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

Brewster Holiday Rentals

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Our top choices for Brewster holiday rentals

1. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (140 reviews)
"Nice resort. Well maintained, very quiet, off the beaten path. Everything in good working order, Staff very nice. Will stay here again. Great location!"
United States
Kevin
The price is NZ$448
includes taxes & fees
15 Sept - 16 Sept
Brewster Green Resort

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

Great for Families! Brewster Home 6 Mi to Beach
Brewster
9.8 out of 10, Exceptional, (10 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is NZ$1,173
includes taxes & fees
17 Aug - 18 Aug
Great for Families! Brewster Home 6 Mi to Beach

3. 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 NZ$1,171
includes taxes & fees
17 Aug - 18 Aug
6 Mi to Beach: Home w/ Deck in Brewster!

4. 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 NZ$1,347
includes taxes & fees
8 Sept - 9 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

5. 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 NZ$792
includes taxes & fees
29 Aug - 30 Aug
Quiet getaway in a unique area of Cape Cod

6. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (50 reviews)
"We did a quick overnight The amenities were great and the condo was perfect !!!"
United States
Katie M.
The price is NZ$1,029
includes taxes & fees
11 Sept - 12 Sept
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

7. 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 NZ$1,395
includes taxes & fees
8 Sept - 9 Sept
The Brewster Pearl

8. 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, (31 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 NZ$1,567
includes taxes & fees
15 Sept - 16 Sept
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

9. HISTORIC LUXURY! PET OK! 1 mile to beach! Patio-firepit-2KingSuites

HISTORIC LUXURY! PET OK! 1 mile to beach! Patio-firepit-2KingSuites
West Brewster
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property. Beautifully and thoughtfully appointed. Lots of great little details like hot chocolate mix or a “in case you forgot it” box. Nice location close to beaches and the museum and trails. "
United States
Line H.
The price is NZ$1,929
includes taxes & fees
24 Aug - 25 Aug
HISTORIC LUXURY! PET OK! 1 mile to beach! Patio-firepit-2KingSuites

10. Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Brewster
10.0 out of 10, Exceptional, (43 reviews)
"Enjoyable,quiet and clean. Conveinant."
United States
Carrie L.
The price is NZ$2,333
includes taxes & fees
21 Aug - 22 Aug
Private Cape Cod Cottage. Walk to Ellis Landing Beach!

11. 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, (13 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is NZ$892
includes taxes & fees
7 Sept - 8 Sept
Cozy Large Home in Harwich with Patio near Wequassett Resort

12. 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, (63 reviews)
"Clean, great location. "
United States
Peter G.
The price is NZ$711
includes taxes & fees
12 Sept - 13 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!

13. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (200 reviews)
"Great property. So happy to find a rental welcoming to our pets. "
United States
Laura R.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

14. 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 NZ$698
includes taxes & fees
13 Sept - 14 Sept
Dennis Beach House - Walk to Beach - Pet Friendly

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

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (26 reviews)
"Loved this property. "
United States
Carol S.
The price is NZ$832
includes taxes & fees
16 Sept - 17 Sept
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

16. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
10.0 out of 10, Exceptional, (3 reviews)
"We loved staying at this beautiful house in Harwich. The property was clean, cozy and felt just like home. There was a fenced in back yard which was perfect for our dog and kids. Very private and close to shops, restaurants and the beach. We look forward to visiting again in the future!"
United States
Nicole M.
The price is NZ$649
includes taxes & fees
13 Sept - 14 Sept
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

17. 🐳 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 price is NZ$568
includes taxes & fees
23 Aug - 24 Aug
🐳 The Whale Song - Dog-Friendly Studio

18. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (23 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is NZ$639
includes taxes & fees
17 Aug - 18 Aug
Cape Cod's "Beach Rose"

19. 🐚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 NZ$765
includes taxes & fees
30 Aug - 31 Aug
🐚The Bay Cottage on Thumpertown Beach

20. Breezy Pool Retreat Near Mayflower Beach

Breezy Pool Retreat Near Mayflower Beach
Dennis
9.8 out of 10, Exceptional, (22 reviews)
"Beautiful, clean, great location"
United States
Diana S.
The price is NZ$655
includes taxes & fees
10 Sept - 11 Sept
Breezy Pool Retreat Near Mayflower Beach
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Brewster holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Brewster. 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 Brewster. 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 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 holiday 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 Brewster short-term rentals, that won’t be hard to do.

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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 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?

Huge discount last week of season. Private heated pool. Near beaches and park.: This highly rated holiday home rental in Brewster is located near the beach, and has an outdoor pool, a private balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a library.

How many holiday rentals are there in Brewster?

Choose from 243 Expedia holiday rentals in Brewster for a memorable holiday.

What’s there to see and do in Brewster?

Enjoy the outdoors at Cape Cod Beaches and Breakwater 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.