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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Brewster cottages

A two-story house with a front porch, a small attached garage, and a gravel driveway.

1. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is AED 543
AED 1,445 total
includes taxes & fees
1 Oct - 2 Oct
🌊The Ocean Cottage on Thumpertown Beach
A wooden deck with white railings, wicker chairs, and a blue umbrella.

2. 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, (66 reviews)
"Clean, great location. "
United States
Peter G.
On Town Cove with salt water access! Kayaks and paddle board available for use!
A beach with a wooden boardwalk and a rocky foreground.

3. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is AED 728
AED 1,783 total
includes taxes & fees
1 Oct - 2 Oct
Edgewood on Campground Beach/Steps to the Sand
A house surrounded by trees with a clear path leading to the front door.

4. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.8 out of 10, Excellent, (5 reviews)
"Dog friendly property!"
United States
Colleen O.
Harwich Hideaway with King Beds Pet Friendly!
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

5. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is AED 623
AED 1,933 total
includes taxes & fees
1 Oct - 2 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
A single-story mobile home with a porch, a small deck, and a gravel driveway.

6. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
Driftwood Cottages - 65A - Whale
A wooden deck with two Adirondack chairs, a small table, and a covered porch area overlooking a grassy yard with a wooden fence and a small shed in the background.

7. 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, (141 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 AED 826
AED 1,076 total
includes taxes & fees
15 Oct - 16 Oct
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Two wicker swing chairs facing a sunset over the ocean.

8. Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.6 out of 10, Exceptional, (20 reviews)
"The location was great with easy access to the beach and we had a great time"
United States
Kannan N.
The price is AED 1,066
AED 2,124 total
includes taxes & fees
3 Oct - 4 Oct
Castaway Cottage on the bay~Dog Friendly Too!
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

9. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is AED 688
AED 2,065 total
includes taxes & fees
8 Oct - 9 Oct
Captain's Quarters by Nauset Beach
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

10. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (26 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is AED 603
AED 1,527 total
includes taxes & fees
20 Oct - 21 Oct
The Breeze on Minister's Pond
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

11. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (28 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is AED 555
AED 1,594 total
includes taxes & fees
19 Oct - 20 Oct
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A wooden deck with a view of a lake, surrounded by trees.

12. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (7 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is AED 499
AED 1,378 total
includes taxes & fees
19 Oct - 20 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

13. 🐚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 AED 543
AED 1,445 total
includes taxes & fees
26 Oct - 27 Oct
🐚The Bay Cottage on Thumpertown Beach
A single-story house with a gabled roof, a front porch, and a small front yard.

14. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
The price is AED 848
AED 1,820 total
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A single-story mobile home with a front porch, a small deck, and a wooden fence.

15. Driftwood Cottages - Crab

Driftwood Cottages - Crab
Eastham
8.8 out of 10, Excellent, (3 reviews)
"This is a cute little cottage within 10 minutes walk to a bay beach. Property was very clean. Hosts were easy to contact and responded quickly. It’s a good value for the money and we would definitely consider staying here again especially for the prime location. Pet friendly was also a huge plus!"
United States
Megan T.
The price is AED 838
AED 3,110 total
includes taxes & fees
1 Oct - 2 Oct
Driftwood Cottages - Crab
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

16. The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
6.0 out of 10, (1 review)
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A single-story cabin with a front porch, a small deck, and a mailbox.

17. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"We got moved here after a terrible experience with an other rental in the area. We were very happy with this place. It was spacious and clean. Close to the beach, about a 5 minute walk. I would recommend seeing the sunset."
United States
Christina L.
The price is AED 775
AED 3,020 total
includes taxes & fees
1 Oct - 2 Oct
Driftwood Cottages - 85 - Lobster
A house with a deck, a flag, and a garage.

18. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
The price is AED 1,098
AED 2,228 total
includes taxes & fees
3 Oct - 4 Oct
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A house with a porch decorated with Christmas lights and wreaths.

19. Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach

Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
Chatham
10.0 out of 10, Exceptional, (20 reviews)
"Everything exceeded expectations"
United States
Marc S.
The price is AED 2,603
AED 4,663 total
includes taxes & fees
3 Oct - 4 Oct
Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
welcome home to an open concept and clean canvas.

20. Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Chatham
9.8 out of 10, Exceptional, (8 reviews)
"Lock didn’t work"
United States
Claudine
The price is AED 1,286
AED 2,859 total
includes taxes & fees
1 Oct - 2 Oct
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse 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

Sea Meadow Inn

Sea Meadow Inn

10/10 Excellent
"La propiedad es hermosa y el trato de Adriana ( la propietaria) es exquisito. Te hacen sentir como en casa . Lo recomiendo muchísimo"
Rafael A 4-night trip
Posted 23 hours ago
Sea Meadow Inn

Frequently asked questions

How much do cottages in Brewster cost?
Prepare to pay between AED 1,076 and AED 4,663 per night for cottages in Brewster. No matter your budget, an awesome stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Brewster?
A guest favorite is 16 Flakeyard Way - Four Bedroom House. Make yourself at home at this 3.5-star stay which offers a water view and WiFi. 10 Squanto Drive - One Bedroom House is another recommended option to look into. Spend your vacation at this 3.5-star cottage and you'll have access to conveniences like a patio and clothes washing facilities. There are multiple cottages in Brewster with a total average guest review rating of 9.5.
How many cottages are there in Brewster?
You can choose from 16 cottages in Brewster. Whether you're vacationing with the kids or planning a weekend break with your besties, Expedia will help you find the ideal place to enjoy the surrounding nature.
Why book your cottage in Brewster with Expedia?
Expedia has some great cottages in Brewster, so start planning for a memorable stay on nature's doorstep. If you have a certain budget, choose how much you want to spend and your preferred property star rating. Or, try out our filters to search for cottages with a hot tub or a kitchen. We'll help you find a suitable place whatever your style of travel or plans.
How can I find cheap cottages in Brewster?
A wonderful way to uncover cheap cottages in Brewster is with Expedia's useful filter tool. Narrow your search by budget, star rating and amenities to take advantage of unbeatable bargains in just a few keystrokes.