Windsor Holiday Rentals from AU$285: 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 outdoor getaway."

includes taxes & fees

4 Aug - 5 Aug

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!"

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

"As listed"

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

"Amazing property and incredibly well kept and spotless "

includes taxes & fees

18 Aug - 19 Aug

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!"

Relax in a serene hot tub area with a bench and steps for easy access, surrounded by a peaceful ambiance.

"Super beau séjour "

includes taxes & fees

1 Sept - 2 Sept

Enjoy cooking in this well-equipped kitchen with a refrigerator, coffee maker, and stainless steel range hood.

Relax in this serene space with a sliding door leading to an outdoor area, featuring a comfortable bench and a shelving unit for your belongings.

"A beautiful condo. Everything was sparkling. Very quiet, great location - to Mt Orford and Magog. Magical."

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

11 Aug - 12 Aug

Guests can dine al fresco on the outdoor terrace overlooking the water, surrounded by mountains.

"Un endroit parfait pour des vacances en famille, bien équipé, propre, communication rapide et les photos représentent bien les lieux. J’ai adoré l’endroit, dans la nature et près de plusieurs activités dont le ski, la marche et la randonnée. "

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

"Loved our time in this cottage! Perfect place for a little weekend getaway."

Enjoy cooking in this well-lit kitchen with stainless steel appliances and a dining table for meals.

"Property was central to everything. Very comfortable, greT appliances and lots of extra supplies. Mentioned that cleaning supplies should be unscented if possible. The garage was great to have with rainy weather. "

includes taxes & fees

27 Aug - 28 Aug

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

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

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"

Enjoy dining in this stylish space with a wooden dining table, surrounded by a potted plant and modern artwork.

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!"

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!"

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Top Windsor Hotel Reviews

Quality Hotel & Suites

10/10 Excellent

"Staff friendly. Breakfast restaurant next door so friendly and pleasant, just great. Very convenient with our dog. Beds very comfortable. Place looking a bit worn."

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, 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 favourite 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 depend 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 AU$285 per night. Entering your travel dates in the search wizard might find you 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 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.

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Windsor Holiday Rentals

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Holiday Rentals in Windsor

Station Chêne Rouge

Station Chêne Rouge

Woodpecker, Spa,Foyer,Bike,Ski!

Woodpecker, Spa,Foyer,Bike,Ski!

Hôtel à la maison - La Cima

Hôtel à la maison - La Cima

Most Equipped! - Condo le mieux équipé - Orford QC

Most Equipped! - Condo le mieux équipé - Orford QC

Condo Neuf! A 3 km du Mont Orford

Condo Neuf! A 3 km du Mont Orford

Échappée Belle Spa Orford

Échappée Belle Spa Orford

Chalet BIA Foyer & Spa

Chalet BIA Foyer & Spa

Family chalet and SPA near Mont Orford

Family chalet and SPA near Mont Orford

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

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

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

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

The Jackrabbit (Mount Orford)

The Jackrabbit (Mount Orford)

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

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

Hôtel à la maison - La Petite Échappée avec spa

Hôtel à la maison - La Petite Échappée avec spa

Dynamite 2-Bedroom House WiFi Garage Sleeps 6

Dynamite 2-Bedroom House WiFi Garage Sleeps 6

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

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

Condo au cœur d’Orford !

Condo au cœur d’Orford !

The Rustic (Mont-Orford)

The Rustic (Mont-Orford)

Le Refuge-Orford+SPA 8 PeopleSEPAQ

Le Refuge-Orford+SPA 8 PeopleSEPAQ

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

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

Hôtel à la maison - Le Fraser

Hôtel à la maison - Le Fraser

Top Windsor Hotel Reviews

Quality Hotel & Suites

Find out more about Windsor

Find out more about Windsor

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Explore a world of travel with Expedia

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