Windsor Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation 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 CA $139
CA $251 total
includes taxes & fees
Jul 17 - Jul 18
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

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 CA $156
CA $218 total
includes taxes & fees
Jul 20 - Jul 21
Cozy home, 4 mins drive to Windsor airport & 10 mins drive to Detroit border

Cozy comfort lower level unit

10.0 out of 10, Exceptional, (7)
"We enjoyed our stay very much."
The price is CA $75
CA $160 total
includes taxes & fees
Jul 16 - Jul 17
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 CA $89
CA $307 total
includes taxes & fees
Jul 21 - Jul 22
Enjoy the Hot Tub while staying close to Caesars, Riverfront, Downtown & Dining!

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

8.0 out of 10, Very good, (1)
The price is CA $143
CA $340 total
includes taxes & fees
Jul 20 - Jul 21
Perfect 3 bedroom house in prime location of South Windsor. max 6 guests

Fully Furnished 2 bedroom house in Windsor

The price is CA $107
CA $208 total
includes taxes & fees
Jul 21 - Jul 22
Fully Furnished 2 bedroom house in Windsor

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 CA $225
CA $485 total
includes taxes & fees
Jul 16 - Jul 17
Modern Spacious 1 bedroom and a den home (Lower Unit)

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 CA $235
CA $341 total
includes taxes & fees
Jul 16 - Jul 17
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Cheerful Family Home 3 mins drive to UWindsor

The price is CA $151
CA $437 total
includes taxes & fees
Jul 20 - Jul 21
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 CA $209
CA $386 total
includes taxes & fees
Jul 17 - Jul 18
Perfect hideaway with a hot tub and a fireplace

Modern 3BR Walkerville Unit | Near Downtown

Modern 3BR Walkerville Unit | Near Downtown

Stunning Lakeview Dreamy Getaway

The price is CA $235
CA $497 total
includes taxes & fees
Aug 4 - Aug 5
Stunning Lakeview Dreamy Getaway

5bd/2Ba Walkerville Suite - mins to DT, WIFI

5bd/2Ba Walkerville Suite - mins to DT, WIFI

Windsor Retreat • Fire Pit • Huge Yard • Sleeps 10

The price is CA $307
CA $623 total
includes taxes & fees
Jul 21 - Jul 22
Windsor Retreat • Fire Pit • Huge Yard • Sleeps 10

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 CA $720
CA $1,316 total
includes taxes & fees
Jul 21 - Jul 22
Luxury getaway with pool and hot tub - family retreat

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 CA $264
CA $885 total
includes taxes & fees
Jul 21 - Jul 22
7BR house 19 ppl DT Windsor Free Parking

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

The price is CA $240
CA $407 total
includes taxes & fees
Aug 1 - Aug 2
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 CA $155
CA $340 total
includes taxes & fees
Jul 20 - Jul 21
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 CA $650
CA $840 total
includes taxes & fees
Jul 20 - Jul 21
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 CA $234
CA $496 total
includes taxes & fees
Jul 20 - Jul 21
Queen & Mill - Family Fun steps to downtown, parks, spa, and 3km to golf course
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Cozy comfort lower level unit: Visitors give good reviews to this Windsor vacation home rental, which 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 vacation rentals will I find in Windsor?

With 85 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 Windsor Riverfront and Lake Saint Clair are a couple of great spots to enjoy the outdoors. You’ll find favorite places to visit like MGM Grand Detroit Casino and Comerica Park 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.