Search and Rent Windsor Condos

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In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Windsor condo rentals

Exterior

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,305 reviews)
"Great place in Williamstown. Near ski resort."
United States
Jason
$126 nightly
The price is $141
Mar 22 - Mar 23
Total with taxes and fees
Vacation Village in the Berkshires
Outdoor dining

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.6 out of 10, Good, (13 reviews)
"Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. "
United States
PK N.
$297 nightly
The price is $332
Apr 1 - Apr 2
Total with taxes and fees
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Interior

UNIQUE - 1BR Country Condo @ Jiminy Peak

UNIQUE - 1BR Country Condo @ Jiminy Peak
Hancock
9.8 out of 10, Exceptional, (17 reviews)
"lovely place to stay"
United States
Nancy P.
$423 nightly
The price is $473
Mar 17 - Mar 18
Total with taxes and fees
UNIQUE - 1BR Country Condo @ Jiminy Peak
Pool

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.4 out of 10, Exceptional, (3 reviews)
"very nice and roomy! really enjoyed."
United States
Shack M.
$270 nightly
The price is $302
Mar 17 - Mar 18
Total with taxes and fees
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Really helpful and nice staff, lovely and sophisticated decor/vibe, and great location. Loved the Le Labo bath products, too!"
Aki 1-night trip
Posted 8 hours ago
Berkshires Untold

Find out more about Windsor

Windsor Condo Rentals information

Number of reviews
2,321
Accommodation
45 Condo Rentals
Lowest Price
$141
Highest Price
$332

Frequently asked questions

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