Ski-in/Ski-out vacation 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.

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

🌸 Spring Is for Waking Up Gently 🌸 Spring isn’t about rushing ahead—it’s about opening up, breathing deeper, and letting new energy arrive in its own time. At The Place of Prana, spring brings a softer kind of luxury: bright mornings, longer evenings, and spaces designed for clarity, renewal, and ease. It’s an invitation to step outside, unplug, and reconnect—with nature and with yourself. Come stay, inhale, and let spring meet you exactly where you are.

Catskill Cabin, Little Owl Apt #1 * * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.

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.

Ski-in/out Condo, King Bed, 2 Full Baths

Upscale SnowPine Village condo, perfect for outdoor fun and year-round relaxation. ⛷️ Ski-In/Ski-Out – Patio gate to slopes 🛏️ King, Queen + Trundle beds 🛁 2 Full Baths 🔥 Electric Fireplace 🍳 Fully stocked kitchen 📍 Minutes to Town – Close to shops & dining 📶 Fast WiFi + 55” Roku TV 🚗 Ample Parking – Limit 2 during ski season 🏓 Pickleball Court Nearby 🏡 Private Patio w/ seating & grill ❄️ Portable A/C

"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.