Holiday Rentals in Windsor

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Holiday Rentals in Windsor

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Walkerville
9.0 out of 10, Wonderful, (11)
"My car got broken into during the night but great stay besides that "
United States
Katie W.
The price is €199
includes taxes & fees
7 Dec - 8 Dec
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Access to the beach and riverside trail.

Sandwich
9.6 out of 10, Exceptional, (14)
"Great location, clean and comfortable unit. Would stay again! "
Canada
Nadia C.
Access to the beach and riverside trail.

Cozy comfort lower level unit

Roseland
9.8 out of 10, Exceptional, (9)
"We enjoyed our stay very much."
Canada
Amanda
The price is €103
includes taxes & fees
11 Dec - 12 Dec
Cozy comfort lower level unit

The Hipster House

Walkerville
9.6 out of 10, Exceptional, (23)
"Our stay was amazing. The host was very attentive and kind. Perfect house for a group of people to comfortably enjoy without feeling cramped."
United States
Isabella J.
The Hipster House

Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

Devonshire
8.8 out of 10, Excellent, (5)
"This stay exceeded our expectations. Would definitely recommend."
Canada
Natalie
The price is €124
includes taxes & fees
28 Nov - 29 Nov
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

Windsor Manor

4.0 star property
City Centre
The price is €260
includes taxes & fees
23 Nov - 24 Nov
Windsor Manor

Penthouse suite in heart of little Italy

Walkerville
8.0 out of 10, Very good, (10)
"Nice place. "
United States
Phillip G.
The price is €244
includes taxes & fees
24 Nov - 25 Nov
Penthouse suite in heart of little Italy

GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ

4.5 star property
Walkerville
7.4 out of 10, Good, (11)
"Excellent Accommodations highly recommended."
Canada
michael
GLOBALSTAY. Unique New Townhomes for 16 Guests. HOT TUB, BBQ

Centrally located 3BDRM home in CityCore!

Downtown Windsor
Centrally located 3BDRM home in CityCore!

Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space

Bridgeview
9.0 out of 10, Wonderful, (18)
"A good Greek restaurant in the next block and a great water park across the street for kids "
Canada
Holly
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space

Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi

East Riverside
9.4 out of 10, Exceptional, (3)
"I was in town to visit family so this location was great"
United States
nancy K.
The price is €180
includes taxes & fees
23 Nov - 24 Nov
Cozy 2 Bdrm, Lounge w/fpl, Kitchenette, TV, Wi-Fi

Modern Spacious 1 bedroom and a den home (Lower Unit)

Roseland
8.4 out of 10, Very good, (6)
"was a great property and location"
United States
Ava C.
The price is €268
includes taxes & fees
20 Nov - 21 Nov
Modern Spacious 1 bedroom and a den home (Lower Unit)

Luxurious and Fashionable Home | Sleeps 8

Walkerville
9.8 out of 10, Exceptional, (16)
"Property was convenient to the Ambassador Golf Course where we had a family member competing in a PGA event- Walking distance to several nice places to eat- Plenty of bedrooms"
United States
Collins C.
Luxurious and Fashionable Home | Sleeps 8

Min to DT/USA - Luxurious House - 4bed-2bath

Bridgeview
9.6 out of 10, Exceptional, (8)
"Great property for family visit. Very clean and comfortable "
Canada
Cathy B.
Min to DT/USA - Luxurious House - 4bed-2bath

Luxury getaway with pool and hot tub - family retreat

Roseland
8.0 out of 10, Very good, (3)
"Clean and gorgeous backyard with heated pool and jacuzzi"
United States
Mohammed M.
The price is €467
includes taxes & fees
20 Nov - 21 Nov
Luxury getaway with pool and hot tub - family retreat

7BR house 19 ppl DT Windsor Free Parking

City Centre
4.0 out of 10, (1)
"The main floor refrigerator didn’t work and the roof leaked when it rained all over the master bed through the ceiling fan."
United States
Mark D.
The price is €496
includes taxes & fees
30 Nov - 1 Dec
7BR house 19 ppl DT Windsor Free Parking

Cheerful Family Home 3 mins drive to UWindsor

Bridgeview
The price is €245
includes taxes & fees
8 Dec - 9 Dec
Cheerful Family Home 3 mins drive to UWindsor

Residence & Conference Centre - Windsor

2.0 star property
Roseland
8.2 out of 10, Very good, (400)
"A great convenient spot to stay in the Windsor area "
Canada
scott
Residence & Conference Centre - Windsor

The Victorian on Victoria

Downtown Windsor
9.0 out of 10, Wonderful, (17)
"The property was great. Plenty of space for the whole family to spead out. The hot tub was awesome. Enough room for all 5 of us and room to spare."
United States
David H.
The Victorian on Victoria

The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet

East Windsor
10.0 out of 10, Exceptional, (7)
"Very comfortable stay. Great communication with a courteous and pleasant host. Will book again. Thank you"
Canada
Catherine G.
The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet
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

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 €103 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 in Windsor close to Adventure Bay Family Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Windsor speak positively about the scenic riverfront and top-notch restaurants in this destination. While you're in the area, you can also enjoy the lively bars and live music.

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

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests: This highly rated holiday home rental in Windsor is located on a lake, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind. Some other homes for rent in Windsor include Modern Spacious 1 bedroom and a den home (Lower Unit) and Cozy comfort lower level unit.

How many holiday rentals will I find in Windsor?

With 88 Expedia holiday rentals, you're guaranteed to find just the right place for your Windsor stay.

What’s there to see and do in Windsor?

Family-friendly attractions include Adventure Bay Family Water Park and Olde Walkerville Neighborhood, whereas Windsor Riverfront and Lake Saint Clair are a couple of great spots to enjoy the outdoors. You’ll find favourite places to visit such as Ford Field and Henry Ford Museum in the wider area.

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 feature extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips.