Windsor holiday rentals
We found 260 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Windsor, ON (YQG), take a look at holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a pool. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Windsor, ON (YQG)
Showing deals for:14 Nov - 21 Nov
Image gallery for Full house - 5 bed, 2 bath
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Full house - 5 bed, 2 bath
Windsor, ON
11% off
Price is AU$1,908
AU$1,908
AU$273 per night
includes taxes & fees
Image gallery for Lakeside home with 4 bedrooms and 2 baths!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Lakeside home with 4 bedrooms and 2 baths!
Amherstburg, ON
8% off
Price is AU$3,990
AU$3,990
AU$570 per night
includes taxes & fees
Image gallery for Large quiet estate property in beautiful natural surroundings.
1010 out of 10 rating
Exceptional
(6 reviews)
Large quiet estate property in beautiful natural surroundings.
LaSalle, ON
13% off
Price is AU$6,982
AU$6,982
AU$997 per night
includes taxes & fees
Image gallery for Anchor down on your private Beachfront Cottage
1010 out of 10 rating
Exceptional
(11 reviews)
Anchor down on your private Beachfront Cottage
Town of Essex, ON
7% off
Price is AU$2,683
AU$2,683
AU$383 per night
includes taxes & fees
Image gallery for 4 Bedroom Waterfront Oasis Getaway with Hot Tub
9.89.8 out of 10 rating
Exceptional
(6 reviews)
4 Bedroom Waterfront Oasis Getaway with Hot Tub
LaSalle, ON
7% off
Price is AU$2,286
AU$2,286
AU$327 per night
includes taxes & fees
Image gallery for Luxurious and Fashionable Home | Sleeps 8
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Luxurious and Fashionable Home | Sleeps 8
Windsor, ON
8% off
Price is AU$4,010
AU$4,010
AU$573 per night
includes taxes & fees
Image gallery for Lake Sawiak Waterfront Haven
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Lake Sawiak Waterfront Haven
Amherstburg, ON
8% off
Price is AU$2,253
AU$2,253
AU$322 per night
includes taxes & fees
Image gallery for Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor
Windsor, ON
8% off
Price is AU$2,336
AU$2,336
AU$334 per night
includes taxes & fees
Image gallery for Penthouse suite in heart of little Italy
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Penthouse suite in heart of little Italy
Windsor, ON
8% off
Price is AU$2,462
AU$2,462
AU$352 per night
includes taxes & fees
Image gallery for Waterfront House next to Golf Course.
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Waterfront House next to Golf Course.
Lakeshore, ON
14% off
Price is AU$2,451
AU$2,451
AU$350 per night
includes taxes & fees
Image gallery for Perfect hideaway with a hot tub and a fireplace
1010 out of 10 rating
Exceptional
(11 reviews)
Perfect hideaway with a hot tub and a fireplace
Windsor, ON
12% off
Price is AU$1,857
AU$1,857
AU$265 per night
includes taxes & fees
Image gallery for Luxury Condo Windsor/LaSalle Ontario
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Luxury Condo Windsor/LaSalle Ontario
LaSalle, ON
8% off
Price is AU$1,686
AU$1,686
AU$241 per night
includes taxes & fees
Image gallery for Beautifully renovated home in historic Walkerville.
1010 out of 10 rating
Exceptional
(22 reviews)
Beautifully renovated home in historic Walkerville.
Windsor, ON
11% off
Price is AU$1,646
AU$1,646
AU$235 per night
includes taxes & fees
Image gallery for 3 bdr cottage w/pool & hot tub-close to marina & golf course
9.69.6 out of 10 rating
Exceptional
(26 reviews)
3 bdr cottage w/pool & hot tub-close to marina & golf course
Lakeshore, ON
8% off
Price is AU$2,502
AU$2,502
AU$357 per night
includes taxes & fees
Image gallery for Luxury Escape for Professionals with high speed WiFi.
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Luxury Escape for Professionals with high speed WiFi.
Windsor, ON
6% off
Price is AU$1,339
AU$1,339
AU$191 per night
includes taxes & fees
Image gallery for Private Guest House!
1010 out of 10 rating
Exceptional
(32 reviews)
Private Guest House!
Kingsville, ON
8% off
Price is AU$1,400
AU$1,400
AU$200 per night
includes taxes & fees
Image gallery for Charming Renovated One Bedroom Apartment.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Charming Renovated One Bedroom Apartment.
Windsor, ON
15% off
Price is AU$1,041
AU$1,041
AU$149 per night
includes taxes & fees
Image gallery for LAKE Escape Retreat - Onsite Beach Dock Waterfront Boat Ramp
9.69.6 out of 10 rating
Exceptional
(24 reviews)
LAKE Escape Retreat - Onsite Beach Dock Waterfront Boat Ramp
Amherstburg, ON
8% off
Price is AU$2,625
AU$2,625
AU$375 per night
includes taxes & fees
Image gallery for Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Bright and Cozy Nest in the City 1BR near River, Swim Park, Casino & Tunnel
Windsor, ON
5% off
Price is AU$1,661
AU$1,661
AU$237 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Lake House in the Heart of Epic Wine Country
1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful Waterfront Lake House in the Heart of Epic Wine Country
Town of Essex, ON
8% off
Price is AU$2,387
AU$2,387
AU$341 per night
includes taxes & fees
Image gallery for THE ESSEX HOUSE
1010 out of 10 rating
Exceptional
(16 reviews)
THE ESSEX HOUSE
Town of Essex, ON
8% off
Price is AU$2,963
AU$2,963
AU$423 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Windsor
Private Room & Bathroom(Ensuite) in Luxury Penthouse,Windsor/Lasalle
Sleeps 2 · 1 bedroom · 1+ bathroom
2.02.0 out of 10
1 review(1 review)
3 Bedroom basement unit with free parking and wifi
Sleeps 3 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Large quiet estate property in beautiful natural surroundings.
Sleeps 12 · 6 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border
Sleeps 5 · 2 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
3 reviews(3 reviews)
Residence & Conference Centre - Windsor
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very goodvery good
384 reviews(384 reviews)
Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!
Sleeps 6 · 3 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
9 reviews(9 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value