
House vacation rentals in Windsor
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Top-rated house rentals in Windsor
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Windsor house rentals
House rentals with a pool

3.5 Acres of Relaxation, Pool, & Cozy Charm

Casino Wine Down House

Hilltop House w/POOL/SPA- HOST & Co.

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Grand 9 BR Near Casinos

Beauty and the Beach!
Weekly house rentals

Renovated & Modern Victorian in Historic West End

Charming Cape Home, Close to All

Prime West Hartford Center Location: Historic Gem

Serene Apartment in Glastonbury

Cheerful 3 bedroom home with large back yard

Home near Six Flags/ hot tub

Farmhouse Broad Brook: Comfort & Charm.

Heart of Connecticut - New England (1800 sq ft)
Private house rentals

Woodland Sanctuary-hot tub|fireplace|hikes|fishing

The Silhouette in Hartford

Renovated Single Family Home

Private Woodland Sanctuary—3 mins to a lake beach!

Cozy First Floor Living Nestled in the Woods

Berkshires Black Abbey

RiverView Oasis

5 Bd 2.5 Bth Home Away From Home
Quick stats about house rentals in Windsor
Total rentals
40 properties
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Yale University
- Ocean Beach Park
- Giants Neck Beach
- Clinton Town Beach
- Taconic State Park
- Woodmont Beach
- Mount Sugarloaf State Reservation
- Bull's Bridge Golf Club
- Yale Golf Course
- Point Beach
- West Rock Ridge State Park
- Burwells Beach
- Rocky Beach
- Fort Trumbull Beach
- South St Beach
- Oyster River Beach
- Anchor Beach
- Country Club of Waterbury
- Walker Road Vineyards LLC
- Gulf Beach
- Pond Point Beach
- Morningside Beach
- Bayview Beach
- Prospect Beach