Jack's Guide Service Winter Rentals & Holiday Homes

Discover winter rentals Jack's Guide Service - We found 166 exact matches

About Jack's Guide Service Winter Rental on SunSkiResorts

Planning a winter vacation in Jack's Guide Service? Discover 166 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Jack's Guide Service, MO 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 Jack's Guide Service start at US $439. The most popular properties in Jack's Guide Service 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 Jack's Guide Service, 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 Jack's Guide Service and unlock incredible deals.

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Frequently Asked Questions About Jack's Guide Service Winter Rentals

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

The average cost for winter rentals in Jack's Guide Service is $439 per night. SunSki has a wide list of great winter places to stay near Jack's Guide Service 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 Jack's Guide Service that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Jack's Guide Service on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Jack's Guide Service to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 166 private swimming pools or indoor pools accommodations near Jack's Guide Service along with other great amenities.

About 166 holiday rentals in Jack's Guide Service 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 Jack's Guide Service for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Jack's Guide Service with all the best amenities for your next trip.