Windsor Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Windsor

Interior
The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!
10.0 out of 10, Exceptional, (18)
"This was the perfect stay. The property was wonderful. The host was very easy to get in contact with and quick to respond. If we ever visit the area again, we would love to stay in this home again!"
The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!
Indoor pool, outdoor pool
Luxury getaway with pool and hot tub - family retreat
10.0 out of 10, Exceptional, (1)
"Clean and gorgeous backyard with heated pool and jacuzzi"
The price is ￥90,911
per night
May 19 - May 20
Luxury getaway with pool and hot tub - family retreat
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Olde Walkerville Private 1BD/1BA Main Floor Apt.
10.0 out of 10, Exceptional, (4)
"Throughout our one month stay, we enjoyed a clean and well-equipped home, complete with a fully stocked kitchen. Shared laundry services were conveniently available just outside the entrance in separate building. Overall, our experience here was pleasant and comfortable."
Olde Walkerville Private 1BD/1BA Main Floor Apt.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Property grounds
Full house - 5 bed, 2 bath
10.0 out of 10, Exceptional, (5)
"I will recommend this place!!! My family enjoyed and loved our stay here ☺️"
The price is ￥22,728
per night
May 28 - May 29
Full house - 5 bed, 2 bath
Fridge, microwave, oven, stovetop
Best Kept Secret in Walkerville! Cheerful 2BD Home
10.0 out of 10, Exceptional, (1)
"despite our differences guy made it a cool stay! ty!"
The price is ￥12,597
per night
May 20 - May 21
Best Kept Secret in Walkerville! Cheerful 2BD Home
Smart TV
Windsor's Versace House 10min to all downtown adventures & beautiful river walks
10.0 out of 10, Exceptional, (2)
"The place is confortable, the bedrooms and the bedroom are nice"
Windsor's Versace House 10min to all downtown adventures & beautiful river walks
Exterior
Relaxing Cottage near EPIC wineries
10.0 out of 10, Exceptional, (39)
"Classy big and open Loved it"
Relaxing Cottage near EPIC wineries
Exterior
The Brigette Vacation Cottage Rental
10.0 out of 10, Exceptional, (20)
"Wow! We had a great couple days at the Brigette. The property is stunning and a short walk to a spot you can see Lake Erie. We were impressed with the cleanliness, and the design of the space just makes it a joy to stay in. The kitchen is well stocked with dishes/utensils etc that you may need, the sunroom was a great place to hang out in the morning with the birds chirping away outside. We will be back for sure!! "
The Brigette Vacation Cottage Rental
Property grounds
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
9.8 out of 10, Exceptional, (19)
"AMAZING"
The price is ￥21,023
per night
May 28 - May 29
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
Beach nearby
This beautiful, clean cottage is a 4 minute walk to the beach and playground.
9.8 out of 10, Exceptional, (106)
"This is a quaint, "clean" and hospitable cottage to enjoy a getaway in a quiet neighborhood with a Lake Erie view. A great choice rather than a hotel/ motel scene with abundant indoor and outdoor space. All amenities you need would need are there. Dinese is a great host. Try it out!"
This beautiful, clean cottage is a 4 minute walk to the beach and playground.
Property grounds
Perfect spot on the edge of Erie lake on 4300 square feet house
9.8 out of 10, Exceptional, (103)
"Great spot for our children and grandchildren to all be together"
Perfect spot on the edge of Erie lake on 4300 square feet house
Fridge, microwave, oven, stovetop
Private Guest House!
9.8 out of 10, Exceptional, (7)
"This is a wonderful property in Kingsville. It’s very private any quiet. There is a full size stove and fridge. It was decorated beautifully and very clean. The pictures don’t do it justice. The hosts were lovely people. "
The price is ￥17,614
per night
May 19 - May 20
Private Guest House!
Exterior
Drifted Inn - Riverfront Cabin
9.8 out of 10, Exceptional, (101)
"Tranquil and hassle-free. Just the place to unwind and recharge"
Drifted Inn - Riverfront Cabin
Outdoor dining
Waterfront Cottage in a 200 Acre Conservation Area
9.8 out of 10, Exceptional, (114)
"We absolutely love staying here! I would highly recommend."
Waterfront Cottage in a 200 Acre Conservation Area
On the beach, sun loungers, beach towels
Lake Front Cottage in Amherstburg in the heart of souther Ontario wine country.
9.6 out of 10, Exceptional, (12)
"Beautiful sunsets, lovely quaint cottage, very clean and aesthetically pleasing. Comfy bed and loved the tub. Kitchen was nicer in person than in the pictures. Host was available and so accommodating. Definitely want to go back."
Lake Front Cottage in Amherstburg in the heart of souther Ontario wine country.
Property grounds
Lake front escape - a quiet lake front cottage with easy access to the beach
9.6 out of 10, Exceptional, (85)
"We can't rave enough about our stay. The property was exactly as listed. Super clean and comfortable especially the sunroom! Would highly recommend and also be willing to stay again. Thanks so much!"
Lake front escape - a quiet lake front cottage with easy access to the beach
Property grounds
Private beach on Lake Erie, canoe, paddle boards, beach games & toys. Boat dock
9.4 out of 10, Exceptional, (39)
"Everything we needed, including beautiful weather! Thank you very much for everything Jodie, Jeff and Mazie"
Private beach on Lake Erie, canoe, paddle boards, beach games & toys. Boat dock
Property grounds
Water front, dock, beach Life - LOFT Escape Apartment
9.4 out of 10, Exceptional, (9)
"Tim, the host was very welcoming and the accommodations very comfortable. But the best thing about this spot is the amazing view of the water. Perfect place to decompress."
The price is ￥13,068
per night
May 20 - May 21
Water front, dock, beach Life - LOFT Escape Apartment
TV
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen
9.0 out of 10, Wonderful, (6)
"The place is lovely. Full of character. We met the owner of the building who is incredibly nice. The booking process was tedious as the property manager asked to see our picture with ID which I did not mind but then he asked for photos of my credit card as well. Never send pictures of sensitive information such as a credit card this way! I called Vrbo and they verified that you should not ever send pictures of your personal information in this manner."
The price is ￥14,035
per night
May 20 - May 21
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen
Fridge, microwave, oven, stovetop
Modern Spacious 1 bedroom and a den home (Lower Unit)
9.0 out of 10, Wonderful, (2)
"was a great property and location"
The price is ￥22,728
per night
May 19 - May 20
Modern Spacious 1 bedroom and a den home (Lower Unit)
Don't see what you're looking for?
See all available properties in Windsor
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.

