Brewster Holiday Rentals

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Holiday Rentals in Brewster

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
23 Nov - 24 Nov
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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

3.5 star property
9.2 out of 10, Wonderful, (294)
"The COVE never disappoints. "
The price is AU$225
includes taxes & fees
24 Nov - 25 Nov
The Cove at Yarmouth by VRI Americas

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335

Cape Winds Resort by VRI Americas

3.5 star property
8.8 out of 10, Excellent, (423)
"The place was difficult to find during the night when we arrive. "
Cape Winds Resort by VRI Americas

Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach

9.0 out of 10, Wonderful, (43)
"Very private. Close to food, and a sandy beach in Barnstable that was good for a young child. Heritage Museum close with a carousel and great walking. "
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach

Holly Tree Resort by VRI Americas

3.0 star property
9.0 out of 10, Wonderful, (340)
"Our room was great - spacious, clean and comfortable. My only problem was that there wasn’t an elevator to the 2nd floor for my aging parents. "
Holly Tree Resort by VRI Americas

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (195)
"I spent the weekend in this adorable cottage after waking up in 5 different states 5 days in a row for a work trip. The location is perfect and the sunrise and sunsets from the beach were some of the most vibrant and colorful I have ever seen. I’m sure this is an amazing place to vacation in the summer but the quiet and solitude of November was its own treasure. And I was able to visit Walden Pond on my way to Boston Airport—-just a quick 30 minute detour and well worth the visit. "
Steps to the Ocean! Perfect Location!!!

Cozy beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
Cozy beachfront cottage at Chases Ocean Grove

Quaint condo near private beach access with fireplace - close to dining

8.8 out of 10, Excellent, (50)
"Great place to stay. Location and overall property was wonderful. There were a few maintenance issues, but they didn't subtract from the overall experence. "
The price is AU$594
includes taxes & fees
4 Dec - 5 Dec
Quaint condo near private beach access with fireplace - close to dining

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

9.6 out of 10, Exceptional, (119)
"A great condo in a great location, beautiful views and easy check in check out. You will be very happy here."
The price is AU$746
includes taxes & fees
19 Dec - 20 Dec
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

9.0 out of 10, Wonderful, (40)
"Very nice and convenient, lovely place!!"
The price is AU$553
includes taxes & fees
23 Nov - 24 Nov
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Dream coastal dog-friendly vacation 4-bedroom home. Steps from Keyes Beach!

9.8 out of 10, Exceptional, (144)
"The house was very nice and the perfect layout for our gang. The check out pricess briught some grumbles from some family membersas well as the 10 AM check out. I explained its a lot of house to clean before a new group at 4PM. A relative that lives on the Cape said the other side of Sea Street is a bit shady, which is why I gave the 4 star for location. "
Dream coastal dog-friendly vacation 4-bedroom home. Steps from Keyes Beach!

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (166)
"Beautiful, well-equipped house right on the beach, convenient to Hyannis port and all the Cape has to offer. "
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (55)
"Great location Ocean front Great Master suite and bathroom Had to call host about getting key to enter Had to call host because the house needed cleaning and Nancy took care of both quockly ! "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

8.0 out of 10, Very good, (63)
"Awesome view very quiet inside could use some refurbishment "
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

THE BOAT HOUSE LOFT ~ PRIVATE WATERFRONT "BEACH HOUSE" ~ SHORT & LONG TERM STAYS

9.4 out of 10, Exceptional, (107)
"Wonderful stay. Wish we had an additional week! The “loft” views of Swan Pond, with the breezes filtering in, made even our simplest of meals an experience! Whether using the complementary watercraft on the Pond or sitting and reading (or napping) by the pond, the salt air relaxed the soul. Even a rainy day in that “loft” made one feel like a kid in a tree house. Laurence is a Primo host!! Five Star! So knowledgeable and friendly, not at all intrusive, but so helpful. Our elderly canine...
THE BOAT HOUSE LOFT ~ PRIVATE WATERFRONT "BEACH HOUSE" ~ SHORT & LONG TERM STAYS

Charming, waterfront studio condo w/ direct beach access - close to town

7.0 out of 10, Good, (26)
"Overall comfy cozy stay "
Charming, waterfront studio condo w/ direct beach access - close to town

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (109)
"We came to visit Nantucket and Martha’s Vineyard and one of the best parts of our trip is this gem. It was the perfect size for 4 of us. Close to the beach and the seashell collecting was amazing. Lots of shops and restaurants close by. We had some questions and the owner was very responsive. We would stay here again!"
Steps to the beach with an ocean view,

Lovely Cape Cottage 2 bedroom with private beach and central air.

10.0 out of 10, Exceptional, (44)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
Lovely Cape Cottage 2 bedroom with private beach and central air.
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 types of properties in Brewster you may be interested in

The Mansion at Ocean Edge

4.0 star property
8.2 out of 10, Very good, (1001)
"Large upscale property on the ocean, very well maintained with plenty of activities if you choose to participate. We stayed in the Mansion West Wing, and having an indoor pool and fitness area within our building meant not having to go outside in the chilly November air! We will definitely consider Ocean Edge again if we return to Cape Cod. "
The price is AU$396
includes taxes & fees
23 Dec - 24 Dec
The Mansion at Ocean Edge

The Villages at Ocean Edge

3.5 star property
8.2 out of 10, Very good, (1029)
"The Sheppard’s pie was very good also the Old Fashion was perfect. In November there are not many amenities to enjoy, but it still was a nice getaway. "
The price is AU$281
includes taxes & fees
8 Dec - 9 Dec
The Villages at Ocean Edge

Brewster Green Resort, a VRI resort

3.5 star property
9.4 out of 10, Exceptional, (92)
"It was clearly a dated property, but everything was clean and in good working order. All the employees were courteous and professional."
Brewster Green Resort, a VRI resort
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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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Brewster?

Yes, there are holiday rentals in Brewster close to Cape Cod Museum of Natural History, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Brewster speak positively about the popular beaches and seafood restaurants in this destination. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Brewster has to offer?

Cape Cod Retreat w/ Deck - Walk to Beach: This highly rated holiday home rental in Brewster is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Brewster?

Choose from 261 Expedia holiday rentals in Brewster for a memorable holiday.

What’s there to see and do in Brewster?

Enjoy the outdoors at Nickerson State Park and Cape Cod Beaches, or simply take in cultural attractions like Cape Cod Museum of Natural History and Harris-Black House and Higgins Farm Windmill. While here, Ocean Edge Golf Club and Breakwater Beach are other places worth a visit.

What’s a holiday rental in Brewster like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brewster. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.