Windsor Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Holiday Rentals in Windsor

Our top choices for Windsor holiday rentals

Station Chêne Rouge
Terrace/patio

Station Chêne Rouge

2.5 star property
9.8 out of 10, Exceptional, (82)
"Great outdoor getaway."
The price is HK$817
HK$1,445 total
includes taxes & fees
2 Sept - 3 Sept
Station Chêne Rouge
Most Equipped! - Condo le mieux équipé - Orford QC
Exterior

Most Equipped! - Condo le mieux équipé - Orford QC

10.0 out of 10, Exceptional, (15)
"Great location, close to Mont Orford and Magog. Well equipped, comfortable stay. "
Most Equipped! - Condo le mieux équipé - Orford QC
Woodpecker, Spa,Foyer,Bike,Ski!
Beach

Woodpecker, Spa,Foyer,Bike,Ski!

10.0 out of 10, Exceptional, (23)
"Beautiful place to relax, with a spa and outdoor fireplace. Well equiped kitchen. It's our second time to stay there and will for sure book another stay. "
Woodpecker, Spa,Foyer,Bike,Ski!
Échappée Belle Spa Orford
Outdoor dining

Échappée Belle Spa Orford

9.0 out of 10, Wonderful, (16)
"Despite the rainy weather, the chalet is well situated for exploring the region - Magog, Knowlton, St Benoit du Lac , Sherbrooke Very comfortable beds, lovely shower and well equipped kitchen . "
Échappée Belle Spa Orford
Spacious 3 bedroom condo in the heart of Mount Orford's nature
Smart TV, fireplace

Spacious 3 bedroom condo in the heart of Mount Orford's nature

10.0 out of 10, Exceptional, (5)
Spacious 3 bedroom condo in the heart of Mount Orford's nature
Magnifique Chalet sur le Bord de L'eau à 20 Minutes du Mont Orford et Magog
Property grounds

Magnifique Chalet sur le Bord de L'eau à 20 Minutes du Mont Orford et Magog

10.0 out of 10, Exceptional, (6)
"We spent 3 wonderful days at Amelie and Patrick’s chalet on Lac Magog. We were in town from Calgary visiting my family in the area. We enjoyed the beautiful chalet and all the great amenities (hot tub, kayaks, pool table to name a few). The chalet is situated on a beautiful lakeside setting with fantastic views. We enjoyed the sun on the dock and the refreshing lake. The chalet was spacious and well equipped for our family. We highly recommend this chalet!"
Magnifique Chalet sur le Bord de L'eau à 20 Minutes du Mont Orford et Magog
Le Havre Gris, a spacious private room for relaxing or working
Exterior

Le Havre Gris, a spacious private room for relaxing or working

10.0 out of 10, Exceptional, (6)
"It was perfect for my needs while visiting my elderly mother."
Le Havre Gris, a spacious private room for relaxing or working
The Jackrabbit (Mount Orford)
Outdoor dining

The Jackrabbit (Mount Orford)

9.0 out of 10, Wonderful, (9)
"Nous avons été déçus par la propreté du chalet. Le ménage semble être fait en surface et il manquait certains accessoires de cuisine : spatule pour le BBQ, mitaines de four, essui tout, papier aluminium, etc. Pour ce qui est de lair climatisé, il y en a seulement dans l'une des chambres à l'étage donc il fait chaud dans les 2 autres chambres. Nous avons apprécié la tranquillité de la place et le parc national de Orford est a environ 10 minutes, ce qui est attrayant ! "
The Jackrabbit (Mount Orford)
À 5 minutes du Mont-Orford ! Avec accès au lac !
Smart TV, fireplace, books

À 5 minutes du Mont-Orford ! Avec accès au lac !

9.4 out of 10, Exceptional, (14)
"Nice and quiet place. Well equipped venue. The host is welcoming and caring. I would love to come back."
À 5 minutes du Mont-Orford ! Avec accès au lac !
Cottage next to National Park, lakes, ski resort and so much more!
Property grounds

Cottage next to National Park, lakes, ski resort and so much more!

9.4 out of 10, Exceptional, (21)
"We had an awesome trip and loved the chalet. The place had an amazing vibe, lots of space, the driveway was plowed and our proximity to the hill was great.5 stars, we hope to come back!"
Cottage next to National Park, lakes, ski resort and so much more!
Private Cottage near Magog , Mont Orford & Lake Memphremagog
Exterior

Private Cottage near Magog , Mont Orford & Lake Memphremagog

9.6 out of 10, Exceptional, (22)
"Perfect location for visiting the Eastern Townships. Great place, exactly as advertised."
Private Cottage near Magog , Mont Orford & Lake Memphremagog
The Rustic (Mont-Orford)
Beach

The Rustic (Mont-Orford)

8.8 out of 10, Excellent, (6)
"Cheribourg properties are located close to Orford National park. The cottage was super clean and the comm process with the owners was flawless"
The Rustic (Mont-Orford)
Chalet BIA Foyer & Spa
Outdoor spa tub

Chalet BIA Foyer & Spa

10.0 out of 10, Exceptional, (4)
"Super beau séjour "
The price is HK$694
HK$1,496 total
includes taxes & fees
4 Sept - 5 Sept
Chalet BIA Foyer & Spa
Mount Orford - Spa - Neptune
Outdoor spa tub

Mount Orford - Spa - Neptune

9.0 out of 10, Wonderful, (22)
"Great property with a very well furnished kitchen."
Mount Orford - Spa - Neptune
Paradise 2, Gorgeous and cozy cottage, perfect for getaways. 2 minutes away from Mount Orford
TV

Paradise 2, Gorgeous and cozy cottage, perfect for getaways. 2 minutes away from Mount Orford

9.8 out of 10, Exceptional, (43)
"A cute little cottage with modern decor. Very well located and close to Orford Park. It was a perfect winter weekend spot for us!"
Paradise 2, Gorgeous and cozy cottage, perfect for getaways. 2 minutes away from Mount Orford
Downtown Sherby: Central, Parking, King Bed, Sleeps 3
Interior

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

9.0 out of 10, Wonderful, (4)
"Property was clean and well laid out. Walking distance to some great spots. Balcony was nice. "
The price is HK$564
HK$1,428 total
includes taxes & fees
3 Sept - 4 Sept
Downtown Sherby: Central, Parking, King Bed, Sleeps 3
A favorite chalet in Orford
Beach

A favorite chalet in Orford

9.6 out of 10, Exceptional, (22)
"Clean, big rooms everything as described in pictures. Thx!"
A favorite chalet in Orford
Chalet Aventure Orford - Cozy condo in beautiful Orford - WiFi, AC, fireplace
Dining

Chalet Aventure Orford - Cozy condo in beautiful Orford - WiFi, AC, fireplace

10.0 out of 10, Exceptional, (10)
"Florence's chalets are cozy, accomodating, with every amenity one could hope for. My personal favorite was the coffee and tea station, it was the perfect way to start mornings."
Chalet Aventure Orford - Cozy condo in beautiful Orford - WiFi, AC, fireplace
Condo au cœur d’Orford !
Interior

Condo au cœur d’Orford !

9.6 out of 10, Exceptional, (7)
"We had a great weekend at this condo. After a few days of challenging hikes, we loved relaxing in the late afternoon sun facing Mont Orford on the balcony. The condo is very well equipped and Gabriel made sure we had everything we needed. We would definitely return the next time we are in the area."
Condo au cœur d’Orford !
Family chalet and SPA near Mont Orford
Fridge, microwave, oven, stovetop

Family chalet and SPA near Mont Orford

9.8 out of 10, Exceptional, (7)
Family chalet and SPA near Mont Orford
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

Find out more about Windsor

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 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?

Woodpecker, Spa,Foyer,Bike,Ski!: This holiday home rental outside of Windsor is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

What’s there to see and do in Windsor?

While exploring the area, visit family-friendly sights like Harmonie-Nature Blueberry Farm, or get outside and enjoy nature at Jacques-Cartier Park. 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.