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
Flat in Windsor
4.95 out of 5 average rating, 55 reviewsThe Boho Oasis: Studio Apartment
13–20 Dec
€ 83 per night
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 26 reviewsBright & Cozy 2BDR + 1BTH in Walkerville
24–31 Jan
€ 120 per night
Guest favourite
Flat in Windsor
4.9 out of 5 average rating, 20 reviewsSun-filled bright 1BR by tunnel & casino
22–29 Jun
€ 132 per night
Guest favourite
Home in Windsor
4.92 out of 5 average rating, 84 reviews"The Oasis" a Walkerville dream / 2 Bed - 1 Bath
14–21 Nov
€ 124 per night
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 31 reviewsPerfect hideaway with a hot tub and a fireplace
2–9 Jun
€ 171 per night
Guest favourite
Guest house in Windsor
4.9 out of 5 average rating, 41 reviewsCozy Guesthouse in South Windsor
30 May – 6 Jun
€ 47 per night
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 26 reviewsThe Spot - Luxury Living
5–12 Feb
€ 87 per night
Guest favourite
Home in Windsor
4.98 out of 5 average rating, 53 reviewsHistoric Walkerville Lux Home
21–28 Dec
€ 216 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
- Apartment rentals Windsor
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- Pet-friendly rentals Windsor
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