Ashland Ski Chalets Rentals & Holiday Homes

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

• Serene Catskills Escape: Hot Tub, Pond & Game Room
• Majestic Villa in Windham - XL Pool, Movie Room, Hot tub, 6 Bedrooms, Gardens
• Seasonal rental: Pet friendly home near Windham and Hunter Ski Resorts
• Windham Mountain Escape - 5bd/4ba Private Home
• Charming Ashland Cottage on 5+ acres—minutes to Windham Mountain
• Ashland · Home Theatre, Game Room, Private Driving Range
• Firepit, Cozy Farmhouse & Adventure Nearby | Catskill Park Farm by AvantStay
• Mountain Paradise - Pickleball/Hot Tub/Games
• Stylish, Luxury Mountain House 10 Mins to Windham
• Windham Pines Lodge & Hot Tub

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

• Delightful 3-bedroom chalet with WiFi in Windham
• NEW LISTING! Bright & Inviting 4 BR chalet in Windham. 2 miles to slopes.
• Chalet near Windham w/hot tub
• Summer fun in the Catskills
• Holly Lodge - Ski Windham Hunter Catskills
• Cave Mountain Motel
• Serene Catskills Escape: Hot Tub, Pond & Game Room

Peak8breckenridge 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 Ashland.

At Peak8breckenridge most of our ski chalets are perfect for families. Check out the complete list of ski chalets in Ashland to find what works for you.

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