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Windsor Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Windsor vacation rentals

Game room

1. Access to the river - Spa - Inground pool

Access to the river - Spa - Inground pool
Cookshire-Eaton
9.6 out of 10, Exceptional, (46 reviews)
"This place was absolutly awsom."
United States
Paulin T.
The price is AED 2,104
AED 4,353 total
includes taxes & fees
7 Sep - 8 Sep
Access to the river - Spa - Inground pool
Coffee/tea maker, fridge, microwave, oven

2. Access to the river - Spa - Inground pool

Access to the river - Spa - Inground pool
Cookshire-Eaton
8.8 out of 10, Excellent, (5 reviews)
"Bel emplacement, mais route très passante à proximité et très proche d’un bâtiment de type industriel Aucune chaises longues au bord de la piscine Chaises autour de la table extérieure peu confortables Les problèmes de SPA et de branchement aux télévisions n’étaient toujours pas réglés au moment de notre départ"
United States
Claude J.
The price is AED 1,205
AED 2,637 total
includes taxes & fees
10 Sep - 11 Sep
Access to the river - Spa - Inground pool
Dining

3. Entire unit with private Entrance in Sherbrooke

Entire unit with private Entrance in Sherbrooke
Sherbrooke
8.0 out of 10, Very Good, (1 review)
"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 248
AED 498 total
includes taxes & fees
24 Aug - 25 Aug
Entire unit with private Entrance in Sherbrooke
Triangles | Memory foam beds, individually decorated, individually furnished

4. Station Chêne Rouge

Station Chêne Rouge
2.5 star property
Hatley
9.6 out of 10, Exceptional, (100 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 280
AED 552 total
includes taxes & fees
14 Sep - 15 Sep
Station Chêne Rouge
Smart TV

5. Charming apartment in heritage home

Charming apartment in heritage home
Sherbrooke
10.0 out of 10, Exceptional, (2 reviews)
"A very quaint, quiet neighbourhood with friendly and helpful neighbours. You have a little time nearby to unload and load but the parking lot is not far - and was free overnight. The house is lovely - spacious and we appreciated having coffee for us :) The host was accessible and easy to communicate with. Please note it does have a lot of stairs to access - not an issue for us, but in case of mobility issues."
United States
Melissa P.
The price is AED 491
AED 736 total
includes taxes & fees
26 Aug - 27 Aug
Charming apartment in heritage home
Smart TV

6. Dynamite 2-Bedroom House WiFi Garage Sleeps 6

Dynamite 2-Bedroom House WiFi Garage Sleeps 6
Sherbrooke
9.4 out of 10, Exceptional, (57 reviews)
"Had a wonderful stay. Exactly as described and the host is very responsive to questions. Already booked next stay! "
United States
Tammy F.
The price is AED 525
AED 1,076 total
includes taxes & fees
24 Aug - 25 Aug
Dynamite 2-Bedroom House WiFi Garage Sleeps 6
Interior

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

Sherby LUX: Central, Parking, Renovated, Sleeps 6
Sherbrooke
9.8 out of 10, Exceptional, (8 reviews)
"clean, good amenities, and parking"
Canada
Jeff
The price is AED 419
AED 911 total
includes taxes & fees
30 Aug - 31 Aug
Sherby LUX: Central, Parking, Renovated, Sleeps 6
Smart TV

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

Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Sherbrooke
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 332
AED 755 total
includes taxes & fees
18 Aug - 19 Aug
Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Coffee/tea maker, fridge, microwave, oven

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

Sherby Prestige / King Bed / Central / Sleeps 6
Sherbrooke
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 472
AED 1,004 total
includes taxes & fees
6 Sep - 7 Sep
Sherby Prestige / King Bed / Central / Sleeps 6
Pool

10. The Royal Palace 18 people | Pool & Spa | Leisure

The Royal Palace 18 people | Pool & Spa | Leisure
Wotton
The price is AED 1,384
AED 3,247 total
includes taxes & fees
19 Aug - 20 Aug
The Royal Palace 18 people | Pool & Spa | Leisure
Beach nearby, sun loungers

11. 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 646
AED 1,202 total
includes taxes & fees
7 Sep - 8 Sep
Waterfront cottage with spa, lots of activities nearby
Dining

12. 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 484
AED 1,022 total
includes taxes & fees
13 Sep - 14 Sep
Chalet BIA - Cap au Sud
1 bedroom, premium bedding, Select Comfort beds, WiFi (free)

13. Mi-Clos

Mi-Clos
2.0 star property
Orford
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful property and the view , Great hiking close by"
Canada
Joanne
The price is AED 833
AED 958 total
includes taxes & fees
9 Sep - 10 Sep
Mi-Clos
Property grounds

14. Most Equipped! - Condo le mieux équipé - Orford QC

Most Equipped! - Condo le mieux équipé - Orford QC
Orford
10.0 out of 10, Exceptional, (26 reviews)
"2nd floor very large spacious condo , great experience great location, open kitchen , large bedrooms with good storage. "
Canada
Darrell
The price is AED 356
AED 760 total
includes taxes & fees
8 Sep - 9 Sep
Most Equipped! - Condo le mieux équipé - Orford QC
Dining

15. 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 1,130
AED 1,999 total
includes taxes & fees
8 Sep - 9 Sep
Aux Berges du Pont Suspendu - Grand Lac Brompton
Property grounds

16. 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 425
AED 1,027 total
includes taxes & fees
23 Aug - 24 Aug
The Jackrabbit (Mount Orford)
Property grounds

17. 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 411
AED 1,044 total
includes taxes & fees
16 Aug - 17 Aug
Le Cocoon 5 minutes from Mont Orford and Magog
Property grounds

18. *New* Pura-Vida, Spa, Fireplace

*New* Pura-Vida, Spa, Fireplace
Orford
9.0 out of 10, Wonderful, (2 reviews)
"Everything was perfect, very clean, well located, cozy ! "
Canada
Dany F.
*New* Pura-Vida, Spa, Fireplace
Interior

19. Magnificent Condo Au Coeur d'Orford

Magnificent Condo Au Coeur d'Orford
Orford
The price is AED 527
AED 1,107 total
includes taxes & fees
29 Aug - 30 Aug
Magnificent Condo Au Coeur d'Orford
Property grounds

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

Montagnard-SPA-Mont-Orford-SEPAQ-Wood fireplace
Orford
9.0 out of 10, Wonderful, (30 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 430
AED 924 total
includes taxes & fees
30 Aug - 31 Aug
Montagnard-SPA-Mont-Orford-SEPAQ-Wood fireplace
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

Hotel Cheribourg, an Ascend Collection Hotel

Hotel Cheribourg, an Ascend Collection Hotel

8/10 Good
"Bonne hotel pour les enfants. L'extérieur a besoin d'amour. Il y a de la construction à l'extérieur non divulgué lors de la réservatipn. Impossible de boire un café tranquille sur la terrasse dû au bruit."
Julie 4-night trip
Posted less than an hour ago
Hotel Cheribourg, an Ascend Collection Hotel

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: You might want to consider this vacation home rental near Windsor, which 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 Domaine-Howard Park. 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.