Woodstock Ski Chalets Rentals & Holiday Homes

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

• Streamside Cottage Half Mile to Town of Woodstock
• INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
• Village Center: Gracious & Spacious Retreat "Above the Books"
• Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
• 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

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

• Stunning Woodstock NY Chalet with panoramic Catskill Mountains Views
• Romantic Luxury Chalet For 2
• Magical Chalet with spectacular views
• NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
• Private countryside apartment suite 1.5 miles to Woodstock
• The Herwood Inn
• Pet Friendly Cabin Doh-Ray up @ 1500 ft

Outdoorplaces 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 Woodstock.

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

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