Holiday houses 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
Guest suite in Windsor
4.92 out of 5 average rating, 105 reviewsCovid Clean 2 bdrm Entire Lower Level Sport Themed
30 Sep – 7 Oct
$128 NZD per night
Guest favourite
Home in Windsor
4.89 out of 5 average rating, 183 reviewsStunning Top Tier Modern Home Is Ready To Host You
9–16 Jan
$290 NZD per night
Guest favourite
Home in Kingsville
4.99 out of 5 average rating, 182 reviewsLa Perla - Lakefront Retreat in Wine Country!
18–25 Nov
$376 NZD per night
Guest favourite
Loft in Kingsville
5.0 out of 5 average rating, 228 reviewsThe Hudson Loft
3–10 Sep
$280 NZD per night
Guest favourite
Guesthouse in Kingsville
4.96 out of 5 average rating, 217 reviewsCozy Kingsville Country Guest House
15–22 Aug
$201 NZD per night
Superhost
Barn in Essex
4.91 out of 5 average rating, 336 reviews14th Homestead Barn Loft
27 Jul – 3 Aug
$294 NZD per night
Superhost
Villa in Windsor
4.9 out of 5 average rating, 134 reviewsCheerful 4-bedroom home by the river.
1–8 Nov
$325 NZD per night
Guest favourite
Home in Windsor
4.87 out of 5 average rating, 193 reviewsYear Round Hot Tub, Walkerville Charm Home
22–29 Nov
$337 NZD 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
- Apartment 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
- Kid-friendly rentals Windsor
- Private suite rentals Windsor
- Smoking-friendly rentals Windsor
- Rentals with a fire pit Windsor
- Pet-friendly rentals Windsor
- Condo rentals Windsor
- House rentals Windsor
- Loft rentals Windsor
- Rentals with a hot tub Windsor
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