50 Best Brewster Apartments on Holiday Lettings - Flats

Close

Brewster

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

158 Vacation rentals

(5) Excellent 

21

Brewster Vacation home rental

Cape Cod / Brewster

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
This immaculate Cape house was custom-built in 2000 and is conveniently located in desirable East Brewster close to Orleans center. The one-acre plot overlooks a tranquil cranberry bog and Vespers Pond via sun dappled woods, with a rustic country feel of the Cape. Enj …see more

from $260 / night

$1720 - $2100 / week

Book View

from $260 / night

26

Vacation home in Brewster

Cape Cod / Brewster

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Waterfront Brewster Cottage with Private Beach PRIME SUMMER WEEKLY RATE:  $4,200 - $4,400 (Rents Saturday to Saturday during peak season) A classic Cape Cod cottage, directly on a perfect sandy, private association beach. There is 450 feet of beach front, with private a …see more

from $315 / night

$2200 - $4400 / week

Inquire View

from $315 / night

29

Vacation home in Brewster

Cape Cod / Brewster

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
Sleeps 12, One Minute Walk to Perfect Private Beach 97-B (Pets Considered) $5,200 - $5,500/week Peak Summer Rates Off-season weekends and partial weeks also considered NOTE:  This property rents Sunday to Sunday Tucked into a secluded, treed lot in a small, quiet Baysid …see more

from $409 / night

$2200 - $5500 / week

Inquire View

from $409 / night

27

Brewster Vacation home rental

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
125 Bog Pond Road (ID #133097) ~ Bayside four Bedroom Home ~ Brewster 2017 Season! This is a spacious open and bright home set in a private location in Brewster. This newly renovated 4 BR/2 BA home has hardwood flooring on the main level, updated furnishings & has been …see more

from $229 / night

$1600 - $2000 / week

Inquire View

from $229 / night

15

Brewster Vacation home rental

Cape Cod / Brewster

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
28 Cross St., Brewster -Property ID: 116479 2017 Season! This lovely home is just 1/10 mile to a private association beach on Cape Cod Bay. Spacious living areas on both 1st and 2nd floors with 5 bedrooms, 2 full baths, plus an enclosed outdoor shower. Close to Brewste …see more

from $285 / night

$1995 - $4500 / week

Inquire View

from $285 / night

(6) Excellent 

38

Vacation home in Brewster

Cape Cod / Brewster

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
2016 summer rentals are Sunday through Sunday, check in 4 pm, check out 10 am. Full weeks only in June and August through the end of Labor Day week. Weekend rentals only available off season (April, May, late September, October etc.) 2016 Thanksgiving, Christmas, New …see more

from $250 / night

$1400 - $5500 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from $250 / night

13

Vacation home in Brewster

Cape Cod / Brewster

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Beautiful, Comfortable home. 4/10ths to Ellis Landing, Cntrl AC and more! 2017 Season! Beautiful, updated and very comfortable Cape Cod Summer Rental home ideal for families and larger groups. Come enjoy this fantastic location and renovated Cape in a private yet conve …see more

from $229 / night

$1600 - $3500 / week

Inquire View

from $229 / night

20

Home rental in Brewster

Cape Cod / Brewster

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Ask about pets
Open, spacious and airy: All words that best describe this rental in charming Brewster. Located just .5 miles to Crosby Landing Beach, this home is perfectly situated to offer you all the best that the Cape has to offer. Spend the day at the beach, and then explore the …see more

from $429 / night

$3000 - $3750 / week

Inquire View

from $429 / 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 $286 / night

$2000 - $2950 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from $286 / night

