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Windsor Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Windsor vacation rentals

A wooden cabin with a picnic table and a person standing by the window.

1. Station Chêne Rouge

Station Chêne Rouge
2.5 star property
Hatley
9.6 out of 10, Exceptional, (106 reviews)
"Great staff , well kept and clean property , exactly as advertised ! Loved being able to have our dog with us as well :) would definitely return ! So quiet and relaxing"
Canada
Kevin
The price is AED 268
AED 534 total
includes taxes & fees
12 Oct - 13 Oct
Station Chêne Rouge
A living room with a sofa, coffee table, and a dining table with placemats. There is a TV stand with a TV and a bookshelf with books.

2. Fully equipped apartments with 1 bedroom, onsuite in our century-old residence.

Fully equipped apartments with 1 bedroom, onsuite in our century-old residence.
Richmond
10.0 out of 10, Exceptional, (2 reviews)
"Amazing host and comfortable space. "
Canada
Paul F.
The price is AED 336
AED 484 total
includes taxes & fees
14 Oct - 15 Oct
Fully equipped apartments with 1 bedroom, onsuite in our century-old residence.
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and a coffee table.

3. Downtown Sherby: Central, Parking, King Bed, Sleeps 3

Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Le Mont-Bellevue
8.2 out of 10, Very good, (10 reviews)
"Efficient apartment for a stay close to down town Sherbrooke, where hotels can be expensive. "
Canada
Jana
The price is AED 298
AED 705 total
includes taxes & fees
21 Oct - 22 Oct
Downtown Sherby: Central, Parking, King Bed, Sleeps 3
A spacious living room with a large TV, comfortable seating, and large windows.

4. Dynamite 2-Bedroom House WiFi Garage Sleeps 6

Dynamite 2-Bedroom House WiFi Garage Sleeps 6
Le Mont-Bellevue
9.4 out of 10, Exceptional, (60 reviews)
"Clean, bright space with ample room in the bedrooms. Lovely, well-appointed bathroom. I'd definitely stay there again."
Canada
Kerry
The price is AED 438
AED 949 total
includes taxes & fees
5 Oct - 6 Oct
Dynamite 2-Bedroom House WiFi Garage Sleeps 6
A modern kitchen with a refrigerator, a dining area with a table and chairs, a potted plant, and a TV mounted on the wall.

5. Entire unit with private Entrance in Sherbrooke

Entire unit with private Entrance in Sherbrooke
Fleurimont
8.8 out of 10, Excellent, (3 reviews)
"Great location. Good connection with buses. Quiet. Nice appliances. Strong perfume fragrances which is difficult for me. Grateful to have had this apartment however. Enjoyed my stay."
United States
Dorothy Jo L.
The price is AED 243
AED 519 total
includes taxes & fees
1 Oct - 2 Oct
Entire unit with private Entrance in Sherbrooke
A wooden deck with a hot tub, string lights, and a wooden fence.

6. Chalet BIA Foyer & Spa

Chalet BIA Foyer & Spa
Asbestos
9.6 out of 10, Exceptional, (13 reviews)
The price is AED 343
AED 725 total
includes taxes & fees
1 Oct - 2 Oct
Chalet BIA Foyer & Spa
A modern house with a wooden exterior, large windows, and a stone garden.

7. Le Cleveland, Bord de l`eau, Foyer, Spa

Le Cleveland, Bord de l`eau, Foyer, Spa
Cleveland
10.0 out of 10, Exceptional, (1 review)
"We've spent 2 days in paradise. It was a splendid location, extremely quiet, and the cabin had everything you need to make your journey very special. If you like nature, that's the best place to stay in the region. The description was fairly accurate, except for a couple of things. There is only 1 bathroom, not 2 as it says on the Expedia website. When we made the reservation, the website also said 3 bedrooms (has there been an error which was then corrected ?), but there was two bedrooms, which...
Canada
Claire
The price is AED 584
AED 1,177 total
includes taxes & fees
12 Oct - 13 Oct
Le Cleveland, Bord de l`eau, Foyer, Spa
Living area

8. Charming apartment in heritage home

Charming apartment in heritage home
Le Mont-Bellevue
10.0 out of 10, Exceptional, (4 reviews)
"Cute place. Did not love the location."
United States
Nikki H.
The price is AED 419
AED 642 total
includes taxes & fees
12 Oct - 13 Oct
Charming apartment in heritage home
A modern kitchen with wooden cabinets, a dining table set for four, and a staircase leading to an upper level.

