Ski-in/Ski-out holiday rentals in Ulster County

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals in Ulster County

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Woodstock

4.94 out of 5 average rating, 352 reviews

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.

Superhost

Home in Lanesville

4.67 out of 5 average rating, 139 reviews

Catskills/Hunter Getaway w/new Kitchen/EV Charger

Set on a 2.5 acres on a quiet stretch of Stony Clove Creek, this charming 1934 farmhouse is a cozy retreat from urban life and an ideal base camp for exploring the natural beauty and outdoor activities of the Catskill Mountains. Stony Clove (as the house is named) is located in the Hamlet of Lanesville and within 7 minutes of three charming and distinctive towns: Phoenicia, Hunter and Tannersville. Hunter Mountain is less than 10 minutes away and 25 minutes from skiing at Windham and Belleayre.

Guest favourite

Home in Lanesville

4.93 out of 5 average rating, 244 reviews

Roseland, Streamside 1865 house. 7 min to slopes

This beautiful streamside 1865 farmhouse is a magical, spiritual, mountain Utopia, located between historical Phoenicia and Hunter Mountain. This landscaped property is nestled in the heart of the mountains. Awaken and revitalize to the soothing sound of the beautiful, trout filled, Stoney Clove Creek, located at the end of the spacious backyard. Turn off your cell, get away from the stress and pressures of life, and experience what the ancient Indians once called, the magic of the mountains.

Top guest favourite

Chalet in Mount Tremper

4.98 out of 5 average rating, 152 reviews

Secluded Woodstock Retreat with Pool and Sauna

Stunning, tranquil mountainside retreat with exposed beams, saltwater swimming pool, sauna, fireplace, soaking tubs and rain shower. Situated on a 5-acre wooded hilltop a ten minute drive from Woodstock and close to miles of walking trails. Roast marshmallows on the fire pit, flip burgers on the top of the line charcoal grill, and enjoy one of the best stargazing spots around. Indoors, find a well equipped kitchen and cinema sized tv screen with Netflix/Apple TV. Convenient to ski slopes.

Guest favourite

Home in Big Indian

4.98 out of 5 average rating, 188 reviews

Contemporary MOUNTAINSIDE home

The contemporary mountain side house is located between Woodstock and the Belleayre Ski Resort. Designed by an award winning architect, featuring cedar beams, vaulted ceiling, and walls of windows. Lower level houses the media/billiards room and 4 en-suite bedrooms all with individual private outdoor patios. Close to Peekamoose and Zephyr restaurants. Few minuets from Phoenicia and a little further is the historic Town of Woodstock with its long history in the arts and music.

Superhost

Home in Hunter

4.92 out of 5 average rating, 108 reviews

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

The Mink Hollow Lodge is a year round play ground for all ages & provides all you need for your country getaway. Privacy & seclusion, yet only 6 miles to Hunter Mtn. This super immaculate, 2,700 sq ft home located on a 5+ gorgeous acres with hot tub, fire pit and walking distance to two trail heads. Play pool in the billiards room, relax around one of the numerous flat screen TVs, or make a gourmet meal set for a king. Sleeps 15 comfortably. Private Chef services available.

Guest favourite

Home in Phoenicia

4.93 out of 5 average rating, 175 reviews

Cozy getaway. Close to all. Heart of Phoenicia

"Such a cute place with cabin-in-the-woods vibes but all the conveniences of being in town." What Shannon said in her 5 star review. Couldn't have put it better myself. Relax and reconnect in this calm and quiet little house nestled in the center of our cool village. You're on the doorstep of hiking trails with breathtaking views and gorgeous trout streams. Lounge around a glowing campfire in the back yard with S’mores or spin viny. On NYC bus route and ski shuttle.

Guest favourite

Flat in Shandaken

4.94 out of 5 average rating, 86 reviews

Catskill Cabin, Zen Mantra Apt. #9 * * * * *

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 duds, 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.

Top guest favourite

Cabin in Fleischmanns

4.97 out of 5 average rