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
Home in Windsor
4.89 out of 5 average rating, 183 reviewsStunning Top Tier Modern Home Is Ready To Host You
3–10 Sep
€ 161 per night
Superhost
Villa in Windsor
4.9 out of 5 average rating, 134 reviewsCheerful 4-bedroom home by the river.
22–29 Nov
€ 180 per night
Guest favourite
Cottage in Essex
5.0 out of 5 average rating, 122 reviewsThe Kiss n Tell - We’ll Pay the HST
9–16 Nov
€ 243 per night
Guest favourite
Home in Windsor, Canada
4.93 out of 5 average rating, 105 reviewsWaterfront Home in Central City -KING BED 4 guests
24 Jun – 1 Jul
€ 261 per night
Guest favourite
Home in Windsor
4.82 out of 5 average rating, 164 reviewsRiverside home minutes to downtown, casino, bridge
3–10 Feb
€ 186 per night
Guest favourite
Home in Windsor, Canada
4.87 out of 5 average rating, 193 reviewsYear Round Hot Tub, Walkerville Charm Home
1–8 Oct
€ 187 per night
Guest favourite
Guest suite in Windsor
4.92 out of 5 average rating, 105 reviewsCovid Clean 2 bdrm Entire Lower Level Sport Themed
1–8 Sep
€ 72 per night
Guest favourite
Loft in Kingsville, Canada
5.0 out of 5 average rating, 229 reviewsThe Hudson Loft
1–8 Sep
€ 156 per night
Quick stats about holiday rentals in Windsor
Total rentals
1.4K 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
65K reviews
Destinations to explore
- Rentals with a patio Windsor
- Rentals with outdoor seating Windsor
- Rentals with a washing machine and dryer Windsor
- Rentals with pools Windsor
- Rentals with a sauna Windsor
- Waterfront rentals Windsor
- Rentals with breakfast Windsor
- Flat rentals Windsor
- Rentals with a fireplace Windsor
- Fitness-friendly rentals Windsor
- Rentals with lake access Windsor
- Rentals with beach access Windsor
- Rentals with an EV charger Windsor
- Monthly Rentals Windsor
- Family-friendly rentals Windsor
- Private suite rentals Windsor
- Smoking-friendly rentals Windsor
- Rentals with a firepit Windsor
- Pet-friendly rentals Windsor
- Apartment rentals Windsor
- House rentals Windsor
- Loft rentals Windsor
- Rentals with a hot tub Windsor
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