Holiday rentals in Windsor
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Cottage in Essex
5.0 out of 5 average rating, 121 reviewsThe Kiss n Tell - We’ll Pay the HST
26 Mar – 2 Apr
₹18,290 per night
Guest favourite
Home in Kingsville
4.99 out of 5 average rating, 182 reviewsLa Perla - Lakefront Retreat in Wine Country!
16–23 Nov
₹15,394 per night
Guest favourite
Home in Windsor
4.88 out of 5 average rating, 117 reviewsStylish South Walkerville Home w Hot-Tub & Firepit
20–27 Apr
₹12,303 per night
Superhost
Barn in Essex
4.91 out of 5 average rating, 336 reviews14th Homestead Barn Loft
18–25 Mar
₹12,599 per night
Guest favourite
Loft in Kingsville
5.0 out of 5 average rating, 228 reviewsThe Hudson Loft
23–30 Sep
₹12,437 per night
Guest favourite
Cottage in Essex
4.94 out of 5 average rating, 104 reviewsThe Hideaway
20–27 Sep
₹11,181 per night
Guest favourite
Cottage in Kingsville
4.9 out of 5 average rating, 191 reviewsLakeview Inn
12–19 Sep
₹13,243 per night
Superhost
Villa in Windsor
4.89 out of 5 average rating, 133 reviewsCheerful 4-bedroom home by the river.
3–10 Nov
₹13,224 per night
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
- Pet-friendly rentals Windsor
- Rentals with a firepit Windsor
- Loft rentals Windsor
- Rentals with lake access Windsor
- Rentals with beach access Windsor
- Rentals with breakfast Windsor
- Rentals with a patio Windsor
- Rentals with a sauna Windsor
- House rentals Windsor
- Rentals with a washing machine and dryer Windsor
- Monthly Rentals Windsor
- Rentals with a fireplace Windsor
- Rentals with a hot tub Windsor
- Waterfront rentals Windsor
- Family-friendly rentals Windsor
- Private suite rentals Windsor
- Smoking-friendly rentals Windsor
- Apartment rentals Windsor
- Rentals with pools Windsor
- Rentals with outdoor seating Windsor
- Fitness-friendly rentals Windsor
- Rentals with an EV charger Windsor
- Flat rentals Windsor
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom