Brookline Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Tennis in town

39 Houses

    20

    Amazing single house in Chestnut Hill near Boston College

    Massachusetts / Brookline

    Brookline house

    5 13 2 nights min

    • 5 bedrooms
    • sleeps 13
    • 2 nights min
    • Child Friendly
    • Air conditioning
    • Private garden

    Price per night from

    $665

    Responds fast!
    avg. 1 hour 53 minutes

    Price per night from

    $665

    Great rentals within 20 miles that match your search

    Distance approx 3.57 km from Brookline Show on Map

      17

      H1 Unit #1 Executive Large Townhouse Style near Harvard Square

      Massachusetts / Boston

      Boston apartment

      4 4 6 nights min

      • 4 bedrooms
      • sleeps 4
      • 6 nights min
      • Nearest beach 6 mi
      • Child Friendly
      • Car not necessary

      Price per night from

      $515

      Responds fast!
      avg. 2 hours 11 minutes

      Price per night from

      $515

      Distance approx 4.03 km from Brookline Show on Map

        26

        North End Enchanted Cottage

        Massachusetts / Boston

        Boston cottage

        1 2 7 nights min

        • 1 bedroom
        • sleeps 2
        • 7 nights min
        • Car not necessary
        • Air conditioning
        • Pet Friendly

        Price per night from

        $229

        Price per night from

        $229

        Distance approx 17.6 km from Brookline

        (49) Excellent 

        Certificate of Excellence

          25

          ChestnutSweet, for a sweet New England get-away!

          Massachusetts / Marblehead

          Marblehead apartment

          2 3 2 nights min

          • 2 bedrooms
          • sleeps 3
          • 2 nights min
          • Beach / lakeside relaxation
          • Nearest beach 0.8 mi
          • Air conditioning
          “The home and stay were wonderful - perfectly wonderful!” The rental home is amazing. The home is decorated so tastefully, and it is filled with very quality furnishings and linens. We felt that the home was quite spacious and the layout worked very

          Certificate of Excellence

          Price per night from

          $201

          Price per night from

          $201

          Distance approx 3.41 km from Brookline Show on Map

            36

            Charming Harvard Victorian w/pkng.

            Massachusetts / Cambridge

            Cambridge apartment

            5 10 min stay varies

            • 5 bedrooms
            • sleeps 10
            • min stay varies
            • Ski
            • Child Friendly

            Price per night from

            $304

            Responds fast!
            avg. 21 minutes

            Price per night from

            $304

            Distance approx 4.17 km from Brookline Show on Map

            (8) Excellent 

              37

              Private 4 BR Condo Close to Boston

              Massachusetts / Newton

              Newton condo

              4 8 2 nights min

              • 4 bedrooms
              • sleeps 8
              • 2 nights min
              • Nearest beach 18 mi
              • Child Friendly
              • Air conditioning

              Price per night from

              $229

              Responds fast!
              avg. 3 hours 57 minutes

              Price per night from

              $229

              Distance approx 2.68 km from Brookline Show on Map

              (1) Excellent 

                33

                ASTONISHING 1 BEDROOM IN SOUTH END BOSTON'S BEST LOCATION & CLOSE TO EVERYTHING

                Massachusetts / Boston

                Boston apartment

                1 3 2 nights min

                • 1 bedroom
                • sleeps 3
                • 2 nights min
                • Car not necessary
                • Air conditioning

                Price per night from

                $229

                Price per night from

                $229

                Distance approx 2.75 km from Brookline Show on Map

                  6

                  Spacious One Bedroom neat Harvard and MIT

                  Massachusetts / Cambridge

                  Cambridge apartment

                  1 6 2 nights min

                  • 1 bedroom
                  • sleeps 6
                  • 2 nights min
                  • Child Friendly
                  • Car not necessary
                  • Air conditioning

                  Price per night from

                  $258

                  Responds fast!
                  avg. 36 minutes

                  Price per night from

                  $258

                  Distance approx 3.5 km from Brookline Show on Map

                  (2) Very Good 

                    46

                    Harvard/MIT/Mass General/Boston Univ/ Cambridge

                    Massachusetts / Cambridge

                    Cambridge apartment

                    4 12 min stay varies

                    • 4 bedrooms
                    • sleeps 12
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Nearest beach 48 mi
                    • Child Friendly

                    Price per night from

                    $402

                    Price per night from

                    $402

                    Distance approx 19.25 km from Brookline

                      18

                      Executive modern oceanview hilltop home

                      Massachusetts / Martha's Vineyard

                      Martha's Vineyard house

                      4 9 7 nights min

                      • 4 bedrooms
                      • sleeps 9
                      • 7 nights min
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $1,032

                      Price per night from

                      $1,032

                      Distance approx 4.08 km from Brookline Show on Map

                      (22) Excellent 

                        29

                        Boston North End luxury apartment.

