Brewster Vacation Rentals

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Our top choices for Brewster vacation rentals

2.0 star property
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
$628 nightly
The price is $719
Jan 16 - Jan 17, 2026
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Aparthotel in Brewster

Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (121)
"Loved your location. We were originally placed in one of the townhomes, but when the locks/key didn't work, we were upgraded to the stand-alone house #106, which was wonderful! We loved the entire house - kitchen was great and stocked perfectly and all the rooms were big and comfortable. We hope to be back again soon!"
United States
Kathleen
$179 nightly
The price is $205
Dec 25 - Dec 26
Total with taxes and fees
Brewster Green Resort
9.8 out of 10, Exceptional, (9)
"Great property. It looks like it was recently renovated and done really well. Convenient to the beaches and restaurants, and golf. We love Brewster. "
United States
Garret J.
$371 nightly
The price is $425
Dec 26 - Dec 27
Total with taxes and fees
Stylish 2nd floor Ocean Edge condo
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
$482 nightly
The price is $552
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
10.0 out of 10, Exceptional, (41)
"Great clean place. Host was very quick to respond. I would definitely recommend staying here. "
United States
Ginnie W.
$300 nightly
The price is $343
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
9.8 out of 10, Exceptional, (17)
"Great location on private beach on bay side and close to Nauset Beach. House comfortably accommodated 10 people. "
United States
Kenneth G.
$1,004 nightly
The price is $1,149
Dec 29 - Dec 30
Total with taxes and fees
Private beach, hot tub, and dog friendly – The Keeper!
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
$291 nightly
The price is $333
Jan 4 - Jan 5, 2026
Total with taxes and fees
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Aparthotel in Bass River

Riverview Resort
3.0 star property
9.2 out of 10, Wonderful, (173)
"The staff was very helpful and upgraded us to a room with a view. The amenities were perfect. We definitely would go back there."
United States
John
$219 nightly
The price is $251
Jan 2 - Jan 3, 2026
Total with taxes and fees
Riverview Resort
9.6 out of 10, Exceptional, (102)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$380 nightly
The price is $435
Jan 6 - Jan 7, 2026
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
10.0 out of 10, Exceptional, (75)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
$381 nightly
The price is $435
Jan 5 - Jan 6, 2026
Total with taxes and fees
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
$420 nightly
The price is $465
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lovely House 5 Min to Beach with Deck, Grill, Garage
9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
$468 nightly
The price is $518
Jan 9 - Jan 10, 2026
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
$316 nightly
The price is $350
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
$418 nightly
The price is $479
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sand Bar-Dog Friendly on Cooks Brook Beach
9.2 out of 10, Wonderful, (11)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
$461 nightly
The price is $528
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Alpine/Walk to Beach for 2 or more!
9.6 out of 10, Exceptional, (177)
"Fenced in yard was perfect and close walk to both beach and restaurants."
United States
Mike Kayla B.
$306 nightly
The price is $350
Dec 26 - Dec 27
Total with taxes and fees
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach
9.8 out of 10, Exceptional, (23)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
$376 nightly
The price is $430
Dec 29 - Dec 30
Total with taxes and fees
🦀Waterfront at The Velvet Crab~Amazing Sunsets
9.6 out of 10, Exceptional, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
$443 nightly
The price is $507
Dec 29 - Dec 30
Total with taxes and fees
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
10.0 out of 10, Exceptional, (8)
"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "
United States
Nicole V.
$424 nightly
The price is $485
Jan 4 - Jan 5, 2026
Total with taxes and fees
National Seashore/Updated/Game Room~Blue Pearl
9.8 out of 10, Exceptional, (178)
"Great location, clean property!"
United States
Lisa B.
$273 nightly
The price is $313
Dec 28 - Dec 29
Total with taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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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Top Brewster Hotel Reviews

Find out more about Brewster

Everything you need to know about Brewster vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Brewster vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brewster vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Brewster vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brewster. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Brewster in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $205 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Brewster rentals

At Expedia, we put the best Brewster vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Brewster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brewster vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brewster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Brewster?

Yes, you can find vacation rentals in Brewster close to Cape Cod Museum of Natural History, or you can choose a secluded option if you want a relaxing stay. Visitors to Brewster speak positively about the scenic seaside 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 vacation home rentals that Brewster has to offer?

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: Visitors like this Brewster vacation home rental. It is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Brewster?

Choose from 237 Expedia vacation rentals in Brewster for a memorable vacation.

What’s there to see and do in Brewster?

Enjoy the outdoors at Breakwater Beach 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 Nickerson State Park are other places worth a visit.

What’s a vacation rental in Brewster like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Brewster. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.