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Windsor Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Windsor holiday rentals

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.

1. 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 HK$728
HK$1,047 total
includes taxes & fees
27 Oct - 28 Oct
Fully equipped apartments with 1 bedroom, onsuite in our century-old residence.
A living room with a sofa, coffee table, and a dining table. There is a TV on a stand and a bookshelf with books.

2. 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 HK$1,232
HK$1,666 total
includes taxes & fees
27 Oct - 28 Oct
Fully equipped apartment with 2 bedrooms in our century-old residence.
A wooden cabin with a picnic table and a person standing by the window.

3. Station Chêne Rouge

Station Chêne Rouge
2.5 star property
Hatley
9.6 out of 10, Exceptional, (112 reviews)
"Very relaxing place. Everything was perfect"
Canada
Marie-Soleil
Station Chêne Rouge
A modern kitchen with a refrigerator, a dining area with a table and chairs, a potted plant, and a TV mounted on the wall.

4. Entire unit with private Entrance in Sherbrooke

Entire unit with private Entrance in Sherbrooke
Fleurimont
8.0 out of 10, Very good, (4 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 HK$554
HK$1,156 total
includes taxes & fees
26 Nov - 27 Nov
Entire unit with private Entrance in Sherbrooke
A cozy tented room with a bed, a lamp, and a view of the outdoors.

5. Mi-Clos

Mi-Clos
2.0 star property
Orford
10.0 out of 10, Exceptional, (30 reviews)
"Amazing stay !"
Canada
Frederik
The price is HK$1,606
HK$1,846 total
includes taxes & fees
29 Oct - 30 Oct
Mi-Clos
A spacious living room with a large TV, comfortable seating, and large windows.

6. 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 HK$1,115
HK$2,208 total
includes taxes & fees
5 Nov - 6 Nov
Dynamite 2-Bedroom House WiFi Garage Sleeps 6
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and a coffee table.

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

Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Le Mont-Bellevue
8.4 out of 10, Very good, (11 reviews)
"Efficient apartment for a stay close to down town Sherbrooke, where hotels can be expensive. "
Canada
Jana
The price is HK$557
HK$1,416 total
includes taxes & fees
4 Nov - 5 Nov
Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Living area

8. Charming Apartment in a Historic Building

Charming Apartment in a Historic Building
Le Mont-Bellevue
9.6 out of 10, Exceptional, (5 reviews)
"La communication s’est très bien passé avec les hôtes. L’arrivée était surprenante. Il faut montrer deux étages d’escalier extérieurs. Les lumières automatiques ne sont pas bien réglées dans le sens où il faut déjà avoir les pieds sur les marches pour que ça s’allume. Une fois en haut, il est difficile de faire le code parce qu’il n’y a plus d’éclairage. Bel appartement quoique un peu cher. Cuisine fonctionnel, lits confortables et salon cosy. Les lieux étaient propres. Je recommande...
Canada
Lorraine
The price is HK$907
HK$1,389 total
includes taxes & fees
4 Nov - 5 Nov
Charming Apartment in a Historic Building
A wooden deck with a hot tub, string lights, and a wooden fence.

9. Chalet BIA Foyer & Spa

Chalet BIA Foyer & Spa
Asbestos
9.6 out of 10, Exceptional, (13 reviews)
"Très bien et très convivial. Très propre "
Canada
Patrick
The price is HK$743
HK$1,569 total
includes taxes & fees
1 Nov - 2 Nov
Chalet BIA Foyer & Spa
A modern kitchen with a double sink, a built-in washing machine, and a door with a panel design.

10. 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 HK$757
HK$1,757 total
includes taxes & fees
1 Nov - 2 Nov
Sherby LUX: Central, Parking, Renovated, Sleeps 6
A modern kitchen with wooden cabinets, a dining table set for four, and a staircase leading to an upper level.

11. 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 HK$800
HK$1,888 total
includes taxes & fees
27 Oct - 28 Oct
Chalet BIA - Cap au Sud
A modern kitchen with white cabinets, a stainless steel stove, and a hexagonal backsplash.

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

Sherby Prestige / King Bed / Central / Sleeps 6
Le Mont-Bellevue
8.4 out of 10, Very good, (28 reviews)
"The place is really clean but the neighborhood is special, let say that people were screaming outside until 3-4am. There's also a constant water sound in the bedrooms coming from the water heating system. Bring earplugs."
Canada
Maxime
The price is HK$852
HK$1,961 total
includes taxes & fees
30 Oct - 31 Oct
Sherby Prestige / King Bed / Central / Sleeps 6
A snow-covered outdoor area with a wooden deck, a hot tub, and a wooden structure with benches.

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

Montagnard-SPA-Mont-Orford-SEPAQ-Wood fireplace
Orford
9.0 out of 10, Wonderful, (31 reviews)
"Lovely time with our dogs in a lovely, peaceful, and perfectly located chalet. Quiet, close to Magog, cute coffee places, i fully recommend !"
Canada
Priscilla G.
The price is HK$715
HK$1,695 total
includes taxes & fees
5 Nov - 6 Nov
Montagnard-SPA-Mont-Orford-SEPAQ-Wood fireplace
A dining table set for four with a view of a lake and hills.

14. 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 HK$2,803
HK$5,071 total
includes taxes & fees
3 Nov - 4 Nov
Aux Berges du Pont Suspendu - Grand Lac Brompton
A snow-covered outdoor area with a hot tub surrounded by trees.

15. *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.
The price is HK$709
HK$1,771 total
includes taxes & fees
4 Nov - 5 Nov
*New* Pura-Vida, Spa, Fireplace
Interior

16. Magnificent Condo in Au Coeur d'Orford

Magnificent Condo in Au Coeur d'Orford
Orford
8.0 out of 10, Very good, (1 review)
"Très tranquille."
United States
Eugénie P.
The price is HK$840
HK$1,985 total
includes taxes & fees
27 Oct - 28 Oct
Magnificent Condo in Au Coeur d'Orford
A snow-covered outdoor area with a wooden deck, a hot tub, and a wooden structure with benches.

17. 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 HK$690
HK$1,890 total
includes taxes & fees
1 Nov - 2 Nov
The Jackrabbit (Mount Orford)
A hot spring with steam rising from the water, surrounded by wooden beams and a view of trees through a window.

18. 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 HK$746
HK$1,970 total
includes taxes & fees
28 Oct - 29 Oct
Le Vivaldi SPA Mont Orford SEPAQ
A large white building with a metal roof, situated next to a calm body of water and surrounded by trees.

19. 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 HK$1,568
HK$4,159 total
includes taxes & fees
27 Oct - 28 Oct
Access to the river - Spa - Inground pool
A spacious living room with a pool table, a sofa set, a television, and a large window offering a view of the outdoors.

20. Access to the river - Spa - Inground pool

Access to the river - Spa - Inground pool
Cookshire-Eaton
9.6 out of 10, Exceptional, (47 reviews)
"This place was absolutly awsom."
United States
Paulin T.
The price is HK$3,153
HK$7,398 total
includes taxes & fees
29 Oct - 30 Oct
Access to the river - Spa - Inground pool
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

Manoir Des Sables, an Ascend Collection Hotel

Manoir Des Sables, an Ascend Collection Hotel

8/10 Good
"Très bien"
Natalie 1-night trip
Posted 7 hours ago
Manoir Des Sables, an Ascend Collection Hotel

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

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Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Are there holiday rentals in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

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

Condo 2 Bedrooms Jardin des Sables: This holiday home rental outside of Windsor 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 wider area, you’ll find le Parc Historique de la Poudriere de Windsor and Sherbrooke Exhibition Center.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals offer extras such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.