Vacation Rentals & Homes in Brewster

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2,517 homes

(1) Excellent 

    15

    251 Seaway Brewster 121123

    Cape Cod / Brewster

    Brewster house

    4 8 7 nights min

    • 4 bedrooms
    • sleeps 8
    • 7 nights min
    • Child Friendly
    • Air conditioning

    Price per night from

    $286

    Price per night from

    $286

      17

      Ocean edge ,2 br townhouse,cape cod

      Cape Cod / Brewster

      Brewster townhouse

      2 6 4 nights min

      • 2 bedrooms
      • sleeps 6
      • 4 nights min
      • Nearest beach 1 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $212

      Price per night from

      $212

        31

        Custom Beach House Directly on the Water, Sleeps 6 : 016-B

        Cape Cod / Brewster

        Brewster house

        2 6 min stay varies

        • 2 bedrooms
        • sleeps 6
        • min stay varies
        • Child Friendly

        Price per night from

        $616

        Price per night from

        $616

        (5) Excellent 

          13

          Hydrangea House with Cape Charm Near Seymour Pond

          Cape Cod / Brewster

          Brewster house

          4 8 7 nights min

          • 4 bedrooms
          • sleeps 8
          • 7 nights min
          • Beach / lakeside relaxation
          • Nearest beach 2 mi
          • Child Friendly
          “An excellent vacation” We loved the house and the grounds...there was something for everyone at every age. We were disapointed that the same weeks weren't available the next year, or we would have stayed again.
          …see more

          Price per night from

          $492

          Responds fast!
          avg. 2 hours 40 minutes

          Price per night from

          $492

          (1) Excellent 

            30

            Sleeps 10 Near Crosby Landing Beach -- 050-B

            Cape Cod / Brewster

            Brewster house

            4 8 min stay varies

            • 4 bedrooms
            • sleeps 8
            • min stay varies
            • Child Friendly

            Price per night from

            $360

            Price per night from

            $360

            (4) Very Good 

              26

              Walk to Beach, Beautiful Brewster Home! Crosby

              Cape Cod / Brewster

              Brewster house

              4 10 4 nights min

              • 4 bedrooms
              • sleeps 10
              • 4 nights min
              • Beach / lakeside relaxation
              • Nearest beach 0.8 mi
              • Child Friendly

              Price per night from

              $457

              Price per night from

              $457

                27

                Nice & Roomy, 4-Minute Walk to Sandy Beach--055-B

                Cape Cod / Brewster

                Brewster house

                4 9 min stay varies

                • 4 bedrooms
                • sleeps 9
                • min stay varies
                • Child Friendly

                Price per night from

                $278

                Price per night from

                $278

                (7) Very Good 

                  12

                  Spectacular Beach Front Home on Cape Cod Bay

                  Cape Cod / Brewster

                  Brewster house

                  2 6 7 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 7 nights min
                  • Beach / lakeside relaxation
                  • Child Friendly
                  • Pet Friendly
                  “wonderful family vacation” my wife and I rented this house in July and it was outstanding. The place was clean and beautiful and the view was astounding. Being right on the water is such an incredible experience. Everyone had a fantastic time. I would
                  …see more

                  Price per night from

                  $561

                  Responds fast!
                  avg. 2 hours 35 minutes

                  Price per night from

                  $561

                    22

                    New, on the beach, sweeping bay views--026-B

                    Cape Cod / Brewster

                    Brewster house

                    3 8 min stay varies

                    • 3 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Child Friendly

                    Price per night from

                    $660

                    Price per night from

                    $660

                      34

                      Big and Beautiful on the Beach in Brewster -- Sleeps 14+: 041-B

                      Cape Cod / Brewster

                      Brewster house

                      6 16 min stay varies

                      • 6 bedrooms
                      • sleeps 16
                      • min stay varies
                      • Child Friendly

                      Price per night from

                      $1,387

                      Price per night from

                      $1,387

                        27

                        Walk 4 Min.to Beach, New Custom Home, New Everything : 057-B

                        Cape Cod / Brewster

                        Brewster house

                        4 10 min stay varies

                        • 4 bedrooms
                        • sleeps 10
                        • min stay varies
                        • Child Friendly

                        Price per night from

                        $360

                        Price per night from

                        $360

                          33

                          Living Space Abounds at New Home by the Bch-061-B

                          Cape Cod / Brewster

                          Brewster house

                          4 10 7 nights min

                          • 4 bedrooms
                          • sleeps 10
                          • 7 nights min
                          • Child Friendly

                          Price per night from

                          $998

                          Price per night from

                          $998

                            19

                            Brewster icon, renovated, near beaches, galleries

                            Cape Cod / Brewster

                            Brewster house

                            3 7 7 nights min

                            • 3 bedrooms
                            • sleeps 7
                            • 7 nights min
                            • Child Friendly
                            • Ask about pets
                            • Private garden

                            Price per night from

                            $344

                            Price per night from

                            $344

                              40

                              Brand New Custom Brewster Home with Pool, 4 Min Walk to Private Beach 105-BF

                              Cape Cod / Brewster

                              Brewster house

                              4 10 min stay varies

                              • 4 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Swimming pool
                              • Child Friendly

