Holiday rentals 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
Rental unit in Windsor
Stylish luxury apartment
Guest favourite
Townhouse in The Core
The Chilver Place
Superhost
Guest suite in Windsor
Riverside - Spacious 2 Bedroom Workstation
Guest favourite
Rental unit in The Core
"The Modern Loft" in Walkerville / 2Bed - 1 Bath
Guest favourite
Home in The Core
Historic Walkerville Lux Home
Guest favourite
Home in Windsor
Perfect hideaway with a hot tub and a fireplace
Guest favourite
Cottage in Essex
Blue Haven at Colchester Harbour
Guest favourite
Home in The Core
Bright & colorful downtown gem with free parking
Quick stats about holiday rentals in Windsor
Total rentals
1.4T properties
Rentals with dedicated workspaces
830 properties have a dedicated workspace
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
350 properties allow pets
Family-friendly rentals
570 properties are a good fit for families
Total number of reviews
65T reviews
Destinations to explore
- Rentals with a washing machine and dryer Windsor
- Rentals with outdoor seating Windsor
- Rentals with breakfast Windsor
- Rentals with a firepit Windsor
- Monthly Rentals Windsor
- Rentals with lake access Windsor
- Private suite rentals Windsor
- House rentals Windsor
- Waterfront rentals Windsor
- Rentals with beach access Windsor
- Loft rentals Windsor
- Smoking-friendly rentals Windsor
- Fitness-friendly rentals Windsor
- Rentals with pools Windsor
- Pet-friendly rentals Windsor
- Rentals with a hot tub Windsor
- Family-friendly rentals Windsor
- Rentals with a sauna Windsor
- Flat rentals Windsor
- Rentals with an EV charger Windsor
- Rentals with a patio Windsor
- Rentals with a fireplace Windsor
- Apartment rentals Windsor
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