(16) Excellent 

54

Vacation home in Brewster

Cape Cod / Brewster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
The perfect vacation home with beautiful water view from the highest point on Sheep Pond!Vacation in winter is also possible."The winter view from our bedroom window shows the pond's unfrozen area, which marks the upwelling of the natural spring feeding Sheep Pond, givi …see more

from $175 / night

$1050 - $3000 / week

Book View

from $175 / 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

$2900 - $3050 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $415 / night

(1) Excellent 

38

Vacation home in Brewster

Cape Cod / Brewster

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
Bike the trail, kayak on the pond, or walk and sun on the bay from this great family house. Newly decorated, spacious, bright, and clean home located in beautiful Blueberry Pond neighborhood. Only 1.5 miles to Brewster Bay Beaches, .5 mile to Cape Cod Rail Trail and Nic …see more

from $150 / night

$1200 - $1950 / week

Book View

from $150 / night

(3) Excellent 

29

Vacation home in Brewster

Cape Cod / Brewster

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
STEPS TO SAINT'S LANDING BEACH, BREWSTER Privacy and seclusion close to a beautiful Brewster beach...the cottage fronts on an unpaved lane and has conservation land behind it. A 2-minute walk via the lane/sandy path or via the paved road takes you to Saint's Landing …see more

from $275 / night

$1925 - $2800 / week

Book View

from $275 / night

24

Home rental in Brewster

Cape Cod / Brewster

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Stunning Bay Views, Walk to Crosby Landing Beach $3,500 - $3,800 PRIME SUMMER WEEKLY RATE (Rents Saturday to Saturday during peak season) Without a doubt the most exceptional thing about this property is its sweeping views, looking across the lush green marshlands of Ea …see more

from $415 / night

$2900 - $3800 / week

Inquire View

from $415 / night

36

Vacation home in Brewster

Cape Cod / Brewster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Sleeps eight, directly on the beach -- now with air conditioning! Week of June 24 reduced $1,000!  Week of August 19 now open! (Rents Saturday to Saturday during peak season) What a great location! Dune Road is an unpaved quiet road that runs parallel to the beach. The …see more

from $358 / night

$2500 - $5900 / week

Inquire View

from $358 / night

19

Home rental in Brewster

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Contemporary home on over 2 acres-- about 1/2 mile from Cape Cod Bay, but convenient to 6A! Over 3000 square feet of living space make this a wonderful vacation home for the extended family. The terrific chef's kitchen opens out to a bright great room with soaring ceili …see more

from $343 / night

$2400 - $3000 / week

Inquire View

from $343 / night

23

Home rental in Brewster

Cape Cod / Brewster

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
Upscale home, 200 feet from private beach near Ellis Landing (Linens included) Peak Summer Weekly Rates: $4,100 - $5,200 (Pets Considered) (Rents Saturday to Saturday during peak season) This is a newer beach house built in 2005. It is a 3 bedroom, 2 ½ bath home about 2 …see more

from $358 / night

$2500 - $5200 / week

Inquire View

from $358 / night

31

Vacation home in Brewster

Cape Cod / Brewster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Spacious, Updated Value, 2 Minutes to Beach Week of July 22 now $2,995! (Rents Saturday to Saturday during peak season) Lock in off-season weekly rates from $1,500. Ask about off-season three-day-weekend and partial week rates. Here's one of the best private home vacati …see more

from $215 / night

$1500 - $3500 / week

Inquire View

from $215 / night

22

Vacation home in Brewster

Cape Cod / Brewster

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Bay Views, 2 Minute Walk to Beach, Sleeps 10 Week of July 15 - 22 Price Reduction! $3,900 (Rents Saturday - Saturday during peak season) This home is very close to its private neighborhood beach, just to the west of Brewster's public Breakwater Beach. The beach is a two …see more

from $315 / night

$2200 - $4800 / week

Inquire View

from $315 / night

17

Home rental in Brewster

Cape Cod / Brewster

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Beautiful New owner built Cape located on the South Orleans/ Brewster town line. This house sits back off the road and is boardered by a lovely, tranquil horse farm. The Main floor boasts an open, state of the art Granite and Stainless Kitchen with an island for casual …see more

