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

Search Cottages in Brewster

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Brewster cottages

House (3 Bedrooms) | Front of property

1. 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 €595
includes taxes & fees
20 Sept - 21 Sept
6 Mi to Beach: Home w/ Deck in Brewster!
Terrace/patio

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, (65 reviews)
"Clean, great location. "
United States
Peter G.
The price is €402
includes taxes & fees
20 Sept - 21 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!
Beach

3. 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 €271
includes taxes & fees
24 Sept - 25 Sept
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Terrace/patio

4. 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 €233
includes taxes & fees
14 Sept - 15 Sept
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Exterior

5. 🐚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 €345
includes taxes & fees
20 Sept - 21 Sept
🐚The Bay Cottage on Thumpertown Beach
Terrace/patio

6. 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 €485
includes taxes & fees
21 Sept - 22 Sept
Seaside Escape-Art-filled 2 Bd on Town Cove
Exterior

7. 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 €448
includes taxes & fees
26 Sept - 27 Sept
Harwich Hideaway with King Beds Pet Friendly!
Outdoor dining

8. 🦀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 €448
includes taxes & fees
26 Sept - 27 Sept
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Exterior

9. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is €713
includes taxes & fees
14 Sept - 15 Sept
Driftwood Cottages - 65A - Whale
Beach nearby

10. 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.
Edgewood on Campground Beach/Steps to the Sand
Terrace/patio

11. 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 €428
includes taxes & fees
17 Sept - 18 Sept
The Breeze on Minister's Pond
Property grounds

12. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Three women stayed in this cottage, it was completely fabulous, very clean, pretty cottagy feel, nice location, quiet & peaceful!mBeds were comfortable, kitchen was well organized and functional. The size was perfect, nice comfortable living room. Really overall a wonderful accommodation! We will definitely come back! Hopefully soon!"
United States
Peggy R.
Captain's Quarters by Nauset Beach
Property grounds

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

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (6 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is €374
includes taxes & fees
19 Sept - 20 Sept
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Exterior

14. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.6 out of 10, Exceptional, (12 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
🌊The Ocean Cottage on Thumpertown Beach
Exterior

15. 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 €434
includes taxes & fees
13 Oct - 14 Oct
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Property grounds

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

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (19 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.
Castaway Cottage on the bay~Dog Friendly Too!
Terrace/patio

17. Windswept on Campground Beach

Windswept on Campground Beach
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"So nice to be steps from the beach for morning walks and sunset catching . A great location on the Cape. Glad to have the grill to enjoy our fresh caught striped bass Capt Joe (ReelEz) put us on . The charm of a historic cottage made for comfortable family time. Thank you !"
United States
Lars S.
Windswept on Campground Beach
Exterior

18. 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.
Driftwood Cottages - Crab
Outdoor dining

19. 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
Exterior

20. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
10.0 out of 10, Exceptional, (1 review)
"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 €787
includes taxes & fees
23 Sept - 24 Sept
Driftwood Cottages - 85 - Lobster
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Brewster Hotel Reviews

Brewster Green Resort

Brewster Green Resort

10/10 Excellent
"I like the size of condo, all amenities, pools. Brewster resort provided full comfort. It was a great location."
Galina 3-night trip
Posted 1 day ago
Brewster Green Resort

Find out more about Brewster

Brewster Cottages information

Number of reviews
450
Accommodation
16 Cottages
Lowest Price
€233
Highest Price
€787

Frequently asked questions

How much do cottages in Brewster cost?
Prepare to pay between €233 and €787 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 holiday 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 holidaying 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.