Search and Rent Windsor Condos

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Our top choices for Windsor condo rentals

3.0 star property
8.8 out of 10, Excellent, (2,204 reviews)
"I great place to stay!!"
United Kingdom
Maricel
$126 nightly
The price is $141
Jan 12 - Jan 13
Total with taxes and fees
Vacation Village in the Berkshires
9.0 out of 10, Wonderful, (2 reviews)
"very nice and roomy! really enjoyed."
United States
Shack M.
$269 nightly
The price is $300
Jan 12 - Jan 13
Total with taxes and fees
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
7.2 out of 10, Good, (11 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.
$303 nightly
The price is $338
Jan 12 - Jan 13
Total with taxes and fees
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
10.0 out of 10, Exceptional, (14 reviews)
"lovely place to stay"
United States
Nancy P.
$349 nightly
The price is $390
Feb 8 - Feb 9
Total with taxes and fees
UNIQUE - 1BR Country Condo @ Jiminy Peak
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

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Windsor Condo Rentals information

Number of reviews
2,227
Accommodation
45 Condo Rentals
Lowest Price
$141
Highest Price
$390

Frequently asked questions

Why book your condo in Windsor with Expedia?
We think that vacations shouldn't be complicated, so if you're in search of condos at the perfect price, Expedia has your back. Keep the budget under control and stay in something cheap and cheerful, or splurge on a high-end condo and pamper your loved ones. Our search filters make it simple to find a place in Windsor that fits your needs.
How can I find cheap condos in Windsor?
Expedia can help you track down cheap condos in Windsor. To find your perfect stay in a couple of quick clicks, use our handy filter tool to refine your search by amenities, star rating and budget.

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