Search and Rent Windsor Condos

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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Condo Rentals in Windsor

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

7.2 out of 10, Good, (5)
"Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn"
$315 nightly
The price is $352
Jul 21 - Jul 22
Total includes taxes and fees
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
UNIQUE - 1BR Country Condo @ Jiminy Peak
Exterior

UNIQUE - 1BR Country Condo @ Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Clean and quiet, nicely decorated! "
$304 nightly
The price is $340
Jul 26 - Jul 27
Total includes taxes and fees
UNIQUE - 1BR Country Condo @ Jiminy Peak
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1838)
"second time stayed here. Love it!"
$125 nightly
The price is $139
Jun 29 - Jun 30
Total includes taxes and fees
Vacation Village in the Berkshires
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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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.