Holiday houses in Windsor
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Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor
Guest favourite
Guest suite in West Hartford
5.0 out of 5 average rating, 219 reviewsPrivate 1 BR Suite in West Hartford CT Home
Guest favourite
Guest suite in Springfield
4.93 out of 5 average rating, 103 reviewsLuxury studio apartment-walkout basement
Guest favourite
Guest suite in Coventry
4.93 out of 5 average rating, 228 reviewsCountry retreat 25min to Hartford/15min to UCONN
Guest favourite
Guest suite in Tolland
4.97 out of 5 average rating, 153 reviewsThe Carriage House
Guest favourite
Home in Feeding Hills
4.89 out of 5 average rating, 894 reviewsFarm Fresh Feeding Hills
Guest favourite
Home in Southwick
4.99 out of 5 average rating, 185 reviewsLinny's Lakeview Cottage
Guest favourite
Apartment in Portland
4.88 out of 5 average rating, 466 reviewsSUNNY PRIVATE 1 BEDROOM APARTMENT
Guest favourite
Home in South Windsor
4.88 out of 5 average rating, 25 reviewsGrampa Potatoes Homestead
Quick stats about holiday rentals in Windsor
Total rentals
60 properties
Wi-Fi availability
60 properties include access to Wi-Fi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.9K reviews
Destinations to explore
- New City Holiday rentals
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