Windsor Holiday Rentals from €121: Search Short-Term Rentals

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

Dynamite 2-Bedroom House WiFi Garage Sleeps 6 : This holiday home rental outside of Windsor 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Windsor holiday rentals

Station Chêne Rouge

Hatley

Sharon

includes taxes & fees

23 Apr - 24 Apr

Dynamite 2-Bedroom House WiFi Garage Sleeps 6

Sherbrooke

Paul O.

includes taxes & fees

16 Apr - 17 Apr

Fully equipped apartment with 2 bedrooms in our century-old residence.

Richmond

Cyril A.

4 bedrooms, iron/ironing board, WiFi, bed sheets

Manoir Hunting 1869

Waterville

includes taxes & fees

22 Apr - 23 Apr

Entire unit with private Entrance in Sherbrooke

Sherbrooke

includes taxes & fees

22 Apr - 23 Apr

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

Richmond

Paul F.

Waterfront cottage with spa, lots of activities nearby

Saint-Rémi-de-Tingwick

includes taxes & fees

20 Apr - 21 Apr

Sherby LUX: Central, Parking, Renovated, Sleeps 6

Sherbrooke

Thomas

includes taxes & fees

12 Apr - 13 Apr

View all properties

Find holiday rentals that suit your style

Chalets

Apartments

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

Au Sommet du Lac Magog

8/10 Good

"Very Small rooms. Difficult furnishings. First and foremost - the rooms are VERY small. Yes, big enough for a king bed, but: - No work desk. Instead there is a small round high table with 2 stools. Very difficult to do any work here. - Small closet cabinet takes space from the room. No luggage stand. - Shower cabinet is so small that I had to open the door to pick up my soap (not enough room to bend over!) - Amenities (coffee, tissues, toilet paper, soap, etc.) were all bargain-basement quality. Other issues: - The parking lot is not paved. While this may not be an issue in mid-winter, it definitely is in muddy April. - All the rooms are on the 2nd floor, and there is no elevator. A real problem if you have heavy luggage (or a bad back). - The hotel is very close to an active train track, near a level crossing. Woken up twice overnight by the VERY loud train horns. HOWEVER, the restaurant is excellent."

Grand Times Hotel Sherbrooke

6/10 Okay

"Way too expensive for what was on offer at the hotel. Hotel was clean, staff were nice, location is pretty good but the hotel has basically zero services. The bar is run by the same person who handles the front desk! Conclude what you want from that statement. You have to pay 12$ for parking! This is not Montreal or Toronto. They have a huge parking lot so obviously they're not charging because there's a shortage. The "queen" size bed is definitely not queen, it's a double or a weird size slightly larger than a double. My own bed at home is a queen and it's much bigger. They don't even offer a bottle of water. There's a bottle in the room but it'll cost you $4 if you open it. The coffee service in the room is kinda pathetic and there's no tea. You have to go to the front desk to get tea bags! The TV is not a smart TV! All this sounds like nit picking but if you're spending over $300 a night in low season you expect more. "

Quality Hotel & Suites

4/10 Poor

"I don’t think we will be staying here again. PROS The staff is ok and the restaurant convenience for breakfast is fantastic. The bed is super comfortable. The location was great for us. CONS We stayed on the bottom floor where there is a driveway for a private residence out our window. We could either close the blackout curtains or have them wide open where they could see inside our room. Some sort of sheer curtain would have been nice to let light in. The lights are dim so it was very dark in our room. The shower head was a bit loose and half the jets were clogged. The fridge froze our food. The worst thing is we discovered that the outside door in the back wasn’t locked. Anyone could get in. "

Hôtel Val-des-Sources

8/10 Good

"Everything was great!!. the only problem i had was with the ev charging ,there is only one charger and well we are in Quebec, so don’t expect anyone to listen to the rules .they made sure to make you aware that there’s only one at the entrance and ask you to be respectful of other patrons, but i showed up at 8pm and the same car was still plugged in at 10am ,even tho it was charged at 2am .i know cause i checked every 2 hours because i needed it . There is however a supercharger 2 minutes away "

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 €121 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?

Dynamite 2-Bedroom House WiFi Garage Sleeps 6: This holiday home rental outside of Windsor 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 Lucien-Blanchard 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates