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Cape Cod Rentals Featuring: Brewster MA

Come experience the quaint, small town feel of Brewster MA.Spend your days exploring both indoor and outdoor activities including the beach, hiking throughout the many trails, fishing, shopping, as well as learning about history at the local museum. After a long day, head to a local Brewster eatery to enjoy freshly caught seafood.

Browse the many Brewster vacation rentals below, and remember to book direct to get the best guaranteed rate!

Come experience the quaint, small town feel of Brewster MA.Spend your days exploring both indoor and outdoor activities including the beach, hiking throughout the many trails, fishing, shopping, as well as learning about history at the local museum. After a long day, head to a local Brewster eatery to enjoy freshly caught seafood. Browse the many Brewster vacation rentals below, and remember to book direct to get the best guaranteed rate!
32 Properties Returned
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32 Properties Returned
6 Bed
4½ Bath
Sleep 12

Ideal home for a family reunion or for two families to share. Fully equipped, with all linens included, for the Fly-in long distance traveler. Beautiful views of Upper Mill Pond from the private 66 ft. deck. Discover Brewster in the heart of Cape Cod....

2 Bed
1 Bath
Sleep 6

Step back in time, relax, and enjoy all the Cape has to offer in this cozy 1960’s style cottage! Located on a quiet, private lane near Cape Cod Bay, this traditional Cape Cod cottage has been tastefully updated....

6 Bed
9 Bath
Sleep 14

Exquisite best describes this spacious and stylish multi-level home. This is a lovely six bedroom, nine bath pond front home with path leading to Small pond....

2 Bed
2 Bath
Sleep 6

This comfortable corner unit is located in the most convenient Ocean Edge location, Howland Village. A short stroll to Fletcher indoor & outdoor pool, tennis, basketball, and gym....

4 Bed
2 Bath
Sleep 8

Lovely four bedroom, two bath, three decks cape style home overlooking salt marsh and views of Cape Cod Bay. There is A/C in all bedrooms. Enjoy cozy living room, large eat-in kitchen with sliders to deck. Short walk to private association beach....

4 Bed
1½ Bath
Sleep 8

Spacious vacation rental! This 4 bedroom 1 1/2 bath home is located on a quiet Cape Cod lane in a great area in Brewster...

2 Bed
1 Bath
Sleep 4

Beach Cottage, Short Walk to Private Beach & Cape Cod Rail Trail...

2 Bed
1 Bath
Sleep 6

You will have a classic, charming, rustic Cape Cod cottage experience, located in the historic town of Brewster,formerly the home of a great many sea captains....

3 Bed
2½ Bath
Sleep 8

A beach-centric stay is yours at this immaculate 3BR/2.5BA Brewster home. A large, private backyard is ideal for the kids to explore, and new for 2021 an 18x36 heated swimming pool invites you to cool off June through Labor Day....

3 Bed
2 Bath
Sleep 6

This unit has been meticulously maintained and brings a warmth and love of the Cape to every room. Start making your family memories here today....

3 Bed
2 Bath
Sleep 7

Short Walk to private association bay beach....

5 Bed
6 Bath
Sleep 12

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3 Bed
2 Bath
Sleep 6

Welcome to Sea-renity Now! We invite you to enjoy this four bedroom home recently refurbished and centrally located Cape Cod Rail Trail, Conservation Area, Golf and Brewster beaches....

3 Bed
1 Bath
Sleep 6

Nice old-fashion three bedroom, one bath cottage with new screened porch. Open living area. Short stroll to private association beach at the end of the lane....

4 Bed
2½ Bath
Sleep 8

Enjoy water views of Cape Cod Bay, kayaks, bicycles and luxury linens during your stay at this beautifully finished 4 bed/2.5 bath Crosby Landing home....

4 Bed
3 Bath
Sleep 8

4 bedroom/3 bath home located across the street from the Punkhorn Parklands...

3 Bed
2 Bath
Sleep 7

Waterfront 3BR/2BA beach house with virtually views from every room of Cape Cod Bay....

3 Bed
2½ Bath
Sleep 9

Vacation the right way…in a private, pleasant and bright Brewster home that has everything you are looking for in a vacation rental....

2 Bed
1 Bath
Sleep 4

Old-Fashion two bedroom, one bathroom Cape Cod cottage, just a short stroll to a private bay-side beach...

4 Bed
3 Bath
Sleep 10

Ideally located, just .1 miles to Saints Landing Beach, this spacious 4Bd/3Ba home is great for a summer family getaway to Cape Cod....

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