Holiday Homes in Brewster

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Featured Holiday Homes in Brewster

Pond Front Home with Private Dock!
Beach nearby

Pond Front Home with Private Dock!

9.8 out of 10, Exceptional, (41)
"It was fun!!"
Pond Front Home with Private Dock!
Brewster – Lots of Lovable, Like-New Living Spaces, Inside and Out: 730-B
Fridge, microwave, oven, stovetop

Brewster – Lots of Lovable, Like-New Living Spaces, Inside and Out: 730-B

10.0 out of 10, Exceptional, (12)
"Beautiful private property nestled in wooded area off the beaten path. Great yard, screened in porch."
Brewster – Lots of Lovable, Like-New Living Spaces, Inside and Out: 730-B
Heart of Brewster .5 Miles to Beach!
Beach nearby

Heart of Brewster .5 Miles to Beach!

10.0 out of 10, Exceptional, (10)
"The house was very nice and well stocked. Would like the check in earlier, but other than that the house and area were very enjoyable."
Heart of Brewster .5 Miles to Beach!
Newly renovated ranch with a private yard & central location - dog-friendly
Fridge, microwave, oven, stovetop

Newly renovated ranch with a private yard & central location - dog-friendly

9.0 out of 10, Wonderful, (4)
"The house was perfect size for my husband and I. Located in Brewster, the house was convenient to all the Cape has to offer. We traveled with our dog who loved exploring and hiking on all the conservation areas in Brewster. The house was spotless when we arrived and the management was very responsive to our questions and concerns. Definitely would.consider.booking here.again. D "
Newly renovated ranch with a private yard & central location - dog-friendly
Private beach, hot tub, and dog friendly – The Keeper!
Outdoor spa tub

Private beach, hot tub, and dog friendly – The Keeper!

9.8 out of 10, Exceptional, (11)
"We were down the Cape for a soccer tournament and it ended up being one of the best family getaways we’ve had in quite some time. Perfect location and the most beautiful spacious house. Loved it, will be back!! Highly recommend this gem! "
The price is AU$1,598
includes taxes & fees
1 Dec - 2 Dec
Private beach, hot tub, and dog friendly – The Keeper!
Luxurious Estate by the Bay in Brewster: 164-B
Beach nearby

Luxurious Estate by the Bay in Brewster: 164-B

9.4 out of 10, Exceptional, (10)
"We enjoyed staying in this well-stocked house. The pool is the centerpiece of the property. There were 20 of us staying in the main house and the cottage house. Very close walk to the beach on the bay side. Plenty of room in the yard to entertain ourselves."
Luxurious Estate by the Bay in Brewster: 164-B
Four bedroom home within walking distance to Bayside Brewster beaches!
Beach

Four bedroom home within walking distance to Bayside Brewster beaches!

10.0 out of 10, Exceptional, (6)
"We spent a week here and really enjoyed the house and location. The house is located on a quiet street, tucked back in the trees which provided privacy. The view of the pond out back from the deck was fantastic. There is also a covered side deck great for dinners outside. The property was clean on arrival, and while there are clearly a few things it looks like they are planning on updating it was still in great shape. There is a stair chair which was kind of a pain to get large suitcases around...
Four bedroom home within walking distance to Bayside Brewster beaches!
Brewster 3 Bedroom getaway with plenty of green space!
Fridge, microwave, oven, stovetop

Brewster 3 Bedroom getaway with plenty of green space!

9.0 out of 10, Wonderful, (6)
"This is a very nice rental and comes as advertised. The sunroom and deck are great. We really enjoyed the propane firepit on the deck. Some minor recommendations would be to provide some large bowls for making a salad and a pasta strainer."
Brewster 3 Bedroom getaway with plenty of green space!
Cozy recently renovated cottage on private 2+ acers of wooded paradise.
Terrace/patio

Cozy recently renovated cottage on private 2+ acers of wooded paradise.

10.0 out of 10, Exceptional, (5)
"This quaint cottage was an absolute joy to stay in for our family of 5. The kids loved the swing out front, which was great for keeping them entertained each day while we loaded the car for the beach. The outdoor patio was perfect for family dinners and the quiet, big yard made for excellent privacy. Easy access to the rail trail and a short drive to everything the Cape has to offer makes this cottage the perfect site for any vacation. Everything was clean, modern, and beachy feeling without...
Cozy recently renovated cottage on private 2+ acers of wooded paradise.
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Outdoor dining

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9.6 out of 10, Exceptional, (37)
"My family and I rented this beautiful home for a week-long getaway in August, and we couldn't have been more pleased with our experience. The location was absolutely perfect - just a short distance from a scenic bike trail that we took advantage of for our daily runs and bike rides. The house itself was stunning and immaculately clean. We were impressed by how well-maintained and cared for the property was. The neighborhood was quiet and peaceful, and we enjoyed being able to take a short walk...
The price is AU$822
includes taxes & fees
1 Dec - 2 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Enjoy Brewster With Years Of Family Charm
Outdoor dining

