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

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 CA $209
CA $561 total
includes taxes & fees
Oct 5 - Oct 6
🌊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.
The price is CA $231
CA $625 total
includes taxes & fees
Oct 20 - Oct 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
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.

3. 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 CA $318
CA $416 total
includes taxes & fees
Oct 15 - Oct 16
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A beach with a wooden boardwalk and a rocky foreground.

4. 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 CA $279
CA $688 total
includes taxes & fees
Oct 13 - Oct 14
Edgewood on Campground Beach/Steps to the Sand
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 CA $240
CA $749 total
includes taxes & fees
Oct 4 - Oct 5
Seaside Escape-Art-filled 2 Bd on Town Cove
A house surrounded by trees with a clear path leading to the front door.

6. 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.
The price is CA $537
CA $736 total
includes taxes & fees
Sep 30 - Oct 1
Harwich Hideaway with King Beds Pet Friendly!
A single-story mobile home with a porch, a small deck, and a gravel driveway.

7. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $311
CA $1,182 total
includes taxes & fees
Sep 28 - Sep 29
Driftwood Cottages - 65A - Whale
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

8. 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 CA $265
CA $800 total
includes taxes & fees
Oct 5 - Oct 6
Captain's Quarters by Nauset Beach
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

9. 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 CA $234
CA $593 total
includes taxes & fees
Oct 19 - Oct 20
The Breeze on Minister's Pond
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

10. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 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 CA $215
CA $623 total
includes taxes & fees
Oct 19 - Oct 20
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Two wicker swing chairs facing a sunset over the ocean.

11. 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)
"Cottage was quaint. The location was amazing - very peaceful and quiet. Our favorite place to sit was in the two swinging chairs overlooking the bay. The sunsets were absolutely amazing. We really enjoyed our stay and hope to be back."
United States
Patty M.
The price is CA $412
CA $826 total
includes taxes & fees
Oct 3 - Oct 4
Castaway Cottage on the bay~Dog Friendly Too!
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 CA $192
CA $539 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $209
CA $561 total
includes taxes & fees
Oct 5 - Oct 6
🐚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 CA $327
CA $699 total
includes taxes & fees
Oct 27 - Oct 28
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

15. 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 price is CA $277
CA $798 total
includes taxes & fees
Oct 4 - Oct 5
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A single-story mobile home with a front porch, a small deck, and a wooden fence.

16. 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 CA $323
CA $1,201 total
includes taxes & fees
Sep 28 - Sep 29
Driftwood Cottages - Crab
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 CA $299
CA $1,166 total
includes taxes & fees
Oct 1 - Oct 2
Driftwood Cottages - 85 - Lobster
A house with a porch decorated with Christmas lights and wreaths.

18. 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 CA $1,002
CA $1,795 total
includes taxes & fees
Oct 3 - Oct 4
Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach

19. 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 CA $495
CA $1,111 total
includes taxes & fees
Sep 30 - Oct 1
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
A house with a front porch, a small garden, and a mailbox.

20. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (9 reviews)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
The price is CA $296
CA $628 total
includes taxes & fees
Sep 28 - Sep 29
Cozy, vacation home in a charming duplex cottage
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

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

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

10/10 Excellent
"Loved this house, everything was clean and well maintained.Very comfortable and cozy.Would definitely stay again.Jenny the host was wonderful!!!"
Debra S. 4-night trip
Posted 2 days ago
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Find out more about Brewster

Brewster Cottages information

Number of reviews
359
Accommodation
16 Cottages
Lowest Price
CA $416
Highest Price
CA $1,795

Frequently asked questions

How much do cottages in Brewster cost?
Prepare to pay between CA $416 and CA $1,795 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 favourite 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.
Are there any family-friendly cottages in Brewster?
Put your feet up at 16 Flakeyard Way - Four Bedroom House, a 3.5-star cottage just a quick drive from town. Amenities here include WiFi and a stovetop. Another family-friendly pick where you can swap the urban jungle for nature is 10 Squanto Drive - One Bedroom House. WiFi and a fridge help make this 3.5-star cottage a favourite among guests. Once you've checked in and unpacked your bags, there are lots of family-friendly attractions to discover in and around Brewster. Mayflower Beach and Nauset Beach are two popular options.
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.
What is there to do in Brewster near my cottage?
Brewster has enough experiences to keep you entertained for weeks (or months!), starting with Crosby Mansion. Ocean Edge Golf Club, Captains Golf Course and Brewster Ladies' Library are other renowned attractions. If you're sticking around a while, Paine's Creek Beach and Cape Rep Theatre will round off your itinerary nicely.

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