Country Club Estates Winter Rentals & Holiday Homes

Discover winter rentals Country Club Estates - We found 192 exact matches

About Country Club Estates Winter Rental on SunSkiResorts

Planning a winter vacation in Country Club Estates? Discover 192 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Country Club Estates, WI 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 Country Club Estates start at US $559. The most popular properties in Country Club Estates 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 Country Club Estates, 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 Country Club Estates and unlock incredible deals.

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Frequently Asked Questions About Country Club Estates Winter Rentals

There are a lot of options in Country Club Estates. If you plan on staying in the Country Club Estates area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Country Club Estates:

The average cost for winter rentals in Country Club Estates is $559 per night. SunSki has a wide list of great winter places to stay near Country Club Estates that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in Country Club Estates that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Country Club Estates on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Country Club Estates to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 192 private swimming pools or indoor pools accommodations near Country Club Estates along with other great amenities.

About 192 holiday rentals in Country Club Estates boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in Country Club Estates for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Country Club Estates with all the best amenities for your next trip.