Windsor Vacation Rentals & Ski-in/Ski-out Homes

About Windsor Vacation Rentals

Explore over 129 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 486.19 ft² of space, and are priced at an average of US $206 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
Holiday Apartments30
Vacation Homes25
Villas2
Cabin Rentals1
Cottages1

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, WI

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Windsor, WI

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


Mousehouse Cheesehaus
University of Wisconsin-Madison
Alliant Energy Center
Kohl Center
Wisconsin State Capitol
East Towne Mall
Ho-Chunk Gaming Madison
Capitol Square
Camp Randall Stadium
Overture Center for the Arts
University of Wisconsin Hospital and Clinics
Madison Area Technical College
Orpheum Theater
Barrymore Theatre
Monona Terrace Community and Convention Center
Lake Mendota
Olbrich Botanical Gardens
West Towne Mall
Henry Vilas Zoo
Sun Prairie Ice Arena

Other Places to Stay in Windsor, WI


Mousehouse Cheesehaus 119 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 129 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.


There are 129 Windsor, WI Vacation Rentals

Recently Booked Vacation Rentals in Windsor