Windsor Holiday Rentals

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Holiday Rentals in Windsor

The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!

10.0 out of 10, Exceptional, (23)
"The place was super clean and welcoming. Eric was easy to communicate with and it was an overall enjoyable experience that exceeded my expectations. Highly recommended for those visiting Windsor!"
The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!

Rivard Beauty - 5bed/2bath - SpaceRental

7.6 out of 10, Good, (14)
"This place is definitely a BUDGET rental... You don't quite get what you pay for. It's an old house that has had some nice amenities slapped on to try to make it appealing... kinda like 'lipstick on a pig.' It's just that those niceties wear off because of all the nickel-n'dime shortcuts the landlord takes. It's on a somewhat busy corner intersection, with plenty of traffic noise for all those of you from Toronto/Manhattan, you'll love it! The landlord put in all nice, new appliances (fridge,...
Rivard Beauty - 5bed/2bath - SpaceRental

Residence & Conference Centre - Windsor

2.0 star property
7.8 out of 10, Good, (283)
"A little in the noise side but is understandable due the nature of the location. "
Residence & Conference Centre - Windsor

Luxury getaway with pool and hot tub - family retreat

8.0 out of 10, Very good, (3)
"I recently had the pleasure of staying at this fantastic home, and I can't recommend it highly enough! From the moment I arrived, I was impressed by the host's warm hospitality and attention to detail. The space was impeccably clean, stylishly decorated, and equipped with all the amenities one could need for a comfortable stay. The location was perfect, offering easy access to local attractions, restaurants, and public transportation. The host was incredibly responsive and went above and beyond...
The price is HK$1,391
HK$4,642 total
includes taxes & fees
25 Nov - 26 Nov
Luxury getaway with pool and hot tub - family retreat

Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen

8.6 out of 10, Excellent, (7)
"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 HK$790
HK$1,711 total
includes taxes & fees
4 Dec - 5 Dec
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen

Waterfront Retreat: 6BR Home, BBQ, Sleeps 10

9.0 out of 10, Wonderful, (2)
"👍"
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10

Cozy comfort lower level unit

10.0 out of 10, Exceptional, (4)
"Spent time here for work and it was very convenient for me. "
The price is HK$417
HK$899 total
includes taxes & fees
5 Dec - 6 Dec
Cozy comfort lower level unit

Paradise Home - Your Home Away From Home

9.2 out of 10, Wonderful, (22)
"We traveled to Windsor for a special show Saturday night and needed a place close to the Walkerville theater. You have the home to yourself with three bedrooms/ 3 beds, well, supplied, kitchen. And small living room with app channels"
Paradise Home - Your Home Away From Home

Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

9.6 out of 10, Exceptional, (15)
"Spent the weekend there with brothers for a football weekend in Michigan. Great location close to downtown Windsor and restaurants. House is a little gitchy with obvious additions and dated, but overall clean and practical. "
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

Olde Walkerville Private 1BD/1BA Main Floor Apt.

9.6 out of 10, Exceptional, (5)
"Short but sweet 3 week dtsy for work, clean and cozy suite and close to all amenities of Windsor. Lots of parking on street available. Would’ve stay longer but job was done. "
Olde Walkerville Private 1BD/1BA Main Floor Apt.

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

9.4 out of 10, Exceptional, (3)
"Prisca the host was extremely gracious and went above and beyond to make sure I had all I needed. She was also readily available to answering any issues or questions I had. The place was extremely gorgeous and clean - I encourage everyone visiting Windsor to check her place out . You’ll get your money’s worth "
The price is HK$1,113
HK$2,503 total
includes taxes & fees
23 Nov - 24 Nov
Modern Spacious 1 bedroom and a den home (Lower Unit)

Spacious Cheerful home with 2 free parking

Spacious Cheerful home with 2 free parking

Hometown Folks’ Desirable Riverside/East Windsor

8.4 out of 10, Very good, (6)
"Big space, good for a family of adults who all need space. However it seemed very cluttered and dusty. There were cobwebs in the corners of doorways and on some furniture. Host was very responsive to a few issues during the stay however there were rugs and floor mats all over that are tripping hazards."
Hometown Folks’ Desirable Riverside/East Windsor

The Victorian on Victoria

9.2 out of 10, Wonderful, (5)
"Everything was wonderful. Lots of space beautiful yard and some great amenities. Thank you so much for the great stay"
The Victorian on Victoria

Windsor's Versace House 10min to all downtown adventures & beautiful river walks

8.6 out of 10, Excellent, (4)
"I would recommend this property to anyone looking for a quiet place to stay near Windsor or Detroit."
Windsor's Versace House 10min to all downtown adventures & beautiful river walks

Full house - 5 bed, 2 bath

10.0 out of 10, Exceptional, (12)
"This home was perfect for our party of 4. The house was clean. We did find the house on the cool side. The thermostat needed a code. So that was a little uncomfortable. "
The price is HK$1,197
HK$1,717 total
includes taxes & fees
25 Nov - 26 Nov
Full house - 5 bed, 2 bath

Story and a Half

Story and a Half

FAMILY- 2 Bedroom with upper loft with Waterfall, Horse ranch

9.6 out of 10, Exceptional, (65)
"Place was clean, well appointed, easy to access, very quiet. I had some wifi issues that host went above and beyond to solve. The only critique I would suggest is a larger TV as the sitting room is quite large and there’s possibly 20+ feet to the TV. Us older gentleman need the visual help. Would stay again when visiting family in the area."
FAMILY- 2 Bedroom with upper loft with Waterfall, Horse ranch

Waterfront Cottage in a 200 Acre Conservation Area

9.8 out of 10, Exceptional, (128)
"We rented the cottage in order to visit the Hawk Tower in the Essex Cty Conservation Area. It was the perfect convenient location and a cozy place to relax after a day spent outdoors. We'd recommend it to anyone looking for a special way to enjoy the comforts of home in a beautiful natural setting. It was our third visit and we look forward to coming back again."
Waterfront Cottage in a 200 Acre Conservation Area

The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

10.0 out of 10, Exceptional, (39)
"Perfect place for our girls night. The outdoor area is lovely. Seats overlooking a pretty view. Lots of room inside for games and fun. Beds were very comfy and the house was very clean. Thanks for a perfect stay for our girls night stay. "
The price is HK$1,030
HK$2,258 total
includes taxes & fees
25 Nov - 26 Nov
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
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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Other types of properties in Windsor you may be interested in

Caesars Windsor

4.0 star property
8.4 out of 10, Very good, (2489)
"Everything was great..price of room was too much thru 3rd partu"
The price is HK$805
HK$1,085 total
includes taxes & fees
10 Dec - 11 Dec
Caesars Windsor

Holiday Inn Express Windsor Waterfront, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (1068)
"Stayed here multiple times. Great service, nice rooms and clean but carpet could use a replacement. "
The price is HK$997
HK$1,172 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Express Windsor Waterfront, an IHG Hotel

Stonecroft Inn

3.0 star property
9.4 out of 10, Exceptional, (1530)
"It was a good experience "
The price is HK$807
HK$948 total
includes taxes & fees
24 Nov - 25 Nov
Stonecroft Inn
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.
Beautiful view of the beach with palm trees

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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?

Luxury getaway with pool and hot tub - family retreat : This highly rated holiday home rental in Windsor offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub. Some other homes for rent in Windsor include Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen and Waterfront Retreat: 6BR Home, BBQ, Sleeps 10.

How many holiday rentals will I find in Windsor?

With 60 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.