We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Windsor Holiday Rentals

List your property
Owner log in
Where to?
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
Distance from
1 mi
17 rentals in Windsor.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Country living in the city very private, clean and relaxing, holiday rental in Windsor
Country living in the city very private, clean and relaxing, holiday rental in Windsor
Country living in the city very private, clean and relaxing, holiday rental in Windsor

Country living in the city very private, clean and relaxing

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, holiday rental in Windsor
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, holiday rental in Windsor
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, holiday rental in Windsor

Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

Holiday Rental House in University
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

Cool Apartment in a house with exclusive backyard access, holiday rental in Windsor
Cool Apartment in a house with exclusive backyard access, holiday rental in Windsor
Cool Apartment in a house with exclusive backyard access, holiday rental in Windsor

Cool Apartment in a house with exclusive backyard access

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

2 Bedroom condo in downtown , holiday rental in Windsor
2 Bedroom condo in downtown , holiday rental in Windsor
2 Bedroom condo in downtown , holiday rental in Windsor

2 Bedroom condo in downtown

Condo/Apartment in City Centre
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, holiday rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, holiday rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, holiday rental in Windsor

Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

IACC Centers Hotel Downtown Windsor, holiday rental in Windsor
IACC Centers Hotel Downtown Windsor, holiday rental in Windsor
IACC Centers Hotel Downtown Windsor, holiday rental in Windsor

IACC Centers Hotel Downtown Windsor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Resting Place for Travels , holiday rental in Windsor
Resting Place for Travels , holiday rental in Windsor
Resting Place for Travels , holiday rental in Windsor

Resting Place for Travels

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Cute and Modern Basement Apartment, holiday rental in Windsor
Cute and Modern Basement Apartment, holiday rental in Windsor
Cute and Modern Basement Apartment, holiday rental in Windsor

Cute and Modern Basement Apartment

Condo/Apartment in Walkerville
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

In the heart of downtown Windsor Penthouse Suite  Change listing, holiday rental in Windsor
In the heart of downtown Windsor Penthouse Suite  Change listing, holiday rental in Windsor
In the heart of downtown Windsor Penthouse Suite  Change listing, holiday rental in Windsor

In the heart of downtown Windsor Penthouse Suite Change listing

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, holiday rental in Windsor
4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, holiday rental in Windsor
4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, holiday rental in Windsor

4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

Save time - get the best Windsor rentals sent straight to your email!
Large quiet estate property in beautiful natural surroundings., holiday rental in Windsor
Large quiet estate property in beautiful natural surroundings., holiday rental in Windsor
Large quiet estate property in beautiful natural surroundings., holiday rental in Windsor

Large quiet estate property in beautiful natural surroundings.

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, holiday rental in Windsor
Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, holiday rental in Windsor
Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, holiday rental in Windsor

Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, holiday rental in Windsor
Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, holiday rental in Windsor
Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, holiday rental in Windsor

Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Bootleggers Bunker in Historic Walkerville 2BD/1BA, holiday rental in Windsor
Bootleggers Bunker in Historic Walkerville 2BD/1BA, holiday rental in Windsor
Bootleggers Bunker in Historic Walkerville 2BD/1BA, holiday rental in Windsor

Bootleggers Bunker in Historic Walkerville 2BD/1BA

Condo/Apartment in Walkerville
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., holiday rental in Windsor
Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., holiday rental in Windsor
Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., holiday rental in Windsor

Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, holiday rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, holiday rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, holiday rental in Windsor

Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, holiday rental in Windsor
LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, holiday rental in Windsor
LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, holiday rental in Windsor

LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA

Holiday Rental House in Walkerville
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

PreviousNext
1
Frequently Asked Questions about Windsor