Compare Windsor Vacation Rentals

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Windsor Rentals

Cozy comfort lower level unit

Cozy comfort lower level unit

Windsor ON
5.77 mi from city center
$103 nightly
The price is $116 total per night
$116 total
Jan 21 - Jan 22
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Luxurious and Fashionable Home | Sleeps 8

Luxurious and Fashionable Home | Sleeps 8

Windsor ON
1.24 mi from city center
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
The Hipster House

The Hipster House

Windsor ON
1.4 mi from city center
At this vacation home, guests have access to features like laundry facilities.
Washer
Dryer
Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Windsor ON
0.48 mi from city center
$287 nightly
The price is $325 total per night
$325 total
Jan 22 - Jan 23
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Modern Spacious 1 bedroom and a den home (Lower Unit)

Modern Spacious 1 bedroom and a den home (Lower Unit)

Windsor ON
5.91 mi from city center
$308 nightly
The price is $348 total per night
$348 total
Jan 21 - Jan 22
Total with taxes and fees
Guests staying at this vacation home enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Hot Tub
Cheerful Family Home 3 mins drive to UWindsor

Cheerful Family Home 3 mins drive to UWindsor

Windsor ON
1.69 mi from city center
$283 nightly
The price is $327 total per night
$327 total
Feb 17 - Feb 18
Total with taxes and fees
At this vacation home, guests have access to a gym, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet

The Boho Oasis: Spacious Deluxe Apartment, Close to All Amenities, Safe & Quiet

Windsor ON
2.83 mi from city center
Guests of this apartment enjoy access to a water park, local meal delivery service, and a garden.
Kitchen
Air conditioning
Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space

Three Bedroom Three Bath Penthouse with Sauna & Exercise/Office Space

Windsor ON
1.07 mi from city center
Guests staying at this apartment enjoy a sauna and laundry facilities.
Kitchen
Washer
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Windsor ON
0.46 mi from city center
$186 nightly
The price is $210 total per night
$210 total
Jan 21 - Jan 22
Total with taxes and fees
Guests of this vacation home enjoy features like a gym, a hot tub, and laundry facilities.
Hot Tub
Kitchen
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

Windsor ON
2.99 mi from city center
$160 nightly
The price is $180 total per night
$180 total
Jan 21 - Jan 22
Total with taxes and fees
Guests staying at this vacation home have access to barbecue grills and a garden.
Kitchen
Pet friendly
Windsor Manor

Windsor Manor

4 out of 5
672 Dougall Avenue Windsor ON
0.22 mi from city center
$250 nightly
The price is $299 total per night
$299 total
Feb 2 - Feb 3
Total with taxes and fees
Guests of Windsor Manor have access to designated smoking areas.
Kitchen
Free WiFi
Bright Walkerville Flat | 2BR, Parking, Near DT

Bright Walkerville Flat | 2BR, Parking, Near DT

Windsor ON
1.28 mi from city center
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
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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.

Windsor Large Group Rentals

How to Book Vacation Rentals in Windsor



🏠 What is the best price for Windsor vacation rentals?

Windsor vacation rentals range in price, starting at $116 per night.


🏠 What types of vacation rentals in Windsor can I rent?

Orbitz offers a wide range of Windsor rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Windsor condo rentals.


🏠 Is it free to cancel my Windsor vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Windsor vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Windsor. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Windsor?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Windsor apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Windsor?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Windsor package deals will get you even more savings.