Holiday Rentals in Brewster

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Our top choices for Brewster holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is €623
includes taxes & fees
27 Dec - 28 Dec
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
The price is €183
includes taxes & fees
28 Dec - 29 Dec
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.
The price is €368
includes taxes & fees
26 Dec - 27 Dec
Stylish 2nd floor Ocean Edge condo
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is €479
includes taxes & fees
4 Jan - 5 Jan 2026
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.
The price is €296
includes taxes & fees
7 Jan - 8 Jan 2026
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.
The price is €997
includes taxes & fees
29 Dec - 30 Dec
Private beach, hot tub, and dog friendly – The Keeper!
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is €289
includes taxes & fees
5 Jan - 6 Jan 2026
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
The price is €213
includes taxes & fees
2 Jan - 3 Jan 2026
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.
The price is €377
includes taxes & fees
6 Jan - 7 Jan 2026
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.
The price is €378
includes taxes & fees
6 Jan - 7 Jan 2026
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.
The price is €402
includes taxes & fees
4 Jan - 5 Jan 2026
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.
The price is €449
includes taxes & fees
26 Dec - 27 Dec
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 traveller
The price is €282
includes taxes & fees
6 Jan - 7 Jan 2026
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
The price is €413
includes taxes & fees
6 Jan - 7 Jan 2026
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.
The price is €458
includes taxes & fees
7 Jan - 8 Jan 2026
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.
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.
The price is €366
includes taxes & fees
6 Jan - 7 Jan 2026
🦀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.
The price is €438
includes taxes & fees
29 Dec - 30 Dec
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.
The price is €418
includes taxes & fees
4 Jan - 5 Jan 2026
National Seashore/Updated/Game Room~Blue Pearl
9.8 out of 10, Exceptional, (178)
"Great location, clean property!"
United States
Lisa B.
The price is €272
includes taxes & fees
28 Dec - 29 Dec
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brewster holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Brewster holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brewster holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brewster holiday rentals we have selected for you start as low as €183 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Brewster rentals

At Expedia, we put the best Brewster holiday 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 holiday.

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. 

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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 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 holiday rentals that Brewster has to offer?

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: This holiday home rental outside of Brewster is located in the city centre, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Brewster?

Choose from 236 Expedia holiday rentals in Brewster for a memorable holiday.

What’s there to see and do in Brewster?

Enjoy the outdoors at Breakwater Beach and Paine's Creek Beach, 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 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.