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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!
34 Properties Returned
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34 Properties Returned
4 Bed
3 Bath
Sleep 8
Weekly Rate Range: $3,050 - $3,550

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

4 Bed
2 Bath
Sleep 8
Weekly Rate Range: $1,800 - $2,300

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
3 Bath
Sleep 10
Weekly Rate Range: $3,500 - $4,300

Come and enjoy this spacious Brewster home near Crosby Landing...

3 Bed
2 Bath
Sleep 7
Weekly Base Rate: $5,000

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

3 Bed
1 Bath
Sleep 6
Weekly Rate Range: $800 - $900

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....

3 Bed
2 Bath
Sleep 8
Weekly Rate Range: $1,500 - $2,200

Attractively furnished, impeccably maintained Cape style home close to town and beaches....

3 Bed
2½ Bath
Sleep 8
Weekly Rate Range: $3,600 - $4,500

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....

4 Bed
2½ Bath
Sleep 8
Weekly Rate Range: $1,850 - $2,995

Steps to private association Grandfathers Beach...

6 Bed
9 Bath
Sleep 14
Weekly Rate Range: $6,500 - $9,000

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
1 Bath
Sleep 4
Weekly Base Rate: $900

Nice two bedroom, one bath Cape Cod summer cottage. Quiet setting, enjoy the screened porch and cozy living area. Walk to private association bay beach....

3 Bed
2½ Bath
Sleep 6
Weekly Rate Range: $2,100 - $2,300

Close to 6a and just a short drive to some of the best beaches in Brewster...

3 Bed
2 Bath
Sleep 8
Weekly Rate Range: $1,800 - $2,300

Big grassy yard with easy access to the Cape Cod Rail Trail and much more!...

2 Bed
1 Bath
Sleep 4
Weekly Rate Range: $600 - $925

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

4 Bed
2½ Bath
Sleep 8
Weekly Rate Range: $4,950 - $5,500

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....

3 Bed
2 Bath
Sleep 7
Weekly Rate Range: $1,000 - $2,500

Short Walk to private association bay beach....

3 Bed
2½ Bath
Sleep 8
Weekly Rate Range: $2,700 - $4,500

Bright, airy home best describes this wonderful beach home in Brewster. Open living-dining-kitchen with sliders to large deck. Lovely large master bedroom on first floor. All bedrooms have window A/C. Rights to a private association bay beach....

3 Bed
2½ Bath
Sleep 8
Weekly Rate Range: $3,000 - $4,500

Just steps to private association bay beach....

3 Bed
2½ Bath
Sleep 9
Weekly Rate Range: $1,200 - $2,350

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

3 Bed
2 Bath
Sleep 8
Weekly Rate Range: $1,200 - $3,000

Enjoy your time away from home at this delightful 3Bd/2Ba home in Brewster that has access to an association beach on Cape Cod Bay....

2 Bed
2 Bath
Sleep 6
Weekly Rate Range: $850 - $1,775

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
1½ Bath
Sleep 8
Weekly Rate Range: $2,100 - $3,000

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 6
Weekly Rate Range: $1,200 - $2,100

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....

4 Bed
2½ Bath
Sleep 8
Weekly Rate Range: $3,500 - $6,500

This one of a kind newly constructed property offers stunning water views, impeccable furnishings, and all the amenities you'll need to make your vacation stress free....

4 Bed
3 Bath
Sleep 12
Weekly Rate Range: $3,040 - $3,800

Beautifully decorated and spacious 4BR/3BA Cape style home .4 miles to Ellis Landing Bay Beach...

2 Bed
1 Bath
Sleep 4
Weekly Base Rate: $1,600

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

6 Bed
4½ Bath
Sleep 12
Weekly Rate Range: $5,000 - $7,000

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
Weekly Base Rate: $1,000

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....

4 Bed
2 Bath
Sleep 8
Weekly Rate Range: $2,600 - $3,200

Spacious 4BR/2BA Cape style home just a short distance to Saints Landing Beach. Come and enjoy this warm and inviting home....

5 Bed
6 Bath
Sleep 12
Weekly Base Rate: $8,000

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2 Bed
2 Bath
Sleep 6
Weekly Rate Range: $1,500 - $1,900

Ocean Edge- Howland Circle- Gorgeous 2BR/2BA townhome with loft....

2 Bed
1½ Bath
Sleep 8
Weekly Rate Range: $1,500 - $2,300

Spacious and charming Brewster Vacation rental ready to book for the summer...

4 Bed
3 Bath
Sleep 10
Weekly Base Rate: $5,900

This expansive contemporary home is the perfect vacation home- stylishly and newly furnished with quality throughout every aspect of this home....

4 Bed
3 Bath
Sleep 10
Weekly Rate Range: $2,100 - $2,900

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

3 Bed
2 Bath
Sleep 6
Weekly Rate Range: $2,500 - $4,300

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....