641+ Vacation Home Rentals in Windsor |
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Windsor Vacation Rentals & Ski-in/Ski-out Homes

About Windsor Vacation Rentals

Explore over 641 vacation rentals in Windsor with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Windsor for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Windsor. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Windsor tailored to your preferences. On average, these rentals offer 1013.36 ft² of space, and are priced at an average of US $195 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Windsor at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Windsor

Type Count
Vacation Homes 267
Holiday Apartments 183
Cottages 88
B&B 12
Villas 6
Cabin Rentals 5
Others 2

Use these Quick Filters to Find a Vacation Rental in Windsor

★ Pro Tip: Discover Your Ideal Vacation Rental in Windsor with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Windsor, ON

View the weather forecast for Windsor before booking your Windsor Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Top Attractions Around Windsor, ON

Sunski offers a large selection of top attractions around Windsor . Research things to do on your vacation before you visit Windsor.


Caesars Casino
Detroit Windsor Tunnel
Point Pelee National Park
Caesar's Windsor
University of Windsor
Adventure Bay Family Water Park
The Colosseum
Jackson Park
St. Clair College
Devonshire Mall
Windsor Family Credit Union Centre
Leamington Arts Centre
Ambassador Golf Club
Coventry Gardens
Dieppe Gardens
Leamington Municipal Marina
Willistead Manor
Ontario Travel Information Centre - Windsor
Olde Walkerville Neighborhood
Walkerville Brewery

Other Places to Stay in Windsor, ON


McGregor 395 Properties
South Central 224 Properties
Bridgeview 202 Properties
East Windsor 179 Properties
Leamington 142 Properties
Sandwich Towne 116 Properties
Tecumseh 114 Properties
Riverside 78 Properties
Walkerville 51 Properties
Amherstburg 30 Properties
Wheatley 28 Properties
LaSalle 26 Properties

Complexes around Windsor, ON


Waterfront Hotel 6 Properties
Days Inn 3 Properties
Holiday Inn Suites Ambassador Bridge Ihg Hotel 3 Properties
Howard Johnson Plaza 3 Properties
Leamington Hotel Conference Centre 3 Properties
Lexington Inn 3 Properties
Points 3 Properties
Quality Inn Leamington 3 Properties
Quality Inn Suites Downtown Windsor 3 Properties
Towneplace 3 Properties
Comfort Inn Windsor 2 Properties
The Jelly Bean Beach 2 Properties
Travelodge 2 Properties
Seacliffe Inn 1 Properties

Frequently Asked Questions About Windsor?

What are the top vacation rentals in Windsor?

When organizing your trip to Windsor, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Windsor. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Windsor?

Uncover 12 vacation rentals boasting private pools near Windsor. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Windsor are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Windsor. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Windsor?

Discover the ideal vacation rental in Windsor with SunSki Resorts™. We provide an extensive selection of over 641 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Windsor.

Nearby Neighborhood (7) 
Neighborhood Property Count
Walkerville Vacation Rentals in Windsor, Ontario 51
Bridgeview Vacation Rentals in Windsor, Ontario 202
Riverside Vacation Rentals in Windsor, Ontario 78
East Windsor Vacation Rentals in Windsor, Ontario 179
Romney Vacation Rentals in Windsor, Ontario 59
South Central Vacation Rentals in Windsor, Ontario 224
Sandwich Towne Vacation Rentals in Windsor, Ontario 116

People Also Ask

There are 641 Windsor, ON Vacation Rentals

Recently Booked Vacation Rentals in Windsor