A windmill in a grassy field with trees in the background.

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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Brewster cottages

Exterior

1. Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is €458
includes taxes & fees
13 Aug - 14 Aug
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Property grounds

2. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is €290
includes taxes & fees
17 Aug - 18 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

3. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is €854
includes taxes & fees
25 Aug - 26 Aug
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
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

Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

8/10 Good
"Clean room with easy parking. We knew it was contactless, but a few signs to direct you to Lounge would be good. And “breakfast” was really meager; no way to make tea without it tasting like the coffee maker."
Marilyn 1-night trip
Posted 9 hours ago
Hotel Hi-Ho - Contactless Check-In

Find out more about Brewster

Brewster Cottages information

Number of reviews
6,278
Accommodation
83 Cottages
Lowest Price
€90
Highest Price
€178

Frequently asked questions

Why book your cottage in Brewster with Expedia?
Expedia has some superb cottages in Brewster, so get ready for an unforgettable holiday on nature's doorstep. If you have a budget, choose how much you're willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a kitchen or a pool. We'll help you find the right fit whatever your plans or style of travel.
How can I find cheap cottages in Brewster?
The best way to find cheap cottages in Brewster is with Expedia's handy filter tool. Tailor your search results by star rating, amenities and budget to snag excellent rates in a couple of clicks.
What is there to do in Brewster near my cottage?
If you're eager to make the most of your time in Brewster, make your way to Brewster Public Library. It's a winner with tourists and locals alike.