Enjoy Brewster With Years Of Family Charm

9.8 out of 10, Exceptional, (10)
"Frond door lock not working well. Needs a locksmith to check it out. However, this was very minor. Excellent vacation house. Will definitely return!"
Enjoy Brewster With Years Of Family Charm
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
On the beach, sun-loungers, beach towels

Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf

10.0 out of 10, Exceptional, (23)
"Great location, nice pool, cornhole and bocce. Felt right at home."
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
Sprawling home on large, 18-acre estate in Brewster, near the bay beaches
Beach nearby, sun-loungers, beach towels

Sprawling home on large, 18-acre estate in Brewster, near the bay beaches

9.8 out of 10, Exceptional, (61)
"Very easy to find and warm and welcoming, just like the pictures. We cooked some meals and went to several beaches, all beautiful with lovely weather. There was tons of wildlife around the property and time was spent at the pond as well as bird watching on the great deck. We can’t thank you enough Jim for sharing your family place and experiencing a little Cape autumn magic "
Sprawling home on large, 18-acre estate in Brewster, near the bay beaches
Close to Bayside Beaches w/ Pool Table, Fire Pit
Beach nearby

Close to Bayside Beaches w/ Pool Table, Fire Pit

9.8 out of 10, Exceptional, (9)
"Very nice, house was very clean. We had one issue the first day we arrived but Del-Mar handled that very quickly and professionally. Would rent this house again. One suggestion, bathrooms need towel racks."
Close to Bayside Beaches w/ Pool Table, Fire Pit
Spacious Home by Beach Dog Welcome!
Beach

Spacious Home by Beach Dog Welcome!

10.0 out of 10, Exceptional, (8)
"We had a great time in Brewster. The house was roomie and the beds were very comfortable, they are sleep numbers. There was plenty of spices which helps not having to bring or buy. The water was hot & pressure was good. I would definitely stay again."
Spacious Home by Beach Dog Welcome!
Brewster, MA Beach House with 1/2 Mile of Private Association Beach.
On the beach, sun-loungers

Brewster, MA Beach House with 1/2 Mile of Private Association Beach.

10.0 out of 10, Exceptional, (76)
" Nice clean cottage with a great deck and all the amenities we needed. Easy walk to a private bayside beach, convenient drive to Nauset Beach on the ocean side. Easy drive to Provincetown and other Cape locations. Property owner was very helpful "
Brewster, MA Beach House with 1/2 Mile of Private Association Beach.
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B
Terrace/patio

Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B

10.0 out of 10, Exceptional, (17)
"This was a beautiful property. The grounds are amazing and the house is large but very inviting. We enjoyed our stay so much! I highly recommend this house to anyone looking to stay on Cape Cod needing a home for a large group. "
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B
Secluded ranch home with a full outdoor shower & private community beach
Beach nearby

Secluded ranch home with a full outdoor shower & private community beach

8.6 out of 10, Excellent, (27)
"Nice house with everything you need on vacation. Bathrooms a little small but having two is important. No cable tv so bring a steaming device to get live tv."
Secluded ranch home with a full outdoor shower & private community beach
Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants
Fridge, microwave, oven, stovetop

Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants

8.4 out of 10, Very good, (15)
"Great spot for a quick long weekend in the mid cape area."
Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants
Stunning Home with Wet Bar Dog Welcome!
Beach nearby

Stunning Home with Wet Bar Dog Welcome!

10.0 out of 10, Exceptional, (5)
"The house was very nicely updated, very clean, had a well stocked kitchen. Beds were clean and comfortable. We stayed here to be close to the Sesuit Harbor area and it was very accessible. The yard was a great size for our dog who came with us. Was a nice, quiet neighborhood. We would definitely book again!"
Stunning Home with Wet Bar Dog Welcome!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Brewster

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Outdoor dining

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9.6 out of 10, Exceptional, (37)
"My family and I rented this beautiful home for a week-long getaway in August, and we couldn't have been more pleased with our experience. The location was absolutely perfect - just a short distance from a scenic bike trail that we took advantage of for our daily runs and bike rides. The house itself was stunning and immaculately clean. We were impressed by how well-maintained and cared for the property was. The neighborhood was quiet and peaceful, and we enjoyed being able to take a short walk...
The price is AU$822
includes taxes & fees
1 Dec - 2 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Edgewater Beach Resort, a VRI resort
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (254)
"We loved our stay! The 1 bedroom was very clean fully equipped with everything we needed. All the extras like soap for dishes , dishwasher towels for the pool. Pool area very clean beautiful grounds. Friendly staff. "
Edgewater Beach Resort, a VRI resort
The Cove at Yarmouth by VRI Americas
Indoor pool, seasonal outdoor pool

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (294)
"The COVE never disappoints. "
The price is AU$218
includes taxes & fees
2 Dec - 3 Dec
The Cove at Yarmouth by VRI Americas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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