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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Brewster cottages

A two-story house with a front yard, a staircase, and a covered outdoor seating area.

1. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
The price is 7.063.056 ₫
21.084.904 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home
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

Windrose On Hudson

Windrose On Hudson

8/10 Good
"The hotel was clean and the grounds were beautiful. It is definitely a place meant for a business conference, not a casual weekend getaway. There is no restaurant or area to purchase snacks/drinks. You have to go off site. There are no refrigerators in the room to bring food/drinks in and keep it cold. However, there is a microwave. If you are looking for a casual getaway, just plan accordingly. If it is a business trip/conference, this is your place! I would recommend this hotel for sure."
Melissa 1-night trip
Posted 1 hour ago
Windrose On Hudson

Find out more about Brewster

Brewster Cottages information

Number of reviews
Accommodation
49 Cottages
Lowest Price
21.084.904 ₫
Highest Price
21.084.904 ₫

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.