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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec

Featured Cottages in Brewster

Lakefront Brewster Vacation Rental w/ Private Dock
Interior

Lakefront Brewster Vacation Rental w/ Private Dock

3.0 star property
Lakefront Brewster Vacation Rental w/ Private Dock
Pet-friendly Hopewell Junction Home w/ Pool
Outdoor dining

Pet-friendly Hopewell Junction Home w/ Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. "
Pet-friendly Hopewell Junction Home w/ Pool
Charming Highland Falls Home < 2 Mi to West Point!
Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Serene Holmes Cottage Near Lakes & Trails!
Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Dreamy Hudson Valley Cottage w/ State Park Views
Interior

Dreamy Hudson Valley Cottage w/ State Park Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Fire Pit + On-site Pond: Hudson Valley Home!
Interior

Fire Pit + On-site Pond: Hudson Valley Home!

3.0 star property
Fire Pit + On-site Pond: Hudson Valley Home!
Modern Escape w/ Fire Pit, Near Lake Waramaug
Interior

Modern Escape w/ Fire Pit, Near Lake Waramaug

3.0 star property
Modern Escape w/ Fire Pit, Near Lake Waramaug
Dainty New Preston Cottage w/ Dock & Lake Views!
Front of property

Dainty New Preston Cottage w/ Dock & Lake Views!

3.0 star property
Dainty New Preston Cottage w/ Dock & Lake Views!
New Fairfield Vacation Rental w/ Lake Views!
Property grounds

New Fairfield Vacation Rental w/ Lake Views!

3.0 star property
New Fairfield Vacation Rental w/ Lake Views!
Updated Home w/ Patio Half Mile to West Point
Interior

Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Outdoor Entertainment Areas: Spacious Katonah Gem!
Interior

Outdoor Entertainment Areas: Spacious Katonah Gem!

3.0 star property
Outdoor Entertainment Areas: Spacious Katonah Gem!
Home: 2 Mi to Thayer Gate at U.s. Military Academy
Interior

Home: 2 Mi to Thayer Gate at U.s. Military Academy

3.0 star property
Home: 2 Mi to Thayer Gate at U.s. Military Academy
Lake Carmel Access: Waterfront Home w/ Deck!
Interior

Lake Carmel Access: Waterfront Home w/ Deck!

3.0 star property
Lake Carmel Access: Waterfront Home w/ Deck!
Pool, Gardens & Hot Tub: Luxe Sandy Hook Home!
Interior

Pool, Gardens & Hot Tub: Luxe Sandy Hook Home!

3.0 star property
Pool, Gardens & Hot Tub: Luxe Sandy Hook Home!
Charming Danbury Cottage w/ Lake Kenosia Access!
Outdoor dining

Charming Danbury Cottage w/ Lake Kenosia Access!

3.0 star property
Charming Danbury Cottage w/ Lake Kenosia Access!
Waterfront Retreat w/ Boat Dock & Fire Pit!
Interior

Waterfront Retreat w/ Boat Dock & Fire Pit!

3.0 star property
Waterfront Retreat w/ Boat Dock & Fire Pit!
Ossining Vacation Rental Near River, Trails & Mta!
Interior

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!
Modern NY Home w/ Views By Hudson Valley Hiking!
Interior

Modern NY Home w/ Views By Hudson Valley Hiking!

3.0 star property
Modern NY Home w/ Views By Hudson Valley Hiking!
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Interior

Lakefront New York Abode w/ Deck, Grill & Fire Pit

3.0 star property
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Hudson Valley Vacation Rental: Near Hiking
Terrace/patio

Hudson Valley Vacation Rental: Near Hiking

3.0 star property
Hudson Valley Vacation Rental: Near Hiking
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

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

10/10 Excellent
"Staff is excellent starting with the front desk on both evening and day shifts. Clean, convenient, and a great value for the money."
Nanette M 1-night trip
Posted 1 day ago
Quality Inn & Suites Fishkill South near I-84

Find out more about Brewster

Find out more about Brewster

Brewster Cottages information

Number of reviews
Accommodation
40 Cottages
Lowest Price
Highest Price

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia