A wooden building with a sloped roof, stone benches, and statues.

Brewster Vacation Rentals

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Our top choices for Brewster vacation rentals

1. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (142 reviews)
"Clean, good activities for the kids and pools were nice"
United States
Jim
The price is CA $303
CA $347 total
includes taxes & fees
Sep 24 - Sep 25
Brewster Green Resort

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

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is CA $246
CA $943 total
includes taxes & fees
Sep 22 - Sep 23
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

3. Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (11 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is CA $144
CA $975 total
includes taxes & fees
Sep 20 - Sep 21
Great for Families! Brewster Home 6 Mi to Beach

4. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is CA $297
CA $885 total
includes taxes & fees
Sep 29 - Sep 30
The Brewster Pearl

5. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is CA $199
CA $953 total
includes taxes & fees
Sep 20 - Sep 21
6 Mi to Beach: Home w/ Deck in Brewster!

6. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (32 reviews)
"This house was a perfect place for us to stay during our trip exploring Cape Cod. It was centrally located to the various places we drove to and the proximity to the Cape Cod Rail Trail was great. The house is spacious and beautiful! It was clean and on a quiet street."
United States
Reba W.
The price is CA $395
CA $1,239 total
includes taxes & fees
Oct 6 - Oct 7
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

7. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is CA $392
CA $964 total
includes taxes & fees
Sep 30 - Oct 1
Beach Walks, Books & Bay Sunsets

8. Quiet getaway in a unique area of Cape Cod

Quiet getaway in a unique area of Cape Cod
Brewster
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for a quiet getaway. Owner was in Constant contact. If I had a question replied very quickly. I highly recommend staying here."
United States
Anonymous traveller
The price is CA $345
CA $654 total
includes taxes & fees
Sep 9 - Sep 10
Quiet getaway in a unique area of Cape Cod

9. ★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (30 reviews)
"The cottage is immaculate, has every amenity you would want and the host is very responsive. We absolutely loved our stay!"
United States
Katrina W.
The price is CA $964
CA $1,848 total
includes taxes & fees
Sep 19 - Sep 20
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

10. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (14 reviews)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
The price is CA $206
CA $707 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Large Home in Harwich with Patio near Wequassett Resort

11. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
The price is CA $135
CA $393 total
includes taxes & fees
Sep 9 - Sep 10
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

12. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is CA $204
CA $548 total
includes taxes & fees
Sep 13 - Sep 14
🐚The Bay Cottage on Thumpertown Beach

13. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (138 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is CA $280
CA $366 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

14. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (64 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $242
CA $632 total
includes taxes & fees
Sep 20 - Sep 21
On Town Cove with salt water access! Kayaks and paddle board available for use!

15. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (105 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is CA $131
CA $700 total
includes taxes & fees
Oct 7 - Oct 8
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

16. The Beachcomber Unit - #9

The Beachcomber Unit - #9
Harwich
10.0 out of 10, Exceptional, (21 reviews)
"We had an amazing time staying here, great location and it was very clean. "
United States
Mike B.
The price is CA $247
CA $413 total
includes taxes & fees
Sep 9 - Sep 10
The Beachcomber Unit - #9

17. Dennis Beach House - Walk to Beach - Pet Friendly

Dennis Beach House - Walk to Beach - Pet Friendly
Dennis
8.0 out of 10, Very good, (10 reviews)
"Very cozy and quite neighborhood felt right at home."
United States
John S.
The price is CA $234
CA $578 total
includes taxes & fees
Sep 13 - Sep 14
Dennis Beach House - Walk to Beach - Pet Friendly

18. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Loved this property. "
United States
Carol S.
The price is CA $95
CA $603 total
includes taxes & fees
Oct 6 - Oct 7
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

19. 🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
🐳 The Whale Song - Dog-Friendly Studio

20. NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is CA $345
CA $893 total
includes taxes & fees
Sep 30 - Oct 1
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Brewster. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park: Visitors give good reviews to this Brewster vacation home rental, which is located near the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a library.

How many vacation rentals are there in Brewster?

Choose from 245 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.