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Windsor Vacation Rentals

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46 rentals in Windsor.
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Country living in the city very private, clean and relaxing, vacation rental in Windsor
Country living in the city very private, clean and relaxing, vacation rental in Windsor
Country living in the city very private, clean and relaxing, vacation rental in Windsor

Country living in the city very private, clean and relaxing

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, vacation rental in Windsor
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, vacation rental in Windsor
Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor, vacation rental in Windsor

Riverside Home Minutes to Casino, Downtown, Bridge, UWindsor

Holiday Rental House in University
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cool Apartment in a house with exclusive backyard access, vacation rental in Windsor
Cool Apartment in a house with exclusive backyard access, vacation rental in Windsor
Cool Apartment in a house with exclusive backyard access, vacation rental in Windsor

Cool Apartment in a house with exclusive backyard access

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Frontwater, vacation rental in Windsor
Frontwater, vacation rental in Windsor
Frontwater, vacation rental in Windsor

Frontwater

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, vacation 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
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In the heart of downtown Windsor Penthouse Suite  Change listing, vacation rental in Windsor
In the heart of downtown Windsor Penthouse Suite  Change listing, vacation rental in Windsor
In the heart of downtown Windsor Penthouse Suite  Change listing, vacation rental in Windsor

In the heart of downtown Windsor Penthouse Suite Change listing

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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2 Bedroom condo in downtown , vacation rental in Windsor
2 Bedroom condo in downtown , vacation rental in Windsor
2 Bedroom condo in downtown , vacation rental in Windsor

2 Bedroom condo in downtown

Condo/Apartment in City Centre
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful renovated ground floor unit - Downtown Windsor, vacation rental in Windsor
Beautiful renovated ground floor unit - Downtown Windsor, vacation rental in Windsor
Beautiful renovated ground floor unit - Downtown Windsor, vacation rental in Windsor

Beautiful renovated ground floor unit - Downtown Windsor

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, vacation rental in Windsor
Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, vacation rental in Windsor
Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, vacation rental in Windsor

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

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, vacation rental in Windsor
Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, vacation rental in Windsor
Simply Comfort. Unique New Townhome for 16 Guests, BBQ, Parking, vacation rental in Windsor

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

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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IACC Centers Hotel Downtown Windsor, vacation rental in Windsor
IACC Centers Hotel Downtown Windsor, vacation rental in Windsor
IACC Centers Hotel Downtown Windsor, vacation rental in Windsor

IACC Centers Hotel Downtown Windsor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bootleggers Bunker in Historic Walkerville 2BD/1BA, vacation rental in Windsor
Bootleggers Bunker in Historic Walkerville 2BD/1BA, vacation rental in Windsor
Bootleggers Bunker in Historic Walkerville 2BD/1BA, vacation rental in Windsor

Bootleggers Bunker in Historic Walkerville 2BD/1BA

Condo/Apartment in Walkerville
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Large quiet estate property in beautiful natural surroundings., vacation rental in Windsor
Large quiet estate property in beautiful natural surroundings., vacation rental in Windsor
Large quiet estate property in beautiful natural surroundings., vacation rental in Windsor

Large quiet estate property in beautiful natural surroundings.

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Cute and Modern Basement Apartment, vacation rental in Windsor
Cute and Modern Basement Apartment, vacation rental in Windsor
Cute and Modern Basement Apartment, vacation rental in Windsor

Cute and Modern Basement Apartment

Condo/Apartment in Walkerville
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, vacation rental in Windsor
4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, vacation rental in Windsor
4 BR Executive Town home, Indoor Pool, close to shopping, restaurants, and parks, vacation 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
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Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, Hot tub, BBQ, vacation 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
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Resting Place for Travels , vacation rental in Windsor
Resting Place for Travels , vacation rental in Windsor
Resting Place for Travels , vacation rental in Windsor

Resting Place for Travels

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, vacation rental in Windsor
LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, vacation rental in Windsor
LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA, vacation rental in Windsor

LOCATION! Historic Olde Walkerville Gem 3BD/ 2BA

Holiday Rental House in Walkerville
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., vacation rental in Windsor
Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., vacation rental in Windsor
Beautiful and Elegant Executive Rental for Longer term stays. 2 BR, 2 Bath., vacation 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
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Cheerful family home� close to downtown, vacation rental in Windsor
Cheerful family home� close to downtown, vacation rental in Windsor
Cheerful family home� close to downtown, vacation rental in Windsor

Cheerful family home� close to downtown

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Hometown Folks’ Desirable Riverside/East Windsor, vacation rental in Windsor
Hometown Folks’ Desirable Riverside/East Windsor, vacation rental in Windsor
Hometown Folks’ Desirable Riverside/East Windsor, vacation rental in Windsor

Hometown Folks’ Desirable Riverside/East Windsor

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, BBQ, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, BBQ, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, Private Gym, Sauna, BBQ, vacation rental in Windsor

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Simply Comfort. New Townhomes 16 Guests, BBQ, Parking, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, BBQ, Parking, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, BBQ, Parking, vacation rental in Windsor

Simply Comfort. New Townhomes 16 Guests, BBQ, Parking

Condo/Apartment
2 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Spacious home with patio and backyard, vacation rental in Windsor
Spacious home with patio and backyard, vacation rental in Windsor
Spacious home with patio and backyard, vacation rental in Windsor

Spacious home with patio and backyard

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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5 mins drive to US-Canada border & downtown Windsor, vacation rental in Windsor
5 mins drive to US-Canada border & downtown Windsor, vacation rental in Windsor
5 mins drive to US-Canada border & downtown Windsor, vacation rental in Windsor

5 mins drive to US-Canada border & downtown Windsor

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Newly Renovated Stylish Oasis by the Riverfront, vacation rental in Windsor
Newly Renovated Stylish Oasis by the Riverfront, vacation rental in Windsor
Newly Renovated Stylish Oasis by the Riverfront, vacation rental in Windsor

Newly Renovated Stylish Oasis by the Riverfront

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Brand New mansion, sleeps 18, Downtown, Wifi, Heated Pool, vacation rental in Windsor
Brand New mansion, sleeps 18, Downtown, Wifi, Heated Pool, vacation rental in Windsor
Brand New mansion, sleeps 18, Downtown, Wifi, Heated Pool, vacation rental in Windsor

Brand New mansion, sleeps 18, Downtown, Wifi, Heated Pool

Holiday Rental House
9 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Large Home in Walkerville with Everything you need including a Hot Tub!, vacation rental in Windsor
Large Home in Walkerville with Everything you need including a Hot Tub!, vacation rental in Windsor
Large Home in Walkerville with Everything you need including a Hot Tub!, vacation rental in Windsor

Large Home in Walkerville with Everything you need including a Hot Tub!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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3 King Beds Modern Comfortable Home, vacation rental in Windsor
3 King Beds Modern Comfortable Home, vacation rental in Windsor
3 King Beds Modern Comfortable Home, vacation rental in Windsor

3 King Beds Modern Comfortable Home

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Chillin' at Chilver, vacation rental in Windsor
Chillin' at Chilver, vacation rental in Windsor
Chillin' at Chilver, vacation rental in Windsor

Chillin' at Chilver

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Simply Comfort. New Townhomes 16 Guests, BBQ, Parking, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, BBQ, Parking, vacation rental in Windsor
Simply Comfort. New Townhomes 16 Guests, BBQ, Parking, vacation rental in Windsor

Simply Comfort. New Townhomes 16 Guests, BBQ, Parking

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Private Room Queen Bed All Essentials Safe/Quiet, vacation rental in Windsor
Private Room Queen Bed All Essentials Safe/Quiet, vacation rental in Windsor
Private Room Queen Bed All Essentials Safe/Quiet, vacation rental in Windsor

Private Room Queen Bed All Essentials Safe/Quiet

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Modern 2 bed home, great location by Riverside park, vacation rental in Windsor
Cozy Modern 2 bed home, great location by Riverside park, vacation rental in Windsor
Cozy Modern 2 bed home, great location by Riverside park, vacation rental in Windsor

Cozy Modern 2 bed home, great location by Riverside park

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Darlington XoX peaceful bliss with stylish decor, vacation rental in Windsor
Darlington XoX peaceful bliss with stylish decor, vacation rental in Windsor
Darlington XoX peaceful bliss with stylish decor, vacation rental in Windsor

Darlington XoX peaceful bliss with stylish decor

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Adorable two bedrooms unit with sperate entrance close to everywhere, vacation rental in Windsor
Adorable two bedrooms unit with sperate entrance close to everywhere, vacation rental in Windsor
Adorable two bedrooms unit with sperate entrance close to everywhere, vacation rental in Windsor

Adorable two bedrooms unit with sperate entrance close to everywhere

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Riverside Retreat, vacation rental in Windsor
Riverside Retreat, vacation rental in Windsor
Riverside Retreat, vacation rental in Windsor

Riverside Retreat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant lower level 2 bedrooms and 1 bathroom, vacation rental in Windsor
Elegant lower level 2 bedrooms and 1 bathroom, vacation rental in Windsor
Elegant lower level 2 bedrooms and 1 bathroom, vacation rental in Windsor

Elegant lower level 2 bedrooms and 1 bathroom

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Near Casino & Tunnel!!! Clean & Disinfected, vacation rental in Windsor
Near Casino & Tunnel!!! Clean & Disinfected, vacation rental in Windsor
Near Casino & Tunnel!!! Clean & Disinfected, vacation rental in Windsor

Near Casino & Tunnel!!! Clean & Disinfected

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful 3 Beds Home Near Waterfront, vacation rental in Windsor
Beautiful 3 Beds Home Near Waterfront, vacation rental in Windsor
Beautiful 3 Beds Home Near Waterfront, vacation rental in Windsor

Beautiful 3 Beds Home Near Waterfront

Holiday Rental House
5 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Stylish Suite Near Waterfront & Downtown, vacation rental in Windsor
Stylish Suite Near Waterfront & Downtown, vacation rental in Windsor
Stylish Suite Near Waterfront & Downtown, vacation rental in Windsor

Stylish Suite Near Waterfront & Downtown

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Quiet Riverside, vacation rental in Windsor
Quiet Riverside, vacation rental in Windsor
Quiet Riverside, vacation rental in Windsor

Quiet Riverside

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet affordable 2 Bed 1 bath suite in a single family detached house, vacation rental in Windsor
Quiet affordable 2 Bed 1 bath suite in a single family detached house, vacation rental in Windsor
Quiet affordable 2 Bed 1 bath suite in a single family detached house, vacation rental in Windsor

Quiet affordable 2 Bed 1 bath suite in a single family detached house

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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front riverview room, have a private bath and private terence, vacation rental in Windsor
front riverview room, have a private bath and private terence, vacation rental in Windsor
front riverview room, have a private bath and private terence, vacation rental in Windsor

front riverview room, have a private bath and private terence

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern & Private 1-Bedroom Apartment, vacation rental in Windsor
Modern & Private 1-Bedroom Apartment, vacation rental in Windsor
Modern & Private 1-Bedroom Apartment, vacation rental in Windsor

Modern & Private 1-Bedroom Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful home with spectacular gardens., vacation rental in Windsor
Beautiful home with spectacular gardens., vacation rental in Windsor
Beautiful home with spectacular gardens., vacation rental in Windsor

Beautiful home with spectacular gardens.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Centrally located adorable bunglow & huge backyard, vacation rental in Windsor
Centrally located adorable bunglow & huge backyard, vacation rental in Windsor
Centrally located adorable bunglow & huge backyard, vacation rental in Windsor

Centrally located adorable bunglow & huge backyard

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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