9. Chalet BIA - Cap au Sud

Chalet BIA - Cap au Sud
Saint-Rémi-de-Tingwick
10.0 out of 10, Exceptional, (2 reviews)
"Endroit agréable et paisible."
Canada
François A.
The price is AED 330
AED 819 total
includes taxes & fees
5 Oct - 6 Oct
Chalet BIA - Cap au Sud
A living room with a sofa, coffee table, and a dining table. There is a TV on a stand and a bookshelf with books.

10. Fully equipped apartment with 2 bedrooms in our century-old residence.

Fully equipped apartment with 2 bedrooms in our century-old residence.
Richmond
10.0 out of 10, Exceptional, (2 reviews)
"The Gite Richmond Inn is absolutely wonderful! Krystal makes sure everything is ok with your stay & communication was excellent & easy. The house is clean, quiet & absolutely beautiful! If you love old houses definitely stay in Richmond here."
United States
Jill B.
The price is AED 569
AED 773 total
includes taxes & fees
14 Oct - 15 Oct
Fully equipped apartment with 2 bedrooms in our century-old residence.
A cozy tented room with a bed, a lamp, and a view of the outdoors.

11. Mi-Clos

Mi-Clos
2.0 star property
Orford
10.0 out of 10, Exceptional, (29 reviews)
"Amazing stay !"
Canada
Frederik
The price is AED 936
AED 1,077 total
includes taxes & fees
15 Oct - 16 Oct
Mi-Clos
A modern kitchen with a double sink, a built-in washing machine, and a door with a panel design.

12. Sherby LUX: Central, Parking, Renovated, Sleeps 6

Sherby LUX: Central, Parking, Renovated, Sleeps 6
Le Mont-Bellevue
9.8 out of 10, Exceptional, (8 reviews)
"clean, good amenities, and parking"
Canada
Jeff
The price is AED 350
AED 809 total
includes taxes & fees
4 Oct - 5 Oct
Sherby LUX: Central, Parking, Renovated, Sleeps 6
A beach with clear blue water, sandy shore, and a forested hill in the background.

13. Waterfront cottage with spa, lots of activities nearby

Waterfront cottage with spa, lots of activities nearby
Saint-Rémi-de-Tingwick
9.0 out of 10, Wonderful, (2 reviews)
"Well-equipped and very clean home. We were very comfortable and had a wonderful stay. "
Canada
CAM Wizard, LLC
The price is AED 634
AED 1,213 total
includes taxes & fees
1 Oct - 2 Oct
Waterfront cottage with spa, lots of activities nearby
A snow-covered outdoor area with a wooden deck, a hot tub, and a wooden structure with benches.

14. The Jackrabbit (Mount Orford)

The Jackrabbit (Mount Orford)
Orford
8.8 out of 10, Excellent, (12 reviews)
"We spent Easter at the Jackrabbit and had a wonderful stay! We really enjoyed the area which was great for our multigenerational family and dog. The chalet is very nice and comfortable. It had everything we needed. We especially loved watching the neighbourhood from the dinning area (as did our dog). We talked about going back in a different season."
Canada
Zara M.
The price is AED 362
AED 925 total
includes taxes & fees
18 Oct - 19 Oct
The Jackrabbit (Mount Orford)
A snow-covered outdoor area with a wooden deck, a hot tub, and a wooden structure with benches.

15. Le Cocoon 5 minutes from Mont Orford and Magog

Le Cocoon 5 minutes from Mont Orford and Magog
Orford
8.4 out of 10, Very good, (11 reviews)
"10 mins from mont orford, close to other hills.Comfortable, quiet, peaceful location. No TV channels available however"
Canada
steve b.
The price is AED 362
AED 961 total
includes taxes & fees
18 Oct - 19 Oct
Le Cocoon 5 minutes from Mont Orford and Magog
A snow-covered outdoor area with a wooden deck, a hot tub, and a wooden structure with benches.

