Ski-in/Ski-out holiday rentals in New York

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Only Ski In Out on Mtn| Hike, Golf, Fish, Recharge

Slopeside 1BR cabin sleeps 4! Step right onto Hunter Mountain from your porch or drive 5 min to scenic hiking trails. Prime location near the charming, colorful village of Tannersville. Enjoy a fully stocked kitchen & bath, high-speed WiFi, and an entertainment system with Netflix & all your other favorite streaming! Stay longer with the convenience of a W/D & dishwasher. Cozy up by the fireplace, take in the mountain views, or explore nearby dining, breweries, and outdoor adventures year-round!

Artist Hideaway at Ryder Hollow

The rustic barn has open floor plans upstairs and down; odorless, waterless composting toilet; separate shower room; patio w/ fire-pit, and wood-fired stove. Upstairs, the communal sleeping space has queen and twin beds suitable for a family or CLOSE friends. 7 minutes from downtown. Well-equipped kitchen, yet no dishwasher. Private trail leads to a secluded, woodland lean-to and crosses onto state land. The trail continues informally and summits Little Seymour with great views. Permit #200059

Herkimer Hideaway woodland retreat.

A woodland private drive and bubbling brook in front of this unique southwestern design home. Seasonally your senses will come alive with the sights & sounds of nature at its best! See wild flowers, attracting hummingbirds, butterflies, and deer from your deck. Enjoy morning coffee on the deck , a stroll on the private walking trail; or a beverage stargazing by the fire pit. For the adventurer, both the Adirondacks and many famous Herkimer Diamond mines are only a short drive away!

Honeymoon Cabin with Jacuzzi Tub

The Bark Eater Inn and Cabins are nestled in the heart of the Adirondack High Peaks. Our location is quiet and serene on a bucolic 200 acre property with breath taking views, gardens, miles of trails, forests, and flowering meadows. All this and we are only minutes to the Lake Placid Olympic Village, Whiteface Ski Mountain and endless outdoor adventures. Stay onsite for a rejuvenating retreat or get out and explore to your hearts content. Oh and we're also a gorgeous wedding venue!

4BR Chalet on Holimont: Views-Hot Tub-EV Charger

Enjoy the pinnacle of mountain luxury at our 2500 sqft chalet nestled in a secluded neighborhood on Holimont ski hill. Take in panoramic mountain views from the outdoor deck with a hot tub, luxury lounge set, and fire table. Enjoy modern amenities, fully-equipped kitchen, cozy gas fireplace, and 4 bedrooms. Conveniently located a 2-min walk to Holimont, 3-min drive to town, and 6-min drive to Holiday Valley. Perfect for families, couples, and groups seeking a serene mountain stay!

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

Full-body Massage Chair & Hot Tub & Wellness

✨ February Is for Slowing Down ✨ February isn’t about rushing forward—it’s about pausing, resting, and taking care of yourself when winter asks you to move more gently. At The Place of Prana, February offers a quieter kind of luxury: peaceful mornings, unhurried days, and evenings designed for deep rest and reflection. It’s a chance to step away from noise, screens, and schedules—and come back to yourself. Come stay, exhale, and let February hold you for a while.

Hi-Tor Hideaway. The Cure for Cabin Fever.

A beautiful log cabin in the woods with an incredible view, that sleeps 5. There is a queen bed downstairs, a double in loft and then a roll-away twin in living room. Peace and quiet, discovering nature and resetting yourself. Life has been a challenge and it is good to step back sometimes. Our peaceful retreat is centrally located near many parks and waterfalls. Located between beautiful Canandaigua, Keuka and Seneca Lakes.

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Cozy Cabin

Cabin located across from Macomb State Park providing access to cross country skiing. 30 minute drive to Whiteface Mt. Ski Area. Sleeps 4 with 2 twins and a double in upstairs loft. Fully furnished kitchen, bath with shower. Quiet space. No smoking indoors. No cats. Dogs allowed but must be well behaved and stay off of the furniture and bedding. Check-in @ 3 PM and beyond. Checkout at 11 AM.