Skip to main content

Vacation Homes in Windsor

Find the vacation homes that appeal to you the most

August 2026

1
2345678
9101112131415
16171819202122
23242526272829
3031

September 2026

12345
6789101112
13141516171819
20212223242526
27282930
Flexible date options
Select occupancy

The best vacation homes in Windsor

Check out our selection of great vacation homes in Windsor

Show hotels on map

Filter by:

Review score

Executive Home in Windsor close to the airport

Windsor

Executive Home in Windsor close to the airport offers accommodations in Windsor, 6.7 miles from TCF Center and 6.3 miles from Gm World.

K
Kazzzooo
From
United States
Handy location. Quite new...everything as pictured. Lots of space for a couple! We truly enjoyed this stay!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 15 reviews
Price from
$113.26
1 night, 2 adults
Check availability

Full House - 5 Bed, 2 Bath - East

Windsor

Full House - 5 Bed, 2 Bath - East offers accommodations in Windsor, 9.4 miles from TCF Center and 9 miles from Gm World.

J
Jamie
From
United States
Great area. Close to all amenities.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Price from
$244.19
1 night, 2 adults
Check availability

Full house - 5 bed, 2 bath

Windsor

Full house - 5 bed, 2 bath offers accommodations in Windsor, 7.1 miles from Gem Theater and 7.2 miles from Music Hall Center.

o
owenby
From
United States
The house was great would stay there again very roomy loved the layout the yard was great for the kids to play in. The host gave great instructions on how to get the keys very enjoyable trip
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 17 reviews
Price from
$170.93
1 night, 2 adults
Check availability
All vacation homes in Windsor

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Windsor and surrounding area in the past month

See all

Popular with guests booking vacation homes in Windsor

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Popular with guests booking vacation homes in Windsor

Popular with guests booking vacation homes in Windsor

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 15 reviews

Popular with guests booking vacation homes in Windsor

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking vacation homes in Windsor

Popular with guests booking vacation homes in Windsor

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 17 reviews

Popular with guests booking vacation homes in Windsor

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking vacation homes in Windsor

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking vacation homes in Windsor

Save money on vacation homes in Windsor and nearby – budget options available

See all
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 15 reviews

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 17 reviews

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Great access to the city center. Check these vacation homes in Windsor and nearby

See all
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 39 reviews

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 36 reviews

FAQ about vacation homes in Windsor

On average, a vacation home in Windsor costs $316 per night (based on Booking.com prices).
The average price per night for a vacation home in Windsor this weekend is $180 (based on Booking.com prices).
The average price of a vacation home in Windsor this evening is $389 (based on Booking.com prices).
These vacation homes in Windsor are highly rated by couples: Executive Home in Windsor close to the airport, Full house - 5 bed, 2 bath, and Full House - 5 Bed, 2 Bath - East.

Research, refine, and make plans for your whole trip

Flights from New York to Windsor

Find and compare the best flights for your trip to Windsor right here on Booking.com.

Things to do in Windsor

How will you spend your time in the city?

Vacation Homes in Niagara Falls

Discover another destination in Canada.

Vacation Homes in Toronto

Discover another destination in Canada.

Vacation Homes in Mississauga

Try another destination popular with our guests.

Car rental in Windsor

Rent a car and hit the road.

Vacation Homes in Canada

Want to explore more of Canada? Find hotels throughout the country!

Hotels in Windsor

More great accommodation options for your trip.

Flights to Windsor

Find and compare prices for this popular flight route.

Hotels near Comerica Park

Hotels close to a popular local landmark.

Hotels near Masonic Temple Theater

Hotels close to a popular local landmark.

Hotels near Detroit Metro Airport

Perfect for a late arrival or early departure.