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
4.92 out of 5 average rating, 84 reviews"The Oasis" a Walkerville dream / 2 Bed - 1 Bath
30 May – 6 Jun
$122 SGD per night
Guest favourite
Flat in Windsor
4.95 out of 5 average rating, 55 reviewsThe Boho Oasis: Studio Apartment
10–17 Mar
$108 SGD 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
$55 SGD per night
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 26 reviewsThe Spot - Luxury Living
25 Mar – 1 Apr
$100 SGD per night
Guest favourite
Home in Windsor
4.98 out of 5 average rating, 52 reviewsHistoric Walkerville Lux Home
26 Sep – 3 Oct
$263 SGD per night
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 14 reviewsCozy home with parking - near Met Hospital
13–20 Jun
$142 SGD per night
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 35 reviewsLight House View
17–24 Jan
$179 SGD per night
Guest favourite
Home in Windsor
5.0 out of 5 average rating, 26 reviewsBright & Cozy 2BDR + 1BTH in Walkerville
14–21 Dec
$164 SGD 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
- Loft rentals Windsor
- Rentals with a sauna Windsor
- Pet-friendly rentals Windsor
- Rentals with a hot tub Windsor
- Rentals with breakfast Windsor
- Rentals with a firepit Windsor
- Rentals with lake access Windsor
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- Monthly Rentals Windsor
- Rentals with a patio Windsor
- Waterfront rentals Windsor
- Rentals with a washing machine and dryer Windsor
- Family-friendly rentals Windsor
- Private suite rentals Windsor
- Smoking-friendly rentals Windsor
- Fitness-friendly rentals Windsor
- Rentals with an EV charger Windsor
- Rentals with a fireplace Windsor
- Rentals with pools Windsor
- Rentals with outdoor seating Windsor
- Flat rentals Windsor
- Apartment rentals Windsor
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