from $275 / night

$1900 - $2400 / week

Book View

from $275 / night

30

Vacation home in Brewster

Cape Cod / Brewster

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
  • Air conditioning
This immaculate Brewster home sits directly on Upper Mill Pond, one of the largest kettle ponds on the Cape. Come and enjoy the beautiful view and great swimming right in back of the house! The winding stairway in back of the house will take you from the back yard, down …see more

from $358 / night

$2500 - $3000 / week

Inquire View

from $358 / night

23

Vacation home accommodation

Cape Cod / Brewster

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Impeccable Vacation Home, 200 Feet from Beach. $4,800 - $5,000/week in Peak Summer. (Rents Saturday to Saturday during peak season) This is an immaculate and beautifully decorated 3 bedroom, 2 ½ bath home about 200' from a private association beach in the Ellis Landing …see more

from $600 / night

$4200 - $5000 / week

Inquire View

from $600 / night

(1) Very Good 

20

Vacation home in Brewster

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
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 $358 / night

$2500 - $2650 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $358 / night

9

Vacation home in Brewster

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
Charming vacation home in a quiet neighborhood with pedestrian and biking access to abutting Nickerson State Park. Great location for hiking, biking, kayaking, swimming and fishing! Explore the nature trails to nearby Cliff Pond which is less than 1/2 mile away. This 3 …see more

from $300 / night

$2100 - $2800 / week

Inquire View

from $300 / night

31

Vacation home rental

Cape Cod / Brewster

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
RATE REDUCED $1,000 FOR LAST OPEN PRIME SUMMER WEEK -- JULY 8-15!! LATE AUGUST, SEPTEMBER RATES ALSO REDUCED UP TO $1,000/WEEK! Togetherness & privacy in big Bayside home - Sleeps 12. (Rents Saturday to Saturday during peak season) It is a house meant for family and fri …see more

from $429 / night

$3000 - $6900 / week

Inquire View

from $429 / night

29

Home rental in Brewster

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Cheery Cape Beach Cottage Directly on Cape Cod Bay $3,900 - $4,000 PRIME SUMMER WEEKLY RATE (Rents Saturday to Saturday during peak season) A classic, yet updated Cape Cod cottage, directly on a perfect sandy, private association beach. There is 450 feet of beach front, …see more

from $558 / night

$3900 - $4000 / week

Inquire View

from $558 / night

15

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
Price $1925 Middlecott Village at Ocean Edge Resort in Brewster with Pool & Tennis access. This desirable Brewster Ocean Edge Resort Patio style home is located in the Middlecott Village and sleeps 6 Guests. Inside this delightful unit your will find a fully equipped …see more

from $275 / night

$1925 - $2225 / week

Book View

from $275 / 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 Stay for Labor Day, 9 nights for the price of 7, August 26-Sept 4! $4,300-$4,500 Peak Weekly Summer Rate This home is a classic 4 bedroom cape, with 2 bedrooms and a bathroom upstairs and 2 bedrooms, a full …see more

from $358 / night

$2500 - $4600 / week

Inquire View

from $358 / night

20

Vacation home accommodation

Cape Cod / Brewster

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
One-Minute Walk to Private Beach, Cape Cod Bay View July 15 - 22 Price Reduced $500! (Rents Saturday - Saturday during peak season) Elevated views of Cape Cod Bay and its sensational sunsets from the second level deck! This upside down Salt Box is well cared for and has …see more

from $400 / night

$2800 - $4100 / week

Inquire View

from $400 / night

31

Brewster Vacation home rental

Cape Cod / Brewster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Architect Owned & Renovated, Bay Views, One Minute to Beach $7,500 - $7,800 PRIME SUMMER WEEKLY RATE Please note:  This property rents Sunday to Sunday. This is an architect's vacation home tucked away in a very quiet neighborhood in Brewster with Bay views and a two-mi …see more

from $750 / night

$7500 - $7800 / week

Inquire View

from $750 / night

(2) Excellent 

16

Vacation home rental

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Price Range $2545-$2745 Cape Style Brewster Vacation home, built in 1998 with 1344 Sq. Ft. of living space, and located just 3/10ths of a mile to Ellis Landing Beach on Cape Cod Bay in Brewster! Great location with deli, fish market, ice cream shop, and fine dining near …see more

from $364 / night

$2545 - $2745 / week

Book View

from $364 / night

21

Brewster Vacation home rental

Cape Cod / Brewster

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Roomy, Bright Home 4 Minute Walk to Beach 047-B Peak Summer Weekly Rates: $4,500 - $4,700 (Rents Sunday - Sunday during peak season) The house is in the Ellis Beach Landing neighborhood of East Brewster and is a four-minute walk to a private, neighborhood association be …see more

from $500 / night

$2800 - $4700 / week

Inquire View

from $500 / night

(3) Excellent 

23

Brewster Vacation home rental

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Price Range $2065-$2515* *without pet $100 less NEW LISTING! Tucked into a wooded nook in a quiet neighborhood adjacent to Nickerson Park and near Long Pond and Sheep's Pond, this lovely 4 bedroom, 2 full bath Cape features bright upgrades like refinished wood floors an …see more

from $295 / night

$2065 - $2515 / week

Book View

from $295 / night

31

Vacation home in Brewster

Cape Cod / Brewster

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
New & Upscale, Near Lakes, Bike Trail, Sleeps 12 Rate reduced to $4,500 for remaining open week, Aug. 5-12. Rents Saturday to Saturday during peak season. If you've got a group of up to 12 and want a new home with upscale amenities throughout, this could be your best va …see more

from $643 / night

$4500 - $4800 / week

Inquire View

from $643 / night

28

Brewster Vacation home rental

Cape Cod / Brewster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
RATES SHOWN REFLECT 20% REDUCTION FOR REMAINING OPEN WEEKS!  OUTSTANDING VACATION VALUE! Superb Bay Views, Walk to Paine's Creek Beach, AC, Pets Considered Peak Summer Weekly Rate: $2,500 - $2,800 (Rents Saturday to Saturday during peak season) Hidden away at the end of …see more

from $200 / night

$1400 - $3000 / week

Inquire View

from $200 / night

26

Vacation home with swimming pool in Brewster

Cape Cod / Brewster

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Secluded Brewster Home with Private Pool, Pets Considered, Linens Included Peak Summer Weekly Rate: $4,600 - $4,800 If you're looking for a modern home with tons of privacy and your own private in-ground pool, look no further! The home is set on 1.8 private acres on a d …see more

from $286 / night

$2000 - $4800 / week

Inquire View

from $286 / night

17

Vacation home in Brewster

Cape Cod / Brewster

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
116 King Philip Road Bfrewster MA (ID# 116159) 2017 Season! Sparkling 3 bedroom home near the bike trail, bay beaches and Nickerson State Park. The house features central A/C with a bright sunroom overlooking the back yard, deck and outdoor shower. The living room has a …see more

from $215 / night

$1500 - $2100 / week

Inquire View

from $215 / night

11

Brewster Vacation home rental

Cape Cod / Brewster

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
  • Air conditioning
This cute, recently updated, street level condo in Fletcher Village at Ocean Edge Resort is the perfect getaway for any couple! It features an open layout with beautiful views of the Jack Nicklaus design golf course! There is an updated kitchen with newer appliances, gr …see more

from $115 / night

$800 - $950 / week

Inquire View

from $115 / night

(1) Excellent 

15

Vacation home in Brewster

Cape Cod / Brewster

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
251 Seaway Brewster (ID# 121123) ~ Pineland Private Beach Association 2017 Season! Air conditioned beach house, four large bedrooms, and two full baths. Sleeps 8 with two queens, and 4 twins. 100 yards to private Pineland Park Association beach. Custom upside-down de …see more

from $286 / night

$2000 - $3401 / week

Inquire View

from $286 / 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 the …see more

from $500 / night

$3500 - $4400 / week

Inquire View

from $500 / night