Sisters Ski Chalets Rentals & Holiday Homes

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

• Enjoy Our Family Friendly Home In Tollgate
• Unique Private Cabin in the Pines in Sisters! Clean & Cozy!
• Luxurious Hot Tub & Pool Table | Black Butte Golf Escape
• Premier Black Butte Golf Course Home w/hot tub and sauna
• LUXURY RUSTIC LODGE IN BLACK BUTTE RANCH
• View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.
• BBR Home - Close to GM pool. Great for Families! Separate rec room and apt.
• Golf Home 243 Summer 2027 now open!
• Black Butte Ranch-GM on 7th Hole. Major Upgrades! Ranch Favorite!
• Lovely setting on Aspen Lake

There are many ski chalets available in Sisters; however, here are the most popular ski chalets listed in Sisters:

• Contemporary Cozy Cabin: Bikes, Outdoor Fire Table, and EV Charging
• Glaze Meadow 7
• FivePine Lodge & Spa
• Home with a private hot tub, shared pool, & National Forest at your backdoor

Winecountryvillas offers availability throughout the year, but you can book pre-Christmas, mid-January, or before and after the school break at Easter are the best times for renting in Sisters.

At Winecountryvillas most of our ski chalets are perfect for families. Check out the complete list of ski chalets in Sisters to find what works for you.

Yes, there are 749 self-catering family ski chalet in Sisters that have hot tubs & other amenities.