 5 bedrooms
                          • sleeps 13
                          • 2 nights min
                          • Child friendly
                          • Air conditioning
                          • Private garden
                          A beautiful family home in a quiet neighborhood. 3 minute walk to a beautiful resevoir with walking/ biking trail. 20 minute drive to downtown Boston or with train (8 minute walking distance). Kitchen and bathrooms were renovated 2 years ago. Lovely back yard with larg

                          from $447 / night

                          $3,126 / week

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                          Responds fast!
                          avg. 1 hour 53 minutes

                          from $447 / night

                            9

                            Brookline Vacation b&b accommodation

                            Massachusetts / Brookline

                            1 2 1 night min

                            • 1 bedroom
                            • sleeps 2
                            • 1 night min
                            • Child friendly
                            • Car not necessary
                            • Air conditioning
                            Both elegant and modern, this apartment was designed with your active, high speed lifestyle in mind. In the Heart of Coolidge corner. Located just minutes from Back Bay, Fenway Park beacon St, Allston, Commonwealth Ave. and Hospitals, and embedded among a plethora of fi

                            from $92 / night

                            $642 / week

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                            from $92 / night

                              14

                              Vacation apartment in Brookline

                              Massachusetts / Brookline

                              1 2 30 nights min

                              • 1 bedroom
                              • sleeps 2
                              • 30 nights min
                              • Child friendly
                              • Car not necessary
                              • Air conditioning
                              Monthly Rental only. Perfect location for medical professions. My spacious 500 square foot studio was recently upgraded. This residential apartment is in a luxurious and safe community. Some of the features we offer are a modern kitchen with granite counter tops. Ther

                              from $115 / night

                              $802 / week

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                              avg. 2 hours 22 minutes

                              from $115 / night

                                14

                                Vacation home in Brookline

                                Massachusetts / Brookline

                                1 6 1 night min

                                • 1 bedroom
                                • sleeps 6
                                • 1 night min
                                • Child friendly
                                • Air conditioning
                                • Pet friendly
                                1 Private Bedroom in House near Fenway Park, Copley & Downtown Boston Walking distance to MBTA, 5min Health Street Green Line 8 min to Jackson Square Orange line , award-winning bars and restaurants. Hop, skip & jump to northeast University and more! . 10 minutes to do

                                from $344 / night

                                $2,405 / week

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                                from $344 / night

                                  7

                                  Vacation apartment in Brookline

                                  Massachusetts / Brookline

                                  2 4 1 night min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 1 night min
                                  • Child friendly
                                  Beautifully renovated, cozy, airy and immaculate garden apartment in Cooldige Corner. Close to Boston, the Longwood Medical Area and all Boston area universities and attractions. Enjoy a private entrance, 2 bedrooms, lovely sitting and eating area with snacks and coff

                                  from $161 / night

                                  $1,123 - $1,363 / week

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                                  from $161 / night

                                    22

                                    Vacation apartment in Brookline

                                    Massachusetts / Brookline

                                    2 4 2 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 2 nights min
                                    • Child friendly
                                    • Air conditioning
                                    My place is good for couples, solo adventurers, business travelers, and families (with kids). Car: Parking is provided via a dedicated spot right behind the apartment. Complete List of Amenities: Living / Dining Room * Room + Board Sleeper Sofa * 2 Designer lounge ch

                                    from $275 / night

                                    $1,924 / week

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                                    from $275 / night

                                      30

                                      Vacation apartment in Brookline

                                      Massachusetts / Brookline

                                      4 8 3 nights min

                                      • 4 bedrooms
                                      • sleeps 8
                                      • 3 nights min
                                      • Child friendly
                                      • Air conditioning
                                      This centrally located brownstone apartment is located on famous Beacon St near Fenway Park. Renovated from top to bottom, brand new and modern nestled inside a historic Boston Brownstone. Many shops, restaurants and stores nearby. Fully equipped kitchen with pots, pan

                                      from $1,203 / night

                                      $8,416 / week

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                                      Responds fast!
                                      avg. 2 hours 54 minutes