                        Massachusetts / Boston

                        Boston apartment

                        1 2 3 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 3 nights min
                        • Ask about children
                        • Car not necessary
                        • Air conditioning
                        “Perfect North End Rental” We loved this super clean one bedroom in the heart of the North End of Boston. Furniture, decor and amenities made us feel right at home. Bonus: we were within walking distance of everything wonderful about Boston i.e. highl

                        Price per night from

                        $221

                        Price per night from

                        $221

                        Distance approx 6.08 km from Brookline Show on Map

                          14

                          needham hidden gem

                          Massachusetts / Needham

                          Needham house

                          3 8 7 nights min

                          • 3 bedrooms
                          • sleeps 8
                          • 7 nights min
                          • Child Friendly

                          Price per night from

                          $321

                          Price per night from

                          $321

                          Distance approx 1.81 km from Brookline Show on Map

                            23

                            Unit #2 Executive Large Townhouse Style near Harvard Square

                            Massachusetts / Boston

                            Boston apartment

                            4 12 min stay varies

                            • 4 bedrooms
                            • sleeps 12
                            • min stay varies
                            • Nearest beach 6 mi
                            • Child Friendly
                            • Car not necessary

                            Price per night from

                            $325

                            Responds fast!
                            avg. 2 hours 11 minutes

                            Price per night from

                            $325

                            Distance approx 4.64 km from Brookline Show on Map

                              4

                              Room in Huge Modern, 4BR Condo (2)

                              Massachusetts / Somerville

                              Somerville private room

                              1 1 30 nights min

                              • 1 bedroom
                              • sleeps 1
                              • 30 nights min
                              • Ask about pets

                              Price per night from

                              $69

                              Price per night from

                              $69

                              Distance approx 3.56 km from Brookline Show on Map

                                9

                                Beautiful 2bdrm, Walk to Downtown, Waterfront, Convention Center

                                Massachusetts / Boston

                                Boston condo

                                2 6 2 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 2 nights min
                                • Car not necessary
                                • Air conditioning
                                • Pet Friendly

                                Price per night from

                                $344

                                Responds fast!
                                avg. 3 hours 54 minutes

                                Price per night from

                                $344

                                Distance approx 1.9 km from Brookline Show on Map

                                  18

                                  Sunny & Cozy 2 bdrm Duplex, Jamaica Plain, Boston

                                  Massachusetts / Boston

                                  Boston apartment

                                  2 6 3 nights min

                                  • 2 bedrooms
                                  • sleeps 6
                                  • 3 nights min
                                  • Child Friendly
                                  • Car not necessary
                                  • Air conditioning

                                  Price per night from

                                  $287

                                  Price per night from

                                  $287

                                  Distance approx 4.19 km from Brookline Show on Map

                                  (3) Excellent 

                                    61

                                    Relax n "think" about next business

                                    Massachusetts / Boston

                                    Boston house

                                    2 9 2 nights min

                                    • 2 bedrooms
                                    • sleeps 9
                                    • 2 nights min
                                    • Nearest beach 1 mi
                                    • Swimming pool
                                    • Child Friendly

                                    Price per night from

                                    $264

                                    Responds fast!
                                    avg. 1 hour 57 minutes

                                    Price per night from

                                    $264

                                    Distance approx 4.5 km from Brookline Show on Map

                                      4

                                      Beautiful Spacious Room (SU1-1)

                                      Massachusetts / Somerville

                                      Somerville private room

                                      1 1 1 night min

                                      • 1 bedroom
                                      • sleeps 1
                                      • 1 night min
                                      • Child Friendly
                                      • Ask about pets

                                      Price per night from

                                      $69

                                      Price per night from

                                      $69

                                      Distance approx 3.89 km from Brookline Show on Map

                                      (4) Excellent 

                                        20

                                        Clarendon Road

                                        Massachusetts / Belmont

                                        Belmont apartment

                                        1 2 min stay varies

                                        • 1 bedroom
                                        • sleeps 2
                                        • min stay varies
                                        • Child Friendly
                                        • Pet Friendly