                              Price per night from

                              $440

                              Price per night from

                              $440

                                16

                                Owner updates = vacation upgrades. Three-minute walk to beach: 088-BN

                                Cape Cod / Brewster

                                Brewster house

                                4 10 min stay varies

                                • 4 bedrooms
                                • sleeps 10
                                • min stay varies
                                • Child Friendly

                                Price per night from

                                $425

                                Price per night from

                                $425

                                  15

                                  Cape Cod oceanfront rental

                                  Cape Cod / Brewster

                                  Brewster house

                                  4 8 7 nights min

                                  • 4 bedrooms
                                  • sleeps 8
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Child Friendly

                                  Price per night from

                                  $328

                                  Price per night from

                                  $328

                                    28

                                    Newly Updated, Spacious Brewster Home, Walk to Beach: 022-B

                                    Cape Cod / Brewster

                                    Brewster house

                                    5 10 min stay varies

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

                                    Price per night from

                                    $514

                                    Price per night from

                                    $514

                                      24

                                      In the Heart of Brewster. Min to Bay Beaches

                                      Cape Cod / Brewster

                                      Brewster house

                                      3 9 min stay varies

                                      • 3 bedrooms
                                      • sleeps 9
                                      • min stay varies
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $229

                                      Price per night from

                                      $229

                                        17

                                        5 minutes to Breakwater Beach and Bike Trail

                                        Cape Cod / Brewster

                                        Brewster house

                                        2 4 7 nights min

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

                                        Price per night from

                                        $114

                                        Price per night from

                                        $114

                                          40

                                          Upscale Lake Front Home with Spectacular Views and Large Private Deck: 087-BS

                                          Cape Cod / Brewster

                                          Brewster house

                                          3 8 min stay varies

                                          • 3 bedrooms
                                          • sleeps 8
                                          • min stay varies
                                          • Child Friendly
                                          • Pet Friendly

                                          Price per night from

                                          $308

                                          Price per night from

                                          $308

                                            29

                                            Newly Updated Brewster Cottage, 150 feet from Private Beach: 021-B

                                            Cape Cod / Brewster

                                            Brewster house

                                            3 8 min stay varies

                                            • 3 bedrooms
                                            • sleeps 8
                                            • min stay varies
                                            • Child Friendly

                                            Price per night from

                                            $206

                                            Price per night from

                                            $206

                                            (11) Excellent 

                                              14

                                              Townhouse in Brewster, Ocean Edge Resort

                                              Cape Cod / Brewster

                                              Brewster house

                                              2 6 min stay varies

                                              • 2 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Swimming pool
                                              • Child Friendly
                                              “Our new family tradition” We stayed in this townhouse for the past week and have already booked our stay for next year. My 2 year old daughter fell so in love with the place that by the end of our week, she was calling it, "Our Cape Cod home"! Booki
                                              …see more

                                              Price per night from

                                              $186

                                              Price per night from

                                              $186

                                              (2) Very Good 

                                                20

                                                Cape Charmer Near Private Beach!

                                                Cape Cod / Brewster

                                                Brewster house

                                                3 6 7 nights min

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

                                                Price per night from

                                                $409

                                                Responds fast!
                                                avg. 3 hours 42 minutes

                                                Price per night from

                                                $409

                                                  25

                                                  Classic Cape Cottage One House Back from Private Beach : 062-BK

                                                  Cape Cod / Brewster

                                                  Brewster house

                                                  2 6 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Child Friendly
                                                  • Pet Friendly

                                                  Price per night from

                                                  $257

                                                  Price per night from

                                                  $257

                                                    4

                                                    Unique & Private 3 Bedroom Brewster Home

                                                    Cape Cod / Brewster

                                                    Brewster house

                                                    3 8 14 nights min

                                                    • 3 bedrooms
                                                    • sleeps 8
                                                    • 14 nights min
                                                    • Beach / lakeside relaxation
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $328

                                                    Price per night from

                                                    $328

                                                      7

                                                      Luxury Post and Bean Barn

                                                      Cape Cod / Brewster

                                                      Brewster house

                                                      1 4 7 nights min

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • 7 nights min
                                                      • Suitable for children age 5+
                                                      • Air conditioning
                                                      • Ask about pets

                                                      Price per night from

                                                      $393

                                                      Price per night from

                                                      $393

                                                        36

                                                        Secluded home on the beach on Cape Cod Bay!--067-B

                                                        Cape Cod / Brewster

                                                        Brewster house

                                                        4 8 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Child Friendly

                                                        Price per night from

                                                        $367

                                                        Price per night from

                                                        $367

                                                          31

                                                          Togetherness & Privacy in Big Bayside Home--076-B

                                                          Cape Cod / Brewster

                                                          Brewster house

                                                          6 12 min stay varies

                                                          • 6 bedrooms
                                                          • sleeps 12
                                                          • min stay varies
                                                          • Child Friendly

                                                          Price per night from

                                                          $367

                                                          Price per night from

                                                          $367

                                                          (2) Very Good 

                                                            15

                                                            Beautiful marsh and bay view, secluded beach behind marsh

                                                            Cape Cod / Brewster

                                                            Brewster house

                                                            3 6 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 7 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 2 mi
                                                            • Ask about children
                                                            “An Unexpected Pleasure” Have rented many homes in us & Mexico and was delighted with your home. Very comfortable and equipped with everything we needed. Especially enjoyed the location. Was very easy to get around.
                                                            …see more

                                                            Price per night from

                                                            $200

                                                            Responds fast!
                                                            avg. 3 hours 19 minutes

                                                            Price per night from

                                                            $200

                                                              20

                                                              Ocean Edge Townhouse with King Bed, A/C & Pool (fees apply) - HO0299

                                                              Cape Cod / Brewster

                                                              Brewster apartment

                                                              2 6 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $205

                                                              Price per night from

                                                              $205

                                                                9

                                                                419 Paines Creek Road -Property # ***********

                                                                Cape Cod / Brewster

                                                                Brewster house

                                                                1 4 7 nights min

                                                                • 1 bedroom
                                                                • sleeps 4
                                                                • 7 nights min
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $114

                                                                Price per night from

                                                                $114

                                                                  24

                                                                  Bayside Ocean Edge: 3 Bedrooms with Central A/C, Beach & Pool - BP0397

                                                                  Cape Cod / Brewster

                                                                  Brewster apartment

                                                                  3 6 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $377

                                                                  Price per night from

                                                                  $377

                                                                    22

                                                                    122 Tracy Lane Brewster Cape Cod - Jack's Little Cape House

                                                                    Cape Cod / Brewster

                                                                    Brewster house

                                                                    3 8 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $219

                                                                    Price per night from

                                                                    $219

                                                                      14

                                                                      Ocean Edge Resort Patio Home

                                                                      Cape Cod / Brewster

                                                                      Brewster house

                                                                      3 8 2 nights min

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

                                                                      Price per night from

                                                                      $401

                                                                      Responds fast!
                                                                      avg. 24 minutes

                                                                      Price per night from

                                                                      $401

                                                                        20

                                                                        Roomy, Bright Home 4 Minute Walk to Beach--047-B

                                                                        Cape Cod / Brewster

                                                                        Brewster house

                                                                        5 10 min stay varies

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

                                                                        Price per night from

                                                                        $462

                                                                        Price per night from

                                                                        $462

                                                                          29

                                                                          Elegantly Renovated, Walk 3 Min. to Beach -- 113-B

                                                                          Cape Cod / Brewster

                                                                          Brewster house

                                                                          3 7 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 7
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $308

                                                                          Price per night from

                                                                          $308

                                                                            22

                                                                            165 Mill Pond Drive 106329

                                                                            Cape Cod / Brewster

                                                                            Brewster house

                                                                            3 8 7 nights min

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

                                                                            Price per night from

                                                                            $193

                                                                            Price per night from

                                                                            $193

                                                                              24

                                                                              Classic Brewster Cottage Steps to Private Beach, Water Views, Pets ok; 040-BF

                                                                              Cape Cod / Brewster

                                                                              Brewster house

                                                                              4 8 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $220

                                                                              Price per night from

                                                                              $220

                                                                              About Brewster

                                                                              An enchanting seaside resort town on Cape Cod, the town of Brewster, MA, is a wonderful place for a summer vacation. There is a decidedly New England atmosphere throughout this charming community, which was originally built as a fishing village at the beginning of the 19th century. There are numerous sandy beaches around Brewster, great for sunbathing, swimming, and picnicking. Summer sports are also a big draw, with many people traveling to the Cape for sailing, tennis, biking, and sport fishing. For those who'd like to spend a day on the green, check out the several golf courses in the region.

                                                                              In the evenings, relax over a meal or a coffee in town. For many visitors, fresh seafood and fabulous restaurants are a major reason to come to Cape Cod. During the summer, dine al fresco on fresh lobster, New England clam chowder, oysters, and grilled fish. After dinner, check out a show at the Cape Rep Theater, or simply wander around the shops downtown.

                                                                              When planning your trip to the area, don't miss the following sights:

                                                                              • The Brewster Historical Society Museum: Enjoy colonial antiques and learn about local history within the Higgins Farm Windmill and Harris Black House.
                                                                              • Cape Cod Museum of Natural History: Located on 320 acres, this museum and nature reserve features exhibits about Cape Cod wildlife, as well as numerous hiking trails.
                                                                              • Long Pond: The largest freshwater lake on Cape Cod is a great place for boating, swimming, or a day of bass fishing.
                                                                              • Breakwater Beach: Located on a quiet bay, this beach is great for children and a fun place for clam digging.
                                                                              • Linnell Landing: A piece of classic East Coast shoreline, this family friendly beach is great for lying out, swimming, and building sand castles.
                                                                              • Paine's Creek: Relax where the river meets the sea at this family beach near Brewster.

                                                                              Enjoy your summer with a vacation rental near the town of Brewster on Cape Cod. Whether you want a comfortable condo or a spacious house, there are plenty of waterfront options in Brewster.