Windsor Holiday Rentals

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Holiday 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 NZ$1,724
per night
19 May - 20 May
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.
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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 NZ$353
per night
26 May - 27 May
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 NZ$399
per night
5 Jun - 6 Jun
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, (38)
"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
Beach
Fantastic Lake View! Quiet, Clean *Deck, BBQ & Fire pit* Walk to 3 Wineries
10.0 out of 10, Exceptional, (19)
"We had Easter at the lake. It was a nice property, will stay again. Sleeping was satisfactory was perfect to have a pull out couch for a child. It was clean and tidy for the most part, a little dusty here and there but I'm a house keeper so I see more than the average person. The lake view is absolutely beautiful. We were able to use the BBQ it was perfect. I like that it was a fully equipped kitchen and had odds and ends that you would have not have though to bring with you. Also had a bit of...
Fantastic Lake View! Quiet, Clean *Deck, BBQ & Fire pit* Walk to 3 Wineries
Property grounds
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
9.8 out of 10, Exceptional, (18)
"This property is located near alot of things to see and do. The property is very neat and the owner obviously takes great care. It is a great place to stay."
The price is NZ$493
per night
26 May - 27 May
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)
"We came up for the eclipse and had a peaceful time in the cabin. It was great to let the kids walk down to the beach and playground while I sat on the couch and read. Great restaurants near the cabin. Would stay here again."
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, (6)
"Beautiful and peaceful retreat with spacious outdoor area to relax in. I'll be back again."
The price is NZ$291
per night
19 May - 20 May
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, (113)
"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 NZ$269
per night
15 May - 16 May
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 NZ$383
per night
16 May - 17 May
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen
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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, (1267)
"Great stay! Very clean, nice amenities, friendly staff."
The price is NZ$207
per night
16 May - 17 May
Stonecroft Inn
Exterior
Holiday Inn Express Windsor Waterfront, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (1005)
"It was close to what we wanted"
The price is NZ$217
per night
16 May - 17 May
Holiday Inn Express Windsor Waterfront, an IHG Hotel
Indoor pool
Caesars Windsor
4.0 star property
8.4 out of 10, Very good, (1931)
"The stay was nice quiet and friendly a nice place to visit for a few days go Canada!"
The price is NZ$229
per night
9 Jun - 10 Jun
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.

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 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 holiday rentals that Windsor has to offer?

Rivard Beauty - 5bed/2bath - SpaceRental: This highly rated holiday home rental in Windsor 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 that 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 holiday rentals will I find in Windsor?

With 66 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 Dieppe Gardens, whereas Lake Saint Clair and Coventry Gardens are a couple of great spots to enjoy the outdoors. You’ll find favourite places to visit such as MGM Grand Detroit Casino and Ford Field 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.