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

Search Brewster Cottage Rentals from CA $431

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Brewster cottages

A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

1. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Absolute comfortable stay. Everything you need and fantastic host!! Will be back."
United States
Lisa
The price is CA $238
CA $667 total
includes taxes & fees
Nov 16 - Nov 17
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A two-story house with a balcony, surrounded by lush greenery.

2. Quiet Solitude with Firepit, Electric Stove & Private Deck

Quiet Solitude with Firepit, Electric Stove & Private Deck
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
United States
stephanie a.
The price is CA $255
CA $764 total
includes taxes & fees
Nov 15 - Nov 16
Quiet Solitude with Firepit, Electric Stove & Private Deck
A house with a view of a bridge and mountains.

3. 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, (150 reviews)
"We had a great stay!!"
United States
Jasmine
The price is CA $281
CA $431 total
includes taxes & fees
Nov 16 - Nov 17
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A wooden deck with a railing overlooking a body of water and trees.

4. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is CA $355
CA $573 total
includes taxes & fees
Nov 16 - Nov 17
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A porch with a white railing, a stone floor, and a view of a well-maintained lawn and trees.

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

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful setting, and plenty of room for a family of four. Accommodations were very clean and spacious. Thank you for hosting us!"
United States
Susan K.
The price is CA $446
CA $949 total
includes taxes & fees
Nov 29 - Nov 30
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.
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Top Brewster Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"We had to wait two hours and a half for our dinner in the large hall. Not even tells us why it took so long."
Linda 1-night trip
Posted 1 hour ago
Overlook Lodge at Bear Mountain

Find out more about Brewster

Brewster Cottages information

Number of reviews
190
Accommodation
80 Cottages
Lowest Price
CA $431
Highest Price
CA $949

Frequently asked questions

Why book your cottage in Brewster with Expedia?
Expedia has some superb cottages in Brewster, so get ready for an unforgettable vacation 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?
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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.

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