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Top Holiday Rentals in Brewster

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

9.6 out of 10, Exceptional, (42)
"We enjoyed everything about our stay. Charming house, great location. Looking forward to staying there again in the future."
The price is £620
includes taxes & fees
6 Jul - 7 Jul
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

7/4 Flash Sale!! Private Heated Pool, Luxcious 5BD3BA,AC,Beaches &Nickerson Park

9.8 out of 10, Exceptional, (49)
"5 bedrooms were enjoyed by 7 adults in the comfortable, relaxing escape to Cape Cod. We enjoyed the heated pool in September, and nights outside by the gas firepit. Convenient location."
7/4 Flash Sale!! Private Heated Pool, Luxcious 5BD3BA,AC,Beaches &Nickerson Park

Chatham 3 Bedroom/2 Bath Retreat

9.0 out of 10, Wonderful, (43)
"Our family had a great experience. We would highly recommend this property"
The price is £677
includes taxes & fees
15 Jul - 16 Jul
Chatham 3 Bedroom/2 Bath Retreat

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

9.6 out of 10, Exceptional, (95)
"Great location"
The price is £601
includes taxes & fees
9 Jul - 10 Jul
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

The Pet-Friendly Surf Shack Hideaway on the Cove

10.0 out of 10, Exceptional, (19)
"Beautiful home, great location , quiet , pictures do not convey how nice the property is. "
The Pet-Friendly Surf Shack Hideaway on the Cove

Jaws Nest~Dog Friendly~Oceanside Beauty

The price is £504
includes taxes & fees
7 Jul - 8 Jul
Jaws Nest~Dog Friendly~Oceanside Beauty

Beachside Bliss: Modern Comfort Steps from Scenic Trails, Sleeps 10!

9.0 out of 10, Wonderful, (2)
"Nice, clean property. We all slept comfortably and had a great, fun stay at a quiet location. The hosts were very informative, kind and communicative. We will definitely be staying here in the future. Thank you again for a pleasurable experience from beginning to end!"
The price is £1,153
includes taxes & fees
14 Jul - 15 Jul
Beachside Bliss: Modern Comfort Steps from Scenic Trails, Sleeps 10!

Newly Renovated Guest House For 10 Near The Beach!

10.0 out of 10, Exceptional, (3)
"Our stay in Harwich was exceptionally comfortable and convenient, ideal for a larger group or family. The multiple spacious bedrooms provided ample private space, complemented by the practical 2.5 baths. We particularly appreciated the expansive backyard, perfect for outdoor activities, and the generous parking—the driveway easily accommodated four cars, with extra space alongside for two more—making arrivals and departures stress-free. This property truly felt like a home away from home,...
The price is £1,063
includes taxes & fees
13 Jul - 14 Jul
Newly Renovated Guest House For 10 Near The Beach!

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

10.0 out of 10, Exceptional, (12)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
The price is £2,334
includes taxes & fees
11 Jul - 12 Jul
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Cape Cod Sunscape.

10.0 out of 10, Exceptional, (15)
"The property was very nice and the host was very responsive. Would definitely stay there again."
The price is £751
includes taxes & fees
14 Jul - 15 Jul
Cape Cod Sunscape.

Pond House~Waterfront Oasis W/Jacuzzi Tub

10.0 out of 10, Exceptional, (6)
"We had a great stay at the Pond House. Everything was clean and functional. Beds were extremely comfortable! Nice spot for a two night stay."
The price is £482
includes taxes & fees
2 Jul - 3 Jul
Pond House~Waterfront Oasis W/Jacuzzi Tub

Eastham is Cape Cod’s best kept secret!

9.8 out of 10, Exceptional, (7)
"This house is beautifully decorated, especially the main floor. The screened-in porch was so relaxing. We all enjoyed the pool and the lovely patio area surrounding it. The beds were all uncomfortable. The sheets on one of the beds were very dirty upon arrival. "
The price is £1,314
includes taxes & fees
15 Jul - 16 Jul
Eastham is Cape Cod’s best kept secret!

Gray Whale - 3 bedrm/2 bath/gameroom

The price is £661
includes taxes & fees
2 Jul - 3 Jul
Gray Whale - 3 bedrm/2 bath/gameroom

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

New! Sandy Point-Private beach/Dog Friendly

The price is £712
includes taxes & fees
24 Jul - 25 Jul
New! Sandy Point-Private beach/Dog Friendly

Beachfront~Seaside Sea-duction-Dog Friendly

10.0 out of 10, Exceptional, (7)
"Quick winter getaway with another couple celebrating a birthday, also. Everything was perfect. The view was gorgeous.The house was adorable, even in the dead of winter.Can't even imagine how great it would be in the summertime."
The price is £1,255
includes taxes & fees
12 Jul - 13 Jul
Beachfront~Seaside Sea-duction-Dog Friendly

Ebb Tide~3b/2b and dog friendly for 2-10

10.0 out of 10, Exceptional, (1)
"Great stay. Kind extra touches of hospitality appreciated!"
The price is £557
includes taxes & fees
7 Jul - 8 Jul
Ebb Tide~3b/2b and dog friendly for 2-10

Sand Bar-Dog Friendly on Cooks Brook Beach

10.0 out of 10, Exceptional, (16)
"Hope to be back soon!"
The price is £761
includes taxes & fees
8 Jul - 9 Jul
Sand Bar-Dog Friendly on Cooks Brook Beach

New! Island Pines-A Dog Friendly Boutique Oasis

9.6 out of 10, Exceptional, (8)
"Very well kept host was charming."
The price is £875
includes taxes & fees
22 Jul - 23 Jul
New! Island Pines-A Dog Friendly Boutique Oasis

🐚Shell City on Lt Island

9.4 out of 10, Exceptional, (6)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
The price is £819
includes taxes & fees
18 Jul - 19 Jul
🐚Shell City on Lt Island
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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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?

Walk To Beach - Comfortable 2BR Cottage: This holiday home rental outside of Brewster is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a private garden.

How many holiday rentals are there in Brewster?

Choose from 284 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 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 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.