16. Montagnard-SPA-Mont-Orford-SEPAQ-Wood fireplace

Montagnard-SPA-Mont-Orford-SEPAQ-Wood fireplace
Orford
9.0 out of 10, Wonderful, (31 reviews)
"Perfect location minutes from the ski hill and from shopping. Hot tub was a great way to relax after a hard day skiing. All amenities in the chalet were exactly as specified and more. "
Canada
Patrick M.
The price is AED 308
AED 751 total
includes taxes & fees
25 Oct - 26 Oct
Montagnard-SPA-Mont-Orford-SEPAQ-Wood fireplace
Interior

17. Magnificent Condo Au Coeur d'Orford

Magnificent Condo Au Coeur d'Orford
Orford
8.0 out of 10, Very good, (1 review)
"Très tranquille."
United States
Eugénie P.
The price is AED 388
AED 917 total
includes taxes & fees
29 Oct - 30 Oct
Magnificent Condo Au Coeur d'Orford
A dining table set for four with a view of a lake and hills.

18. Aux Berges du Pont Suspendu - Grand Lac Brompton

Aux Berges du Pont Suspendu - Grand Lac Brompton
Saint-Denis-de-Brompton
9.8 out of 10, Exceptional, (8 reviews)
"We had a great time at this property. The island was a fun place for hors d'oeuvres, we enjoyed the hot tub and comfortable living space. The surrounding area was quiet and the property has beautiful views. We would certainly return again!"
United States
Alexandra D.
The price is AED 1,229
AED 2,121 total
includes taxes & fees
19 Oct - 20 Oct
Aux Berges du Pont Suspendu - Grand Lac Brompton
A hot spring with steam rising from the water, surrounded by wooden beams and a view of trees through a window.

19. Le Vivaldi SPA Mont Orford SEPAQ

Le Vivaldi SPA Mont Orford SEPAQ
Orford
9.2 out of 10, Wonderful, (12 reviews)
"Nice cottage really well situated and easy communication with owner."
United States
Christian B.
The price is AED 339
AED 897 total
includes taxes & fees
28 Oct - 29 Oct
Le Vivaldi SPA Mont Orford SEPAQ
A modern kitchen with white cabinets, a stainless steel stove, and a hexagonal backsplash.

20. Sherby Prestige / King Bed / Central / Sleeps 6

Sherby Prestige / King Bed / Central / Sleeps 6
Le Mont-Bellevue
8.4 out of 10, Very good, (26 reviews)
"Clean, cozy and close to all amenities. A great place to stay on a cold weather inter night!"
United States
Bill D.
The price is AED 463
AED 998 total
includes taxes & fees
28 Oct - 29 Oct
Sherby Prestige / King Bed / Central / Sleeps 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Hôtellerie Jardins de Ville

Hôtellerie Jardins de Ville

8/10 Good
"Chambre propre mais avec une odeur d’humidité provenant du rideau de douche. La cour est en très mauvaise état. Bien que dans la description des commodites sur ce site il est mention d’un restaurant, il n’y en a pas. Bon rapport qualité/prix"
Carole 1-night trip
Posted less than an hour ago
Hôtellerie Jardins de Ville

Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we give you a choice of vacation rentals near popular local attractions in Windsor, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Windsor has to offer?

Condo 2 Bedrooms Jardin des Sables: Visitors like this Windsor vacation home rental. It is located next to a golf course and has a fireplace, a private balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

What’s there to see and do in Windsor?

While exploring the area, visit family-friendly sights like Multigolf Sherbrooke, or get outside and enjoy nature at Magog River Gorge. In the larger area, you’ll find le Parc Historique de la Poudriere de Windsor and Sherbrooke Exhibition Center.

What’s a vacation rental in Windsor like?

Vacation rentals are privately owned properties you can book for a long or short time in Windsor. Vacation rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.