Shady Ski Chalets Rentals & Holiday Homes

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

• INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
• Village Center: Gracious & Spacious Retreat "Above the Books"
• 1876 Eyebrow Colonial Home on 36 acres, with pool and fully loaded game room
• Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
• TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
• Iconic Woodstock Home - Private, Walk to Town, Family Friendly
• A True Gem in the heart of Woodstock, w/fireplace & hot tub, wheelchair access
• TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
• Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
• HOT TUB w/POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

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

• Stunning Woodstock NY Chalet with panoramic Catskill Mountains Views
• Woodstock mountainside retreat, nicest view in the Catskills! RELAX!
• Magical Chalet with spectacular views
• Fiber Artist's Studio
• The Herwood Inn
• Romantic Cottage -Amazing Views -Spa -Woodstock NY
• Cozy Woodstock Home with Fire Pit!

Old Mansions 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 Shady.

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

Yes, there are 3 self-catering family ski chalet in Shady that have hot tubs & other amenities.