                                        Price per night from

                                        $114

                                        Responds fast!
                                        avg. 39 minutes

                                        Price per night from

                                        $114

                                        Distance approx 19.65 km from Brookline

                                          19

                                          Charming Beach Colonial in Minot

                                          Massachusetts / Scituate

                                          Scituate house

                                          4 10 7 nights min

                                          • 4 bedrooms
                                          • sleeps 10
                                          • 7 nights min
                                          • Beach / lakeside relaxation
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $344

                                          Price per night from

                                          $344

                                          Distance approx 1.63 km from Brookline Show on Map

                                          (9) Excellent 

                                            24

                                            Cozy, comfy Boston single family house, fully equipped and close to everything!

                                            Massachusetts / Boston

                                            Boston house

                                            4 8 3 nights min

                                            • 4 bedrooms
                                            • sleeps 8
                                            • 3 nights min
                                            • Nearest beach 9 mi
                                            • Child Friendly
                                            • Car not necessary

                                            Price per night from

                                            $344

                                            Responds fast!
                                            avg. 2 hours 51 minutes

                                            Price per night from

                                            $344

                                            Distance approx 3.41 km from Brookline Show on Map

                                              31

                                              Luxury Harvard/MIT Victorian w/off street parking.

                                              Massachusetts / Cambridge

                                              Cambridge apartment

                                              3 6 min stay varies

                                              • 3 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Ski
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $264

                                              Responds fast!
                                              avg. 21 minutes

                                              Price per night from

                                              $264

                                              Distance approx 1.64 km from Brookline Show on Map

                                              (5) Excellent 

                                                42

                                                Boston's 2 bedroom vacation rental condo near Stony Brook's Orange line subway

                                                Massachusetts / Boston

                                                Boston apartment

                                                2 5 min stay varies

                                                • 2 bedrooms
                                                • sleeps 5
                                                • min stay varies
                                                • Nearest beach 2 mi
                                                • Child Friendly
                                                • Car not necessary

                                                Price per night from

                                                $228

                                                Responds fast!
                                                avg. 3 hours 4 minutes

                                                Price per night from

                                                $228

                                                Distance approx 4.08 km from Brookline Show on Map

                                                  29

                                                  Eco-Chic 2BR Zen Home by Bunker Hill Monument~FREE Parking~Charlestown/North End

                                                  Massachusetts / Boston

                                                  Boston apartment

                                                  2 4 1 night min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 1 night min
                                                  • Child Friendly
                                                  • Car not necessary
                                                  • Air conditioning

                                                  Price per night from

                                                  $185

                                                  Responds fast!
                                                  avg. 2 hours 14 minutes

                                                  Price per night from

                                                  $185

                                                  Distance approx 12.31 km from Brookline

                                                    9

                                                    Large Furnished room for rent, quiet location

                                                    Massachusetts / Lynn

                                                    Lynn apartment

                                                    1 1 90 nights min

                                                    • 1 bedroom
                                                    • sleeps 1
                                                    • 90 nights min
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $29

                                                    Price per night from

                                                    $29

                                                    Distance approx 7.49 km from Brookline

                                                      11

                                                      Beautiful

                                                      Massachusetts / Malden

                                                      Malden house

                                                      3 6 3 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 3 nights min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Private garden

                                                      Price per night from

                                                      $401

                                                      Responds fast!
                                                      avg. 24 minutes

                                                      Price per night from

                                                      $401

                                                      Distance approx 9.34 km from Brookline

                                                      (2) Excellent 

                                                        13

                                                        4 bedroom Colonial in Lexington neighborhood

                                                        Massachusetts / Lexington

                                                        Lexington house

                                                        4 8 2 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 2 nights min
                                                        • Child Friendly
                                                        • Air conditioning
                                                        • Private garden

                                                        Price per night from

                                                        $344

                                                        Price per night from

                                                        $344

                                                        Distance approx 3.47 km from Brookline Show on Map

                                                        (2) Very Good 

                                                          26

                                                          Private Nice and Cozy 4BR-Close to Boston

                                                          Massachusetts / Newton

                                                          Newton house

                                                          4 8 1 night min

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • 1 night min
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $344

                                                          Responds fast!
                                                          avg. 17 minutes

                                                          Price per night from

                                                          $344

                                                          Distance approx 1.97 km from Brookline Show on Map

                                                          (1) Excellent 

                                                            14

                                                            Beautiful Large 3 bed apt, close to river and Universities, Downtown 4m v quiet

                                                            Massachusetts / Boston

                                                            Boston apartment

                                                            3 6 30 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 30 nights min
                                                            • Nearest beach 12 mi
                                                            • Ask about children
                                                            • Car not necessary

                                                            Price per night from

                                                            $139

                                                            Price per night from

                                                            $139

                                                            Distance approx 3.3 km from Brookline Show on Map

                                                              26

                                                              Colbyco Andrew Square - South Boston

                                                              Massachusetts / Boston

                                                              Boston house

                                                              3 12 3 nights min

                                                              • 3 bedrooms
                                                              • sleeps 12
                                                              • 3 nights min
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $659

                                                              Price per night from

                                                              $659

                                                              Distance approx 4.79 km from Brookline Show on Map

                                                                15

                                                                5br - 2200ft2 - Duxbury Beach

                                                                Massachusetts / Boston

                                                                Boston house

                                                                5 10 7 nights min

                                                                • 5 bedrooms
                                                                • sleeps 10
                                                                • 7 nights min
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $516

                                                                Price per night from

                                                                $516

                                                                Distance approx 3.57 km from Brookline Show on Map

                                                                  22

                                                                  H2 Unit #1 Executive Large Townhouse Style near Harvard Square

                                                                  Massachusetts / Boston

                                                                  Boston apartment

                                                                  1 4 6 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • 6 nights min
                                                                  • Nearest beach 6 mi
                                                                  • Child Friendly
                                                                  • Car not necessary

                                                                  Price per night from

                                                                  $516

                                                                  Responds fast!
                                                                  avg. 2 hours 11 minutes

                                                                  Price per night from

                                                                  $516

                                                                  Distance approx 3.83 km from Brookline Show on Map

                                                                  (2) Excellent 

                                                                    23

                                                                    Adorable 2 Bedroom Apartment in Boston

                                                                    Massachusetts / Boston

                                                                    Boston apartment

                                                                    2 6 2 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • 2 nights min
                                                                    • Child Friendly
                                                                    • Car not necessary
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $229

                                                                    Responds fast!
                                                                    avg. 53 minutes

                                                                    Price per night from

                                                                    $229

                                                                    Distance approx 3.57 km from Brookline Show on Map

                                                                      22

                                                                      Large 4 bedrooms 2 full bath town house #1 near Harvard Univ

                                                                      Massachusetts / Boston

                                                                      Boston apartment

                                                                      1 10 5 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 10
                                                                      • 5 nights min
                                                                      • Nearest beach 6 mi
                                                                      • Child Friendly
                                                                      • Car not necessary

                                                                      Price per night from

                                                                      $516

                                                                      Responds fast!
                                                                      avg. 2 hours 11 minutes

                                                                      Price per night from

                                                                      $516

                                                                      Distance approx 3.05 km from Brookline Show on Map

                                                                        15

                                                                        Brand New Fully Remodeled Home - 15.1.1+2

                                                                        Massachusetts / Newton

                                                                        Newton apartment

                                                                        2 4 1 night min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 1 night min
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $138

                                                                        Price per night from

                                                                        $138

                                                                        Distance approx 3.05 km from Brookline Show on Map

                                                                          13

                                                                          Brand New Fully Remodeled Home - 15.1.1

                                                                          Massachusetts / Newton

                                                                          Newton apartment

                                                                          1 2 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 1 night min
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $69

                                                                          Price per night from

                                                                          $69

                                                                          Distance approx 3.35 km from Brookline Show on Map

                                                                          (1) Excellent 

                                                                            26

                                                                            The LedderHouse5 -2 Double Bed/2 Bath near city/Subway W/Free Parking

                                                                            Massachusetts / Boston

                                                                            Boston house

                                                                            1 4 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • 2 nights min
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $121

                                                                            Price per night from

                                                                            $121

                                                                            Distance approx 3.05 km from Brookline Show on Map

                                                                              13

                                                                              Brand New Fully Remodeled Home - 15.1.2

                                                                              Massachusetts / Newton

                                                                              Newton apartment

                                                                              1 2 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 1 night min
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $69

                                                                              Price per night from

                                                                              $69