Other types of properties in Windsor you may be interested in

Property grounds
Stonecroft Inn
3.0 star property
9.4 out of 10, Exceptional, (1273)
"Room was fresh and clean "
The price is ￥16,478
per night
May 19 - May 20
Stonecroft Inn
Exterior
Holiday Inn Express Windsor Waterfront, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (1004)
"Facility is well kept and immaculate."
The price is ￥17,290
per night
Jun 2 - Jun 3
Holiday Inn Express Windsor Waterfront, an IHG Hotel
Indoor pool
Caesars Windsor
4.0 star property
8.4 out of 10, Very Good, (1939)
"Valet parking was difficult to find and valet attendants did not provide any direction about checking in until asked despite mentioning that we had never been here."
The price is ￥18,331
per night
Jun 9 - Jun 10
Caesars Windsor
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.

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 vacation rentals in Windsor?

Yes, we give you a choice of vacation rentals in Windsor close to Adventure Bay Family Water Park, or you can go with a secluded option if you want a relaxing stay. Visitors to Windsor speak positively about the scenic riverfront and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and live music.

What are some of the best vacation rentals in Windsor?

Rivard Beauty - 5bed/2bath - SpaceRental: Visitors give good reviews to this Windsor vacation home rental, which is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Windsor include Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen and Cozy comfort lower level unit.

How many vacation rentals will I find in Windsor?

With 66 Expedia vacation rentals, you're sure 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 Dieppe Gardens, whereas Lake Saint Clair and Coventry Gardens are a couple of great spots to enjoy the outdoors. You’ll find favorite places to visit like MGM Grand Detroit Casino and Ford Field in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are private properties you can book for short or long periods in Windsor. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.

Recent reviews of Windsor properties
Expedia verified reviews

Stonecroft Inn

Stonecroft Inn

5/5 Excellent
"Room was fresh and clean "
A verified traveler stayed at Stonecroft Inn
Posted 3 days ago
Stonecroft Inn