50 Best Brewster Apartments on Holiday Lettings - Flats

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2,684 Vacation rentals

18

Apartment rental in Brewster with shared pool

Cape Cod / Brewster

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
C-Style, Renovated, Golf View. Close to Pool, 2 ACs, 4 Pool Passes (Fees Apply) Ready to Rent for the 2018 Season! Golf Course View and located close to the Fletcher pools, tennis & basketball courts, this desirable Trevor Village townhouse features renovated bathr …see more

from $158 / night

$1,105 - $2,005 / week

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from $158 / night

11

Vacation apartment in Brewster

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Upper Level, Updated Kitchen, 2 ACs This is a very nice Eaton Village apartment that features newer furniture, an updated kitchen, and a 46 inch flat screen TV. The master bedroom has a queen bed,TV, AC, and private bath. The 2nd bedroom has 2 twins and TV with DVD. …see more

from $142 / night

$990 - $1,190 / week

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from $142 / night

17

Apartment rental in Brewster with shared pool

Cape Cod / Brewster

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Ask about children
Upper Level, Golf Access, King Bed, 4 ACs, 7 Golf & Pool Passes (Fees Apply) This spacious, Endicott Village apartment is just steps to the Arbor Pool, the Golf Clubhouse and the Linx Tavern & Bar. The master bedroom has a king size bed, AC, TV, deck and private bath. …see more

from $253 / night

$1,770 - $3,570 / week

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from $253 / night

16

Vacation home in Brewster

Cape Cod / Brewster

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
  • Pet friendly
Walk to Brewster's beautiful Crosby Landing Beach, one of Cape Cod's most desirable bay beaches from this spacious, stylish, and privately situated home. Attractively furnished, impeccably maintained and fully equipped, this 3-BR, 2-Bath ranch sleeps six-to-nine. It is …see more

from $500 / night

$3,500 - $4,400 / week

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from $500 / night

20

Apartment rental in Brewster with shared pool

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
Street Level, Golf Access, King Bed, Renovated, 4 ACs, 6 Golf & Pool Passes (Fees Apply) This is a beautifully decorated and fully renovated 3 bedroom, 3 full bath, Endicott Village, luxury apartment that is sure to please. This 1600sf unit overlooks the 9th fairwa …see more

from $496 / night

$3,470 / week

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from $496 / night

24

Vacation apartment rental

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Bayside, King Bed, Central AC, Beach #2 & 6 Pool Passes (Fees Apply) Located on Fieldstone Terrace, this lovely property is a beautifully appointed townhouse with an updated kitchen and Central AC (except in the small bedroom). The master bedroom is upstairs and has a …see more

from $333 / night

$2,330 - $4,430 / week

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from $333 / night

11

Vacation apartment rental

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
Street Level, Solid Flooring, 2 ACs, 6 Pool Passes (fees apply) Ready to Rent for the 2018 Season This Chilton Village apartment features a lovely golf course view and solid flooring throughout. The master bedroom has AC and offers a queen bed, flatscreen TV, cei …see more

from $165 / night

$1,155 - $1,705 / week

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from $165 / night

(3) Very Good 

18

Vacation apartment with shared pool in Brewster

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
A-Style, Renovated, Straight Staircase, 2 ACs, 6 Pool passes (Fees Apply) This spacious, renovated Howland Village townhouse is beautifully decorated and features a straight staircase and Pergo flooring throughout the main floor. You'll find the master bedroom upst …see more

from $210 / night

$1,470 - $1,920 / week

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from $210 / night

10

Apartment rental in Brewster with shared pool

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
Street Level, Updated Kitchen, 2 ACs, 6 Pool Passes (fees apply) This nicely decorated property has updates that include newer kitchen cabinets and fixtures. The sunny master bedroom has a queen bed, AC, TV, private bath, and sliders to the patio. The 2nd bedroom h …see more

from $135 / night

$940 - $1,490 / week

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from $135 / night

(4) Very Good 

12

Vacation cottage in Brewster

Cape Cod / Brewster

2 7 4 nights min

  • 2 bedrooms
  • Sleeps 7
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Waterfront on Cape Cod Bay! Completely renovated beach front cottage with gorgeous views and amazing sunsets. Private stairway to the beach to put your toes right in the sand. Exquisite details inside include hardwood floors and fully equipped Kitchen. The space is perf …see more

from $300 / night

$3,200 / week

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Responds fast!
avg. 3 hours 38 minutes

from $300 / night

24

Vacation apartment with shared pool in Brewster

Cape Cod / Brewster

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
GOLF & POOL: Updated Street Level, 3 BR, 3 Bath, 3 ACs, 8 Passess (Fees Apply) Ready to Rent for the 2018 Season Now featuring GOLF ACCESS and RENOVATED further for 2018! This spacious 1600 sq ft, Endicott Village condo has been renovated, updated, refreshed and is …see more

from $495 / night

$3,460 / week

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from $495 / night

16

Vacation apartment with shared pool in Brewster

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Bayside, Central AC, Beach #2, Association Tennis & Outdoor Pool #9 Located on Mariner Court, this lovely townhouse is a short walk to the private association beach on Cape Cod Bay and is across the way from the association pool and tennis courts. This home offers 3 …see more

from $226 / night

$1,580 - $3,680 / week

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from $226 / night

(1) Excellent 

9

Vacation apartment in Brewster

Cape Cod / Brewster

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Street Level, End Unit, 2 ACs This sunny, end unit apartment in Eaton Village features a nice tree-lined view. The master bedroom offers a queen bed, AC, and a private bath. The 2nd bedroom has 2 twin beds. The kitchen is fully equipped and there is comfortable seat …see more

from $135 / night

$940 - $1,190 / week

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from $135 / night

(1) Excellent 

18

Apartment rental in Brewster with shared pool

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
B-Style, King Bed, Straight Staircase, 2 A/C & 6 Pool Passes (Fees Apply) This tastefully decorated fully air conditioned townhouse is located at the entrance of Billington Village is a short walk to Arbor pool and features newer carpeting and paint. The master be …see more

from $158 / night

$1,105 - $1,905 / week

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from $158 / night

23

Brewster Vacation apartment rental

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
B-Style, Solid flooring, 3 ACs & 6 pool passes (fees apply) Ready to Rent for the 2018 Season! Located in a quiet part of Billington Village, this lovely townhouse features AC in both bedrooms plus the living room. In 2016, solid flooring was installed throughout …see more

from $201 / night

$1,405 - $1,805 / week

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from $201 / night

(3) Very Good 

20

Brewster Vacation apartment rental

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
A-Style, King Bed, Renovated, 2 ACs, 6 Pool Passes (Fees Apply) This beautiful townhouse in Billington Village features a renovated kitchen, Pergo flooring in the living/dining area, renovated bathrooms, and wooded views. The master bedroom is up the spiral staircase …see more

from $225 / night

$1,570 - $2,370 / week

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from $225 / night

26

Vacation apartment with shared pool in Brewster

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
Recent first-floor renovation! Beautiful vacation home located in Trevor Village at the Ocean Edge Resort in Brewster, located in Trevor Village this is a two story town-home located just a couple minutes from the Fletcher indoor & outdoor pools. On the first level of t …see more

from $215 / night

$1,500 - $2,133 / week

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Responds fast!
avg. 3 hours 29 minutes

from $215 / night

19

Vacation home in Brewster

Cape Cod / Brewster

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Air conditioning
Beach Front!! With Private Beach & Beach Access direct from property. At this Brewster beach front vacation rental home you can enjoy the beautiful views of Cape Cod bay at Robbins Hill Beach. You will be just steps to your private beach with your own private beach acc …see more

from $417 / night

$3,000 - $4,800 / week

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from $417 / night

20

Brewster Vacation apartment rental

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Patio Style with Full 2nd Floor, Straight Staircase, Central AC, WIFI & 6 Pool Passes (Fees Apply) This free standing patio home (maximum of 6 people) in Susanna Village was renovated in 2014 to offer a full second floor with a 3rd bedroom and bonus sitting area. …see more

from $256 / night

$1,790 - $2,490 / week

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from $256 / night

19

Brewster Vacation home rental

Cape Cod / Brewster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Classic Brewster Cottage Steps from Private Beach, Water Views, Pets Considered. Prime Summer Weekly Rate:  $2,900-$3,200/week Rents Saturday to Saturday during peak season    A classic Brewster cottage perched overlooking Cape Cod Bay, this property is an ideal beach …see more

from $200 / night

$1,500 - $3,200 / week

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from $200 / night

17

Vacation apartment with shared pool in Brewster

Cape Cod / Brewster

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
Upper Level, Murphy Bed, 2 ACs & 4 Pool Passes (Fees Apply) This bright, updated, Fletcher Village apartment overlooks the golf course from the deck. The air-conditioned bedroom has a queen bed and ceiling fan. The fully equipped kitchen has all the amenities of hom …see more

from $135 / night

$940 - $1,290 / week

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from $135 / night

23

Home rental in Brewster with shared pool

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This saltbox style home abounds with sunny colors and English Country ambience. The first floor features a super comfortable living room with TV & DVD player, fully equipped eat in kitchen with A/C and ceiling fan, a full bathroom with tub/shower combination, laundry, a …see more

from $235 / night

$1,645 - $2,265 / week

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Responds fast!
avg. 3 hours 29 minutes

from $235 / night

15

Brewster Vacation home rental

Cape Cod / Brewster

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
Dramatic six-level contemporary home with association access to the freshwater of Blueberry Pond-- just two-tenths of a mile to The Cape Rail Trail. A great room with cathedral ceiling, skylights and hardwood flooring is located at the top level to take advantage of th …see more

from $500 / night

$3,500 - $4,400 / week

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from $500 / night

12

Home rental in Brewster

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Upper level, Affordable, Nice, sleeps 6 with A/C This is an upper level, Eaton Village apartment with 2 bedrooms and 2 baths. The master bedroom has a queen bed and private bath. The 2nd bedroom has 2 twin beds. The kitchen is fully equipped for preparing meals, and th …see more

from $142 / night

$990 - $1,290 / week

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from $142 / night

(2) Very Good 

18

Vacation apartment rental

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Patio Style with Full 2nd Floor w/half bath, Golf Course Views, 4 ACs, WIFI & 6 Pool Passes (Fees Apply) Located in Susanna Village with lovely views of the golf course, this unique patio home offers a full second floor with a private bedroom plus a den with a bonus …see more

from $295 / night

$2,065 - $2,865 / week

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from $295 / night

16

Vacation apartment with shared pool in Brewster

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
A-Style, King Bed, 2 ACs, 6 Pool Passes (Fees Apply) This bright and sunny, Howland Village townhouse has all the comforts of home. Up the spiral staircase, you'll find the master bedroom with a king bed, TV, AC, and a private bath. The adjoining open loft is a coz …see more

from $192 / night

$1,340 - $1,790 / week

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from $192 / night

(1) Excellent 

31

Condo accommodation in Brewster with shared pool, tennis court

Cape Cod / Brewster

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Have a luxury vacation at our Home at the Ocean Edge Resort in Brewster on Cape Cod. Tailor your vacation to meet your needs with No REALTOR Fees. You can stay a minimum of 3 days not the usual 7. Quiet setting without the traffic of main entrance. What makes us uniqu …see more

from $349 / night

$1,899 - $2,249 / week

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from $349 / night

(2) Very Good 

15

Vacation home rental

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children
West Brewster- Rte 6A -Attractive two story renovated antique barn overlooking serene setting, entire back of house is glass windows- Fabulous views from main living room area and outside deck include Quivett Creek marsh, Cape Cod Bay and hundreds of acres of protected …see more

from $174 / night

$1,050 - $1,750 / week

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from $174 / night

(2) Very Good 

18

Vacation apartment rental

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
B-style, Updated, Enclosed Loft, 3 Ductless AC's & 6 Pool Passes (Fees apply) This is a nicely updated Billington Village 2 bedroom, 2 bath townhouse that features solid flooring throughout both levels, an enclosed, loft bedroom, and views of the 9th hole. You'll fin …see more

from $156 / night

$1,090 - $1,890 / week

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from $156 / night

22

Vacation apartment with shared pool in Brewster

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
A-Style, Fully Renovated, 2 King Beds, Straight Staircase to Enclosed Loft, 4 ACs, WIFI & 6 Pool Passes (Fees Apply) Wow! This A-Style townhome in Howland Village has just been completely renovated and has all the features that vacationers are looking for: king beds, …see more

