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Vacation rentals in Windsor, Canada

Carefully selected & verified rentals in Windsor, Canada

Check-in
15Jun
Check-out
16Jun
Rooms and Guests2 Guests, 1 Room
Windsor, home to attractions like Windsor Castle, the Royal Windsor Horse Show, and the scenic Long Walk, offers visitors plenty to explore. You can find pet-friendly parks like Windsor Great Park, ideal for walks and picnics, or enjoy gaming at Caesars Windsor Casino. For your stay, consider hotels such as Marriott Hotel or fine boutique options like Sandwich Boutique Hotel. This site features reviewed options for cheap hotels, hotels with pools, and hotels with jacuzzis, ensuring you a smooth booking experience. It's best to book ahead during summer and plan transport options like trains for easy city access.
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1-20 out of 42
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Stylish 2-Bedroom Apartment In Downtown Windsor
Stylish 2-Bedroom Apartment In Downtown Windsor
Map2.9 mi from City Centre700 yd from St Clair Centre for the Arts
FromUS$ 111 /nightSelect
The Boho Oasis
8.2
Great
The Boho Oasis
Map2.3 mi from City Centre
FromUS$ 82 /nightSelect
Perfect Location! Quiet-Spacious-2 Bed-2 Bath
Perfect Location! Quiet-Spacious-2 Bed-2 Bath
Map2.9 mi from City Centre400 yd from St Clair Centre for the Arts
FromUS$ 110 /nightSelect
Impecable 2 Bedroom In Windsor
Impecable 2 Bedroom In Windsor
Map2.1 mi from City Centre1400 yd from Lanspeary Outdoor Rink
Select
Unique 2-Bdr Historic Warehouse Loft With Terrace ! ! !
Unique 2-Bdr Historic Warehouse Loft With Terrace ! ! !
Map2.6 mi from City Centre500 yd from Caesars Windsor
FromUS$ 186 /nightSelect
Great Location -Mural, Barn And Corridor -1 Bed 1Bath Apartments!
Great Location -Mural, Barn And Corridor -1 Bed 1Bath Apartments!
Map2.5 mi from City Centre200 yd from Windsor Arena
FromUS$ 63 /nightSelect
Windsor Perfect Stay
Windsor Perfect Stay
Map1.0 mi from City Centre1000 yd from Devonshire Mall
Select
Affordable Downtown Private Rooms
Affordable Downtown Private Rooms
Map1.6 mi from City Centre900 yd from Coulter's Furniture
FromUS$ 29 /nightSelect
Albert Housing
8.2
Great
Albert Housing
Map1.9 mi from City Centre1.0 mi from Lanspeary Outdoor Rink
FromUS$ 35 /nightSelect
5 Bedrooms Modern Oasis In Downtown Area
5 Bedrooms Modern Oasis In Downtown Area
Map2.9 mi from City Centre700 yd from St Clair Centre for the Arts
FromUS$ 31 /nightSelect
Hyatt Residence
Hyatt Residence
Map3.9 mi from City Centre1100 yd from Thorpe Park
Select
Cozy 2 Beds Basement Suite
Cozy 2 Beds Basement Suite
Map2.8 mi from City Centre
FromUS$ 68 /nightSelect
Executive 2Br Lower Suite Private & Spacious Close To Usa Border
Executive 2Br Lower Suite Private & Spacious Close To Usa Border
Map2.6 mi from City Centre
Select
3 Bedroom With Laundry And Parking At Windsor
3 Bedroom With Laundry And Parking At Windsor
Map2.7 mi from City Centre800 yd from Windsor Arena
Select
Modern & Private 1-Bedroom Apartment
Modern & Private 1-Bedroom Apartment
Map1.7 mi from City Centre800 yd from Coulter's Furniture
Select
Downtown 2 Bedroom Main Floor Apartment
Downtown 2 Bedroom Main Floor Apartment
Map2.3 mi from City Centre900 yd from Coulter's Furniture
Select
Baby Hotel By Byd
Baby Hotel By Byd
Map3.2 mi from City Centre600 yd from Royal Military Academy Sandhurst
Select
New Build Bright 2 Bdrm Unit
New Build Bright 2 Bdrm Unit
Map2.4 mi from City Centre600 yd from Windsor Arena
FromUS$ 67 /nightSelect
Upper Floor 2 Bedroom Unit
Upper Floor 2 Bedroom Unit
Map2.3 mi from City Centre900 yd from Coulter's Furniture
Select
Beautiful Newly Designed Luxurious Apartment
Beautiful Newly Designed Luxurious Apartment
Map1.1 mi from City Centre900 yd from Lanspeary Outdoor Rink
FromUS$ 83 /nightSelect
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Flexible Price Range for Vacation Homes in Windsor

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
USD 186
⬇️ The lowest price
USD 29
💸 Average price for
Apartments
USD 78

Top vacation homes in Windsor

Based on guest reviews from the past 12 months

Charming Downtown Retreats:
Unique Historic Accommodations:
Cozy Family Getaways:
true
Luxury Living Spaces:
Affordable Private Rooms:
Serene Nature Exploration:
true
Convenient Airport Stays:
true
Modern Urban Experiences:
Quaint Cozy Escapes:
true

How to get to Windsor

Explore local transportation options with ease

Airports
Windsor (YQG)

FAQs about Windsor rentals

Get answers to common questions and plan your adventure smoothly

Which vacation rentals in Windsor are suitable for families?
The Beautiful 4 Bedroom Near Factories - Equipped For Family Stays and Windsor Retreat - Chic And Cozy 3Beds And 2 Baths are excellent choices for families, offering ample space and amenities like laundry and parking.
What are the best vacation rentals for couples in Windsor?
For couples, properties like the Private Luxury 1Br Apartment In Prime Location and Unique 2-Bdr Historic Warehouse Loft With Terrace are ideal, providing a romantic ambiance and cozy settings.

Vacation Rentals Overview in Windsor, Canada

This guide evaluates 24 vacation rental properties in Windsor, Canada, providing crucial details to help travelers make informed accommodation choices during their stay.

Typical nightly prices range from $75 to $250.

Windsor has 24 vacation rental properties available.

Peak travel seasons are May to September.

Local taxes and fees can add about 15% to bookings.

Most rentals are within 3 miles of the Detroit Riverwalk.

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