Ossipee Ski Chalets Rentals & Holiday Homes

There are a lot of options in Ossipee. If you plan on staying in the Ossipee 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 Ossipee:

• Peaceful waterfront getaway full of attractions year round!
• Cozy Carriage House on Lake Ossipee. Private beach with boat docks
• Four Seasons of FUN! Shop, Hike, Golf, Ski, Ride, Relax and bring the Pups too!
• 4 Season Cozy log Cabin/Lake/fire pit/game room/
• Rustic Comfort On A Mountain Lake
• LAKEFRONT ESCAPE-💦Hot Tub🌅Views🔥Fireplace❄️Snowmobile Trails
• Lakeside 5bed HOT TUB Game Room Fast WiFi 4 TVs SKI SNOWMOBILE SKI ~N. Conway
• Welcome to the Tuftonboro Manor! Perfect for reunions, retreats and vacations!
• New Inflation Fighting Rate, PET Friendly
• Quaint Ossipee Home Close to the Lake

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

• LAKESIDE RETREAT! A HIDDEN GEM!
• Your Home Away From Home
• Waterfront Home for Summer/Winter Fun
• The Wolfeboro House

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 Ossipee.

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

Yes, there are 88 self-catering family ski chalet in Ossipee that have hot tubs & other amenities.