                                      from $1,203 / night

                                        6

                                        Vacation home rental

                                        Massachusetts / Brookline

                                        1 3 1 night min

                                        • 1 bedroom
                                        • sleeps 3
                                        • 1 night min
                                        • Child friendly
                                        1 Private Bedroom in House near Fenway Park, Copley & Downtown Boston Walking distance to MBTA, 5min Health Street Green Line 8 min to Jackson Square Orange line , award-winning bars and restaurants. Hop, skip & jump to northeast University and more! . 10 minutes to do

                                        from $229 / night

                                        $1,603 / week

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                                        from $229 / night

                                          6

                                          Vacation home in Brookline

                                          Massachusetts / Brookline

                                          1 4 1 night min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 1 night min
                                          • Child friendly
                                          • Air conditioning
                                          1 Private Bedroom in House near Fenway Park, Copley & Downtown Boston Walking distance to MBTA, 5min Health Street Green Line 8 min to Jackson Square Orange line , award-winning bars and restaurants. Hop, skip & jump to northeast University and more! . 10 minutes to do

                                          from $229 / night

                                          $1,603 / week

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                                          from $229 / night

                                            7

                                            Vacation home in Brookline

                                            Massachusetts / Brookline

                                            1 5 1 night min

                                            • 1 bedroom
                                            • sleeps 5
                                            • 1 night min
                                            • Child friendly
                                            • Air conditioning
                                            • Pet friendly
                                            Walking distance to MBTA, 5min Health Street Green Line 8 min to Jackson Square Orange line , award-winning bars and restaurants. Hop, skip & jump to northeast University and more! . 10 minutes to downtown boston by train, 8 minutes to drive. - 3.8 Miles to Downtown B

                                            from $172 / night

                                            $1,203 / week

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                                            from $172 / night

                                            (1) Excellent 

                                              12

                                              Vacation apartment in Brookline

                                              Massachusetts / Brookline

                                              2 8 1 night min

                                              • 2 bedrooms
                                              • sleeps 8
                                              • 1 night min
                                              • Child friendly
                                              • Car not necessary
                                              • Air conditioning
                                              Welcome! This is a fully renovated apartment, we have 2 Beds/1 Bath and we adapt our office into another room with a comfortable sofa bed, we have an excellent location if you want to take the T or Bus, and we have a private parking spot just behind the building! Great

                                              from $343 / night

                                              $2,397 / week

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                                              avg. 18 minutes

                                              from $343 / night

                                                7

                                                Vacation apartment in Brookline

                                                Massachusetts / Brookline

                                                1 2 30 nights min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 30 nights min
                                                • Swimming pool
                                                • Child friendly
                                                • Car not necessary
                                                Monthly rental only. This gorgeous 500 sq ft. studio was recently upgraded to include a new granite kitchen counter top, cabinets and appliances (dishwasher, refrigerator/stove). The huge walk-in closet. Hardwood floor, fresh paints with an abundance of neutral colors a

                                                from $115 / night

                                                $802 / week

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                                                Responds fast!
                                                avg. 2 hours 22 minutes

                                                from $115 / night

                                                  12

                                                  Vacation apartment rental

                                                  Massachusetts / Brookline

                                                  2 5 2 nights min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 2 nights min
                                                  • Child friendly
                                                  • Car not necessary
                                                  Sunny 2 bedroom apartment, just steps to the Longwood Medical area (Boston Children’s, Brigham, Beth Israel, Dana Farber), Boston attractions, Fenway park, MBTA, and several shops and restaurants. Front bedroom offers a queen bed and second bedroom offers 2 twin beds. C

                                                  from $172 / night

                                                  $1,203 / week

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                                                  from $172 / night

                                                    14

                                                    Vacation home in Brookline

                                                    Massachusetts / Brookline

                                                    1 5 1 night min

                                                    • 1 bedroom
                                                    • sleeps 5
                                                    • 1 night min
                                                    • Child friendly
                                                    • Air conditioning
                                                    • Pet friendly
                                                    1 Private Bedroom in House near Fenway Park, Copley & Downtown Boston Walking distance to MBTA, 5min Health Street Green Line 8 min to Jackson Square Orange line , award-winning bars and restaurants. Hop, skip & jump to northeast University and more! . 10 minutes to do

                                                    from $287 / night

                                                    $2,004 / week

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                                                    from $287 / night

