Windsor Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Windsor vacation rentals

Smart TV

Dynamite 2-Bedroom House WiFi Garage Sleeps 6

Dynamite 2-Bedroom House WiFi Garage Sleeps 6
Sherbrooke
9.4 out of 10, Exceptional, (49 reviews)
"A very enjoyable stay in this great house. Everything we needed was provided.We would happily stay here again."
United Kingdom
Paul O.
The price is ￥14,302
￥34,546 total
includes taxes & fees
Feb 25 - Feb 26
Dynamite 2-Bedroom House WiFi Garage Sleeps 6

Chalet BIA Foyer & Spa

Chalet BIA Foyer & Spa
Asbestos
9.6 out of 10, Exceptional, (7 reviews)
"Le chalet était impeccable Et super propre Décoration avec goût 5etoiles"
Canada
Michel
The price is ￥13,246
￥29,122 total
includes taxes & fees
Feb 25 - Feb 26
Chalet BIA Foyer & Spa
Exterior detail

Entire unit with private Entrance in Sherbrooke

Entire unit with private Entrance in Sherbrooke
Sherbrooke
The price is ￥10,050
￥20,529 total
includes taxes & fees
Feb 26 - Feb 27
Entire unit with private Entrance in Sherbrooke

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 ￥14,974
￥36,566 total
includes taxes & fees
Feb 25 - Feb 26
Chalet BIA - Cap au Sud
Beach nearby, sun loungers

Waterfront cottage with spa, lots of activities nearby

Waterfront cottage with spa, lots of activities nearby
Saint-Rémi-de-Tingwick
The price is ￥25,408
￥48,413 total
includes taxes & fees
Mar 8 - Mar 9
Waterfront cottage with spa, lots of activities nearby
Smart TV, fireplace, DVD player, books

Fully equipped apartment with 1 bedroom in our century-old residence.

Fully equipped apartment with 1 bedroom in our century-old residence.
Richmond
10.0 out of 10, Exceptional, (1 review)
"Amazing host and comfortable space. "
Canada
Paul F.
The price is ￥14,680
￥20,974 total
includes taxes & fees
Feb 25 - Feb 26
Fully equipped apartment with 1 bedroom in our century-old residence.
Interior

Sherby LUX: Central, Parking, Renovated, Sleeps 6

Sherby LUX: Central, Parking, Renovated, Sleeps 6
Sherbrooke
9.8 out of 10, Exceptional, (6 reviews)
"Very nice property"
Canada
Thomas
The price is ￥15,262
￥34,911 total
includes taxes & fees
Feb 25 - Feb 26
Sherby LUX: Central, Parking, Renovated, Sleeps 6
4 bedrooms, iron/ironing board, WiFi, bed sheets

Manoir Hunting 1869

Manoir Hunting 1869
Waterville
The price is ￥32,466
￥63,638 total
includes taxes & fees
Feb 26 - Feb 27
Manoir Hunting 1869
Interior

Mount Orford - Spa - Neptune

Mount Orford - Spa - Neptune
Orford
9.0 out of 10, Wonderful, (25 reviews)
"Great property with a very well furnished kitchen."
United States
Patrick D.
The price is ￥51,268
￥100,185 total
includes taxes & fees
Mar 4 - Mar 5
Mount Orford - Spa - Neptune
Living area

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, (1 review)
"Merci"
Canada
Cyril A.
The price is ￥24,844
￥33,200 total
includes taxes & fees
Feb 25 - Feb 26
Fully equipped apartment with 2 bedrooms in our century-old residence.
Smart TV

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

Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Sherbrooke
9.0 out of 10, Wonderful, (6 reviews)
"Efficient apartment for a stay close to down town Sherbrooke, where hotels can be expensive. "
Canada
Jana
The price is ￥9,503
￥26,370 total
includes taxes & fees
Feb 26 - Feb 27
Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Fridge, microwave, oven, stovetop

Sherby Prestige / King Bed / Central / Sleeps 6

Sherby Prestige / King Bed / Central / Sleeps 6
Sherbrooke
8.6 out of 10, Excellent, (24 reviews)
" Very clean and comfortable- close to all amenities. We would definitely stay here again!Thank you "
Canada
Ryan S.
The price is ￥17,176
￥38,097 total
includes taxes & fees
Mar 22 - Mar 23
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Grand Times Hotel Sherbrooke

Grand Times Hotel Sherbrooke

10/10 Excellent
"Appreciate the cleanliness of the hotel! Very easy check-in!"
Dany 1-night trip
Posted 1 day ago
Grand Times Hotel Sherbrooke

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:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

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

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?

Dynamite 2-Bedroom House WiFi Garage Sleeps 6: Visitors like this Windsor vacation home rental. It is located in the mountains and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Windsor?

While exploring the area, visit family-friendly sights like Musee de la Nature et des Sciences, or get outside and enjoy nature at Jacques-Cartier 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.