from $203 / night

$1,420 - $2,420 / week

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from $203 / night

40

Home rental in Brewster

Cape Cod / Brewster

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
Upscale Cottage Experience, Right on the Beach! SAVE $900 & CELEBRATE JULY 4TH ON THE CAPE!  RATE REDUCED $900 -- ONLY FOR LAST OPEN WEEK OF JUNE 30 - JULY 7! Peak Summer Rates: $7,900 - $9,050/week Rents Saturday to Saturday Includes Linens, Bedmaking If you're look …see more

from $1,129 / night

$7,900 - $9,050 / week

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from $1,129 / night

(1) Excellent 

31

Brewster Vacation apartment rental

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
"Home is comfortable, appreciate the owners eagerness to correct any issues and we loved the resort! We would consider staying again next summer. John C." Come to Ocean Edge Resort in Brewster and vacation on Cape Cod in this A Style two bedroom, two bathroom condo with …see more

from $225 / night

$1,575 - $2,181 / week

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Responds fast!
avg. 3 hours 29 minutes

from $225 / night

17

Home rental in Brewster

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
This beautiful 3 bedroom, 2 bath home is located down a lovely road, approximately 500 feet to a private Cape Cod Bay beach at the end of desirable Nelson St. There are restaurants within 4/10ths of a mile on 6A with JTs seafood, Brewster House of Pizza and more. This …see more

from $468 / night

$3,275 / week

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from $468 / night

22

Brewster Vacation home rental

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Nestled on three lots in private association, only minutes walk from private beach. Perfect for guests to enjoy high and low tides on Cape Cod Bay, finishing the days with brilliant sunsets. Centrally located on the Lower Cape, Brewster has quick access to all that …see more

from $415 / night

$2,900 / week

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Responds fast!
avg. 3 hours 8 minutes

from $415 / night

16

Brewster Vacation apartment rental

Cape Cod / Brewster

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
Patio Style, Golf Course Views, 3 ACs, WIFI & 6 Pool Passes (Fees Apply) This Susanna Village patio home is located on the 15th green and offers ductless AC units in both bedrooms. The master bedroom has a queen bed, AC, ceiling fan, flat screen TV, and private bath …see more

from $174 / night

$1,215 - $2,015 / week

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from $174 / night

19

Brewster Vacation apartment rental

Cape Cod / Brewster

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
Upper Level, King Bed, Updated, 4 ACs, 8 Pool Passes (Fees Apply) This updated and well decorated, 3 bedroom, 2 bath, luxury condominium has 1500 sq ft of living space, three private decks and spectacular golf course views! The Arbor Pool and Linx Tavern Restaurant ar …see more

from $228 / night

$1,590 - $3,090 / week

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from $228 / night

29

Vacation home in Brewster

Cape Cod / Brewster

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Bay Views and Short Walk to Grandfather's Beach, Central AC Take in the stunning sunsets from the spacious deck of this 4 bedroom, 3 bath home that overlooks Cape Cod Bay and is located steps away from Grandfather's Beach in Brewster (a private association beach). Th …see more

from $372 / night

$2,600 - $5,100 / week

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from $372 / night

18

Home rental in Brewster

Cape Cod / Brewster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Newly Renovated Brewster Home, Walk to Beach and General Store $3,900-$4,750 Peak Weekly Summer Rate Rents Saturday to Saturday during peak weeks This home is a classic 4 bedroom cape, with 2 bedrooms and a bathroom upstairs and 2 bedrooms, a full bath and a half bat …see more

from $271 / night

$1,900 - $4,750 / week

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from $271 / night

34

Vacation home rental

Cape Cod / Brewster

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
  • Air conditioning
  • Ask about pets
Pristine Brewster pond front vacation rental home right on Blueberry Pond. Gorgeous views from almost every room in the house. A/C, WIFI, deck with water views, gorgeous kitchen and plenty of space make this a perfect vacation rental home for the whole family to enjoy …see more

from $586 / night

$4,200 / week

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from $586 / night

15

Home rental in Brewster

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
For rent is a 4 bedroom oceanfront house in Brewster, MA. The high tide mark is about 40 feet from face of house, no obstructions or trees to the view. Brewster is the site on the Cape where the tide goes out almost a mile at dead low tide. This exposes sandbars and tid …see more

from $450 / night

$3,150 / week

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Responds fast!
avg. 2 hours 54 minutes

from $450 / night