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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Windsor cottages

A spacious living area with a high ceiling, wooden beams, a built-in fireplace, a large sofa, and a dining table.

1. Golf, Fish & Ski: Retreat w/ Game Room in Thompson

Golf, Fish & Ski: Retreat w/ Game Room in Thompson
3.0 star property
Thompson
$460 nightly
The price is $502
Nov 22 - Nov 23
Total with taxes and fees
Golf, Fish & Ski: Retreat w/ Game Room in Thompson
A two-story house with a porch, a small deck, and a pathway leading to the entrance.

2. Quiet Lakefront Retreat nestled in the woods.

Quiet Lakefront Retreat nestled in the woods.
Montrose
10.0 out of 10, Exceptional, (110 reviews)
"It was very clean great area and the hosts were so nice!!"
United States
Grace D.
$163 nightly
The price is $177
Nov 10 - Nov 11
Total with taxes and fees
Quiet Lakefront Retreat nestled in the woods.
A wooden deck with a grill and a gas canister, overlooking a river and forested area.

3. Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek
Hancock
9.0 out of 10, Wonderful, (31 reviews)
"This is really a beautiful place to stay, we definitely will return in summer. "
United States
Paul C.
$275 nightly
The price is $303
Nov 10 - Nov 11
Total with taxes and fees
Charming 120-year-old farmhouse by the creek
A patio with wicker furniture and a stone floor.

4. Secluded Oxford Cabin on 75 Acres: Sunset Views!

Secluded Oxford Cabin on 75 Acres: Sunset Views!
3.0 star property
Oxford
$420 nightly
The price is $470
Nov 21 - Nov 22
Total with taxes and fees
Secluded Oxford Cabin on 75 Acres: Sunset Views!
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 Windsor Hotel Reviews

Fairfield by Marriott Inn & Suites New Milford

Fairfield by Marriott Inn & Suites New Milford

10/10 Excellent
"Amazing staff, clean rooms, great breakfast included."
Nichole 1-night trip
Posted 23 hours ago
Fairfield by Marriott Inn & Suites New Milford

Find out more about Windsor

Windsor Cottages information

Number of reviews
141
Accommodation
54 Cottages
Lowest Price
$177
Highest Price
$502

Frequently asked questions

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