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Windsor Winter Rentals & Holiday Homes
Discover winter rentals Windsor - We found 28 exact matches
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About Windsor Winter Rental on SunSkiResorts
Planning a winter vacation in Windsor? Discover 28 places to stay, ideal for families, friends, groups, or wedding retreats.
At SunSkiResorts, explore a wide array of accommodations in Windsor perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Winter accommodations in Windsor start at US $192. The most popular properties in Windsor include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.
To book your winter vacation homes in Windsor, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Windsor and unlock incredible deals.
Frequently Asked Questions About Windsor Winter Rentals
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Windsor:
- Highlands on Homestead -Tranquil rural property only minutes from town
- The Shepherd's Rest with alpaca, sheep & outdoor bath. Close to Oamaru.
- Exquisite Luxury Property with Stunning Views
- Cozy 2 Bedrooms Lavender Garden House at Oamaru, sweet as home!
- Peaceful cottage in private garden setting.
- HighTree Chalets
- Warm, spacious and centrally located
- Pen-y-bryn Lodge
- The Villa
- Century House B & B flatlette
- Highlands on Homestead -Tranquil rural property only minutes from town
- The Villa
- Pen-y-bryn Lodge
- The Shepherd's Rest with alpaca, sheep & outdoor bath. Close to Oamaru.
See all pet-friendly vacation rentals in Windsor on SunSkiResorts
About 28 holiday rentals in Windsor boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
