Windsor Holiday Rentals

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Holiday Rentals in Windsor

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

10.0 out of 10, Exceptional, (11)
"Great stay! "
The price is AU$284
includes taxes & fees
10 July - 11 July
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

Cozy comfort lower level unit

10.0 out of 10, Exceptional, (7)
"We enjoyed our stay very much."
The price is AU$183
includes taxes & fees
10 July - 11 July
Cozy comfort lower level unit

Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!

8.8 out of 10, Excellent, (9)
"It was easy and simple process to check in and check out. House was very clean, updated and spacious."
The price is AU$350
includes taxes & fees
13 July - 14 July
Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!

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

8.0 out of 10, Very good, (2)
"This house was beautiful and spotless — a brand-new 2-bedroom, 2-bathroom home with lots of storage and even a basement space if needed. The kitchen was fully equipped with dishes, cookware, and even some condiments, while the bathrooms had toiletries and extra toothbrushes — such thoughtful touches! The décor was simple, classy, and inviting, right down to the elegant cups and glasses. The open-concept design made the space feel bright and welcoming, perfect for families or two couples to relax...
The price is AU$247
includes taxes & fees
13 July - 14 July
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

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

7.0 out of 10, Good, (6)
"was a great property and location"
The price is AU$544
includes taxes & fees
18 July - 19 July
Modern Spacious 1 bedroom and a den home (Lower Unit)

Fully Furnished 2 bedroom house in Windsor

The price is AU$236
includes taxes & fees
21 July - 22 July
Fully Furnished 2 bedroom house in Windsor

Cheerful Family Home 3 mins drive to UWindsor

The price is AU$507
includes taxes & fees
17 July - 18 July
Cheerful Family Home 3 mins drive to UWindsor

Perfect hideaway with a hot tub and a fireplace

10.0 out of 10, Exceptional, (11)
"My wife and I came for a valentine day night and we were more than thrilled. Everything was terrific! "
The price is AU$434
includes taxes & fees
17 July - 18 July
Perfect hideaway with a hot tub and a fireplace

Modern 3BR Walkerville Unit | Near Downtown

Modern 3BR Walkerville Unit | Near Downtown

Perfect 3 bedroom house in prime location of South Windsor. max 6 guests

8.0 out of 10, Very good, (1)
The price is AU$383
includes taxes & fees
20 July - 21 July
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

10.0 out of 10, Exceptional, (1)
"This place spared no detail. Huge compliments to the hosts, who have an insanely adept eye for design. Perfectly well equipped, comfortable beds, well stocked kitchen… Loved everything about it, will stay no one where else when traveling through Windsor again. Thank you!! "
The price is AU$385
includes taxes & fees
23 July - 24 July
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Windsor Retreat • Fire Pit • Huge Yard • Sleeps 10

Windsor Retreat • Fire Pit • Huge Yard • Sleeps 10

7BR house 19 ppl DT Windsor Free Parking

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."
The price is AU$1,011
includes taxes & fees
14 July - 15 July
7BR house 19 ppl DT Windsor Free Parking

Luxury getaway with pool and hot tub - family retreat

8.0 out of 10, Very good, (3)
"Clean and gorgeous backyard with heated pool and jacuzzi"
The price is AU$1,491
includes taxes & fees
10 July - 11 July
Luxury getaway with pool and hot tub - family retreat

Hidden Gem-Charming 2-bedroom house with WiFi and AC in welcoming Saint Joachim

Hidden Gem-Charming 2-bedroom house with WiFi and AC in welcoming Saint Joachim

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville

9.8 out of 10, Exceptional, (7)
"Great Lake property getaway in a beautiful area. Lots of restaurants and breweries within 10 minutes."
The price is AU$414
includes taxes & fees
20 July - 21 July
Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville

Beachfront 5BDRM Lakehouse

2.0 out of 10, (1)
The price is AU$944
includes taxes & fees
14 July - 15 July
Beachfront 5BDRM Lakehouse

Queen & Mill - Family Fun steps to downtown, parks, spa, and 3km to golf course

10.0 out of 10, Exceptional, (18)
"The property is within walking distance of downtown, very clean, and features comfy beds. The host is quick to respond and they provided extra amenities, a welcome bottle of wine and Brita water in the fridge. The decor and fixtures are stylish, and there's plenty of space."
The price is AU$573
includes taxes & fees
23 July - 24 July
Queen & Mill - Family Fun steps to downtown, parks, spa, and 3km to golf course

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

9.8 out of 10, Exceptional, (50)
"We enjoyed our stay at the Cedar house. It was clean and comfortable. I would recommend it to anyone. "
The price is AU$461
includes taxes & fees
15 July - 16 July
The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

Wild Goose Landing- Located near local wineries and breweries

10.0 out of 10, Exceptional, (20)
"Great place, clean, modern, beautiful natural view of the back yard, really enjoyed our stay, strongly recommend "
The price is AU$451
includes taxes & fees
10 July - 11 July
Wild Goose Landing- Located near local wineries and breweries
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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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?

Cozy comfort lower level unit: This highly rated holiday home rental in Windsor has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other homes for rent in Windsor include The Hipster House and Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor..

How many holiday rentals will I find in Windsor?

With 85 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 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 MGM Grand Detroit Casino and Comerica Park 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.