                                                      5

                                                      Vacation home rental

                                                      Massachusetts / Brookline

                                                      1 5 1 night min

                                                      • 1 bedroom
                                                      • sleeps 5
                                                      • 1 night min
                                                      • Child friendly
                                                      1 Private Bedroom in House near Fenway Park, Copley & Downtown Boston Walking distance to MBTA, 5min Health Street Green Line 8 min to Jackson Square Orange line , award-winning bars and restaurants. Hop, skip & jump to northeast University and more! . 10 minutes to do

                                                      from $229 / night

                                                      $1,603 / week

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                                                      from $229 / night

                                                        25

                                                        Vacation apartment in Brookline

                                                        Massachusetts / Brookline

                                                        2 6 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Child friendly
                                                        • Air conditioning
                                                        ** Please note there is another vacation rental unit in the building that shares roof deck with this apartment ** Experience the best of Boston during your stay at this ultra modern 2-bedroom, 1-bathroom vacation rental apartment! Situated in the Brookline neighborhoo

                                                        from $229 / night

                                                        $1,603 / week

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                                                        avg. 48 minutes

                                                        from $229 / night

                                                          37

                                                          Vacation home in Brookline

                                                          Massachusetts / Brookline

                                                          3 12 3 nights min

                                                          • 3 bedrooms
                                                          • sleeps 12
                                                          • 3 nights min
                                                          • Child friendly
                                                          • Air conditioning
                                                          Thanks for looking at our luxury home, thhis light filled and architecturally interesting converted carriage house built in 1890s, features 3 large bedrooms, 2 full bath/2 half bath comfortably accommodating up to 12 guests. The home features Brazilian cherry wood floor

                                                          from $1,030 / night

                                                          $7,206 / week

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                                                          from $1,030 / night

                                                            8

                                                            Vacation condo in Brookline

                                                            Massachusetts / Brookline

                                                            1 4 2 nights min

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • 2 nights min
                                                            • Nearest beach 6 mi
                                                            • Child friendly
                                                            • Car not necessary
                                                            Top floor,sunny one bedroom, steps to Longwood Medical( Boston hospitals), public transport,shopping,restaurants, 10 min to city of Boston. Walk score of 90 defined as a walkers paradise, 81 Transit scores is defined as excellent transit. Granite/stainless kitchen,hardw

                                                            from $144 / night

                                                            $1,002 / week

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                                                            from $144 / night

                                                              17

                                                              Brookline Vacation home rental

                                                              Massachusetts / Brookline

                                                              2 6 2 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 2 nights min
                                                              • Child friendly
                                                              • Car not necessary
                                                              Spacious, renovated, beautiful sunny 2 bedroom located in the center of Brookline Village. 3 min walk to the MBTA, less than 1 mile to Boston and Longwood medical area hospitals. Steps to the D Line (MBTA), shops, restaurants, and very easy access to Fenway, Universitie

                                                              from $201 / night

                                                              $1,403 / week

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                                                              from $201 / night

                                                                24

                                                                Vacation apartment in Brookline

                                                                Massachusetts / Brookline

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Child friendly
                                                                • Air conditioning
                                                                Escape to New England and stay near the heart of Boston at this 2-bedroom, 1-bathroom vacation rental apartment in Brookline. Located within walking distance of restaurants and coffee shops, and just 20 minutes from downtown, this home is the perfect home base for 6 tra

                                                                from $189 / night

                                                                $1,323 / week

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                                                                avg. 3 hours 5 minutes

                                                                from $189 / night

                                                                  34

                                                                  Brookline Vacation apartment rental

                                                                  Massachusetts / Brookline

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Nearest beach 7 mi
                                                                  • Child friendly
                                                                  • Car not necessary
                                                                  Global Luxury Suites at Mission Hill offers brand new apartments on South Huntington Ave in Boston. Each unit is pet-friendly and features a fully equipped kitchen. The community offers a range of amenities, including a fitness center, business center and conference roo

                                                                  from $446 / night

                                                                  $3,118 / week

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                                                                  from $446 / night

                                                                    9

                                                                    Brookline Vacation apartment rental

                                                                    Massachusetts / Brookline

                                                                    2 4 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Child friendly
                                                                    • Air conditioning
                                                                    At this Sonder, you'll love the spacious living room, open-concept kitchen, and a sunny balcony. Located in Lower Roxbury, home to Northeastern University and just blocks away from the trendy South End neighborhood. House Rules 1. All bookings require a security dep

                                                                    from $102 / night

                                                                    $714 / week

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                                                                    avg. 4 minutes

                                                                    from $102 / night

                                                                    (2) Good 

                                                                      27

                                                                      Apartment rental in Brookline

                                                                      Massachusetts / Brookline

                                                                      2 5 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 5
                                                                      • min stay varies
                                                                      • Nearest beach 7 mi
                                                                      • Child friendly
                                                                      • Car not necessary
                                                                      Global Luxury Suites at Mission Hill offers brand new apartments on South Huntington Ave in Boston. Each unit is pet-friendly and features a fully equipped kitchen. The community offers a range of amenities, including a fitness center, business center and conference roo

                                                                      from $377 / night

                                                                      $2,637 / week

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                                                                      from $377 / night

                                                                        38

                                                                        Studio rental in Brookline with shared pool

                                                                        Massachusetts / Brookline

                                                                        Studio 3 min stay varies

                                                                        • Studio
                                                                        • sleeps 3
                                                                        • min stay varies
                                                                        • Nearest beach 7 mi
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        These luxury apartment homes offer fully equipped kitchens, stainless steel appliances, sleek wooden cabinetry, tile backsplashes, solid-tone engineered stone countertops, spacious walk-in closets, and in-unit washers and dryers. These fantastic apartment homes include

                                                                        from $320 / night

                                                                        $2,237 / week

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                                                                        from $320 / night

                                                                          44

                                                                          Vacation apartment with shared pool in Brookline

                                                                          Massachusetts / Brookline

                                                                          2 5 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 5
                                                                          • min stay varies
                                                                          • Nearest beach 7 mi
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          These luxury apartment homes offer fully equipped kitchens, stainless steel appliances, sleek wooden cabinetry, tile backsplashes, solid-tone engineered stone countertops, spacious walk-in closets, and in-unit washers and dryers. These fantastic apartment homes include

                                                                          from $480 / night

                                                                          $3,359 / week

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                                                                          from $480 / night

                                                                            4

                                                                            Vacation apartment rental

                                                                            Massachusetts / Brookline

                                                                            1 2 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 2 nights min
                                                                            • Child friendly
                                                                            • Air conditioning
                                                                            Located in the heart of Brookline, the apartment is within walking distance of shops and restaurants. Boston is a quick Uber or train ride away. The apartment features modern furniture, private entry, recently renovated bathroom, fully stocked mini bar, free wi-fi, cabl

                                                                            from $287 / night

                                                                            $2,004 / week

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                                                                            from $287 / night

                                                                              13

                                                                              Apartment rental in Brookline

                                                                              Massachusetts / Brookline

                                                                              3 6 2 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 2 nights min
                                                                              • Child friendly
                                                                              • Air conditioning
                                                                              Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combine

                                                                              from $134 / night

                                                                              $938 / week

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                                                                              Responds fast!
                                                                              avg. 4 minutes

                                                                              from $134 / night

                                                                                22

                                                                                Vacation studio rental

                                                                                Massachusetts / Brookline

                                                                                Studio 3 min stay varies

                                                                                • Studio
                                                                                • sleeps 3
                                                                                • min stay varies
                                                                                • Nearest beach 7 mi
                                                                                • Child friendly
                                                                                • Car not necessary
                                                                                Global Luxury Suites at Mission Hill offers brand new apartments on South Huntington Ave in Boston. Each unit is pet-friendly and features a fully equipped kitchen. The community offers a range of amenities, including a fitness center, business center and conference roo

                                                                                from $366 / night

                                                                                $2,557 / week

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                                                                                from $366 / night

                                                                                  40

                                                                                  Apartment rental in Brookline with shared pool

                                                                                  Massachusetts / Brookline

                                                                                  1 3 min stay varies

                                                                                  • 1 bedroom
                                                                                  • sleeps 3
                                                                                  • min stay varies
                                                                                  • Nearest beach 7 mi
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  These luxury apartment homes offer fully equipped kitchens, stainless steel appliances, sleek wooden cabinetry, tile backsplashes, solid-tone engineered stone countertops, spacious walk-in closets, and in-unit washers and dryers. These fantastic apartment homes include

                                                                                  from $343 / night

                                                                                  $2,397 / week

                                                                                  Book View

                                                                                  from $343 / night