Windsor Holiday Rentals

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Holiday Rentals in Windsor

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

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

10.0 out of 10, Exceptional, (24)
"The Boho Oasis was amazing. Super-clean, very well appointed, very comfortable - everything you would need and lots of extras. A home away from home! Host Eric was fantastic - Great communication, easy and clear check-in instructions, super host. Thank you VERY much! Will definitely recommend.. "
The Boho Oasis: Luxurious Studio Apartment, Quiet Court, Close to All Amenities!
Rivard Beauty - 5bed/2bath - SpaceRental
Fridge, oven, stovetop, dishwasher

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
Paradise Home - Your Home Away From Home
Fridge, microwave, oven, stovetop

Paradise Home - Your Home Away From Home

9.2 out of 10, Wonderful, (23)
"The house was nice and clean and comfortable. The only issue I had was being accused of having 2 more people stay because my son and his girlfriend helped me unload and get settled. I had even told the host I was coming to windsor to see my son. I received an email within 10 minutes of arriving stating I should update my booking to add 2 people. I am a very honest person and did not appreciate this. Other than that, everything was smooth. "
Paradise Home - Your Home Away From Home
Cozy comfort lower level unit
Fridge, microwave, oven, stovetop

Cozy comfort lower level unit

10.0 out of 10, Exceptional, (5)
"Siva was very helpful and accomadating. We had a nice stay.Please note that you have to park the car on the road side."
The price is HK$406
HK$881 total
includes taxes & fees
24 Dec - 25 Dec
Cozy comfort lower level unit
Luxury getaway with pool and hot tub - family retreat
Outdoor pool, a heated pool

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$1,895
HK$5,244 total
includes taxes & fees
24 Dec - 25 Dec
Luxury getaway with pool and hot tub - family retreat
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen
TV

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."
Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10
Fridge, microwave, oven, stovetop

Waterfront Retreat: 6BR Home, BBQ, Sleeps 10

9.0 out of 10, Wonderful, (2)
"👍"
Waterfront Retreat: 6BR Home, BBQ, Sleeps 10
Residence & Conference Centre - Windsor
Property grounds

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
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor
Interior

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.
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

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)
Fridge, microwave, oven, stovetop

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$1,354
HK$2,784 total
includes taxes & fees
31 Dec - 1 Jan 2025
Modern Spacious 1 bedroom and a den home (Lower Unit)
Spacious Cheerful home with 2 free parking
Microwave, oven, stovetop, dining tables

Spacious Cheerful home with 2 free parking

Spacious Cheerful home with 2 free parking
Hometown Folks’ Desirable Riverside/East Windsor
Fridge, microwave, stovetop, dishwasher

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
Terrace/patio

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
Smart TV

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
Exterior

Full house - 5 bed, 2 bath

10.0 out of 10, Exceptional, (13)
"The perfect property for 4 guys to be able to easily access the Detroit border. "
The price is HK$1,164
HK$1,664 total
includes taxes & fees
5 Jan - 6 Jan 2025
Full house - 5 bed, 2 bath
Story and a Half
3 bedrooms, WiFi, bed sheets

Story and a Half

Story and a Half
FAMILY- 2 Bedroom with upper loft with Waterfall, Horse ranch
Beach nearby, sun-loungers, beach towels

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

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$1,002
HK$2,197 total
includes taxes & fees
26 Dec - 27 Dec
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca
The Hideaway- Lake view Cottage In Wine Country
Marina

The Hideaway- Lake view Cottage In Wine Country

10.0 out of 10, Exceptional, (55)
"Upon our arrival it was clear this cottage is well taken care of. Everything was spotlessly clean, lots of amenities and even a personal greeting sign. Paula was always available to answer any questions we had, which were quite limited as everything is very easy to find/use. The wineries in the area were fantastic, we particularly enjoyed North 42 and Viewpointe. The people nearby were also very friendly, we met a couple of locals and had some great conversations about the area, specifically the...
The Hideaway- Lake view Cottage In Wine Country
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
Front of property – evening/night

Caesars Windsor

4.0 star property
8.4 out of 10, Very good, (2558)
"Had to go through the casino to go to room. I didn't like that"
The price is HK$824
HK$1,104 total
includes taxes & fees
5 Jan - 6 Jan 2025
Caesars Windsor
Holiday Inn Express Windsor Waterfront, an IHG Hotel
Exterior

Holiday Inn Express Windsor Waterfront, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (1103)
"My new go to hotel in Windsor. Go to eastsides beside hotel. You can have a pizza and beer and fall out the door into your hotel room "
The price is HK$774
HK$910 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Express Windsor Waterfront, an IHG Hotel
Comfort Inn & Suites Ambassador Bridge
Lobby sitting area

Comfort Inn & Suites Ambassador Bridge

2.5 star property
7.8 out of 10, Good, (1001)
"Hotel is right by the highway, easy in and easy out. Noise was managable."
The price is HK$629
HK$761 total
includes taxes & fees
26 Dec - 27 Dec
Comfort Inn & Suites Ambassador Bridge
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 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?

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 Luxury getaway with pool and hot tub - family retreat and Executive 2BD 58" TV+Wifi+AC+Parking+Kitchen.

How many holiday rentals will I find in Windsor?

With 73 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. Detroit Windsor Tunnel and Caesars Windsor are other places to visit while you're in town.

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.