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Check prices for these dates

Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct

Browse Select Brewster Cottages

Our top choices for Brewster cottages

Pet-friendly Hopewell Junction Home w/ Pool
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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
Serene Holmes Cottage Near Lakes & Trails!
Cottage (2 Bedrooms) | Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Charming Highland Falls Home < 2 Mi to West Point!
House (4 Bedrooms) | Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
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!
House (4 Bedrooms) | Interior

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

3.0 star property
Fire Pit + On-site Pond: Hudson Valley Home!
Lakefront Brewster Vacation Rental w/ Private Dock
Cottage (3 Bedrooms) | Interior

Lakefront Brewster Vacation Rental w/ Private Dock

3.0 star property
Lakefront Brewster Vacation Rental w/ Private Dock
Updated Home w/ Patio Half Mile to West Point
House (3 Bedrooms) | Interior

Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Modern Escape w/ Fire Pit, Near Lake Waramaug
TV

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!
Cottage (3 Bedrooms) | Interior

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!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

New Fairfield Vacation Rental w/ Lake Views!

3.0 star property
New Fairfield Vacation Rental w/ Lake Views!
Outdoor Entertainment Areas: Spacious Katonah Gem!
House (3 Bedrooms) | 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
House (4 Bedrooms) | 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!
House (4 Bedrooms) | Interior

Lake Carmel Access: Waterfront Home w/ Deck!

3.0 star property
Lake Carmel Access: Waterfront Home w/ Deck!
Charming Danbury Cottage w/ Lake Kenosia Access!
House (2 Bedrooms) | Interior

Charming Danbury Cottage w/ Lake Kenosia Access!

3.0 star property
Charming Danbury Cottage w/ Lake Kenosia Access!
Modern NY Home w/ Views By Hudson Valley Hiking!
House (3 Bedrooms) | Interior

Modern NY Home w/ Views By Hudson Valley Hiking!

3.0 star property
Modern NY Home w/ Views By Hudson Valley Hiking!
Family-friendly Woodbury Home With Yard + Deck!
House (3 Bedrooms) | Interior

Family-friendly Woodbury Home With Yard + Deck!

3.0 star property
Family-friendly Woodbury Home With Yard + Deck!
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!
Pet-friendly Beacon Area Vacation Rental: 6 Acres
House (5 Bedrooms) | Interior

Pet-friendly Beacon Area Vacation Rental: 6 Acres

3.0 star property
Pet-friendly Beacon Area Vacation Rental: 6 Acres
Ossining Vacation Rental Near River, Trails & Mta!
House (5 Bedrooms) | Interior

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!
Historic Connecticut Home w/ Grill & Spacious Yard
House (3 Bedrooms) | Interior

Historic Connecticut Home w/ Grill & Spacious Yard

3.0 star property
Historic Connecticut Home w/ Grill & Spacious Yard
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
"Very helpful front desk was lovely! Brittany was supportive re: a rental car issue we had when it was not her problem!! Brittany always smiled and made us feel welcome in our coming and goings!! "
Mary Kay 2-night trip
Posted 2 days 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
42 Cottages
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.