Windsor Holiday Rentals from €156: Search Short-Term Rentals

Q: 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.

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Holiday Rentals in Windsor

Relax on the spacious deck with Adirondack chairs and a small table, surrounded by lush greenery and a serene garden.

"Great experience in a superb setting!"

includes taxes & fees

21 Jul - 22 Jul

Guests can dine al fresco by the water, surrounded by a mountainous landscape.

"We had a great stay. This property was perfect for our family of 4 - two adults and two young boys. We had a blast with all to do in the area. It was so close to the ski hill and National park. We got a day of downhill as well as Nordic skiing in. So friendly and easy for kids/families to rent equipment and navigate the area. We will definitely stay again. Oh! And the hot tub was a plus!"

Guests can enjoy a serene lakeside setting with a variety of trees and a recreational area.

"My family stayed at the Woodpecker while on a ski holiday for March Break and it couldn’t have been more perfect. Minutes to Mont Orford and the Sepac trails, plus my kids loved sledding and exploring on the property itself before jumping in the hot tub. It was exactly what we wanted!"

includes taxes & fees

27 Jul - 28 Jul

Relax in this serene bedroom with a large bed, nightstand, and comfortable seating area.

"Perfect place for a short stay. Nice, clean, functional and quiet. Hosts Rachel and Marcel are very nice and accommodating"

Relax in a serene outdoor setting with a hot tub and comfortable seating area.

"We found bedbugs, and the host refused to refund."

includes taxes & fees

8 Aug - 9 Aug

Relax in this inviting living area with a comfortable sofa, coffee table, and staircase leading to an upper level.

"A cute little cottage with modern decor. Very well located and close to Orford Park. It was a perfect winter weekend spot for us!"

Relax in a circular sauna with a central bench and wooden seating on either side.

"As listed"

Enjoy a functional kitchen with a central island, stainless steel appliances, and white cabinetry.

"Amazing property and incredibly well kept and spotless "

includes taxes & fees

10 Aug - 11 Aug

Stunning multi-story residence with gabled roofs, chimneys, and large windows, set amidst beautifully maintained lawns and trees.

"Great location, close to Mont Orford and Magog. Well equipped, comfortable stay. "

Enjoy swimming, boating, and scenic views in this beachside location.

"Clean, big rooms everything as described in pictures. Thx!"

Relax in a spacious room with a hot tub featuring multiple jets and a control panel, offering a serene view of the outdoor area with trees and a body of water.

"This property is clean, modern and close to amenities. We had a lovely visit and it has everything you could want. Thank you for a wonderful stay!"

Relax in a traditional sauna with a central bench and wooden seating along the walls.

"This was an amazing property. Excellent, clean, bright and spacious condo, with lots of storage space. Very well laid out!"

Relax in a serene hot tub area surrounded by lush greenery and a wooden fence.

"The cottage is functional and cute but a bit small for 5 adults. It's nice for 2/3 days."

Step out onto the balcony and enjoy the view of the surrounding neighborhood from the comfort of two Adirondack chairs.

"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."

Enjoy water activities and scenic views in a serene lakeside setting.

"Cheribourg properties are located close to Orford National park. The cottage was super clean and the comm process with the owners was flawless"

includes taxes & fees

24 Jul - 25 Jul

Relax on a lakeside dock with two Adirondack chairs.

"Well-maintained property w/beautiful view of lake & village."

Enjoy casual dining or working in this kitchen's adjacent seating area, featuring a sink and central island.

"Property was clean and well laid out. Walking distance to some great spots. Balcony was nice. "

includes taxes & fees

31 Jul - 1 Aug

Relax in a spacious interior with a glass roof, dining and socializing areas, and a comfortable seating area.

Enjoy casual dining and cooking at the central island with bar stools, offering a view of the surrounding landscape.

"Great location to ski Orford and many restaurants. The condo was perfect for our family. Everyone had space and it’s very clean and comfortable. We will love to come back. "

Relax in a serene hammock suspended between trees, surrounded by lush foliage and greenery.

"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!"

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Top Windsor Hotel Reviews

OTL Gouverneur Sherbrooke

10/10 Excellent

"This hotel was a delight. So many unexpected joys. Highly recommend!"

Motel Le Sabre

10/10 Excellent

"Points positifs : Agréablement surprise de la grandeur de la chambre, la propreté de la salle de bain et du lit confortable. Il n'y avait aucune mauvaise odeur, ce que j'ai bien apprécié. Merci pour les cafés du matin. Bien aimé y séjourner. Nous reviendrons. Points négatif : L'air climatisé était bruyant et il y avait un bruit constant dans les murs et on ne sait pas c'était quoi. Dans le bain, il devrait y avoir un tapis car c'était glissant. La porte de la salle de bain était coincée, donc c'était difficile à ouvrir et ça faisait beaucoup de bruit. "

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as €156 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 Musee de la Nature et des Sciences, 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.

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Holiday Rentals in Windsor

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Holiday Rentals in Windsor

Station Chêne Rouge

Échappée Belle Spa Orford

Woodpecker, Spa,Foyer,Bike,Ski!

Bethel peaceful countryside location 5 min from hospitals

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

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

Hôtel à la maison - La Cima

Condo Neuf! A 3 km du Mont Orford

Most Equipped! - Condo le mieux équipé - Orford QC

A favorite chalet in Orford

Chic Ibiza, SPA, Golf et Vélo, Foyer, Montagne

Hôtel à la maison - Le Fraser

Hôtel à la maison - La Petite Échappée avec spa

Condo au cœur d’Orford !

The Rustic (Mont-Orford)

Le P'tit St-François

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

Hôtel à la maison - Le Lion d'or #105

Hôtel à la maison - Les 3 sommets

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

Top Windsor Hotel Reviews

OTL Gouverneur Sherbrooke

Comfort Inn Sherbrooke

Motel Le Refuge

Hôtel Chéribourg

Gîte du Caméléon

Grand Times Hotel Sherbrooke

Motel Le Sabre

Estrimont

Manoir des Sables Hôtel & Golf

Find out more about Windsor

Frequently asked questions