Greater Grand Crossing Winter Rentals & Holiday Homes

Discover winter rentals Greater Grand Crossing - We found 102 exact matches

About Greater Grand Crossing Winter Rental on SunSkiResorts

Planning a winter vacation in Greater Grand Crossing? Discover 102 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Greater Grand Crossing, IL 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 Greater Grand Crossing start at US $310. The most popular properties in Greater Grand Crossing 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 Greater Grand Crossing, 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 Greater Grand Crossing and unlock incredible deals.

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Frequently Asked Questions About Greater Grand Crossing Winter Rentals

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

The average cost for winter rentals in Greater Grand Crossing is $310 per night. SunSki has a wide list of great winter places to stay near Greater Grand Crossing 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 Greater Grand Crossing that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Greater Grand Crossing on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Greater Grand Crossing to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 102 private swimming pools or indoor pools accommodations near Greater Grand Crossing along with other great amenities.

About 102 holiday rentals in Greater Grand Crossing 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 Greater Grand Crossing for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Greater Grand Crossing with all the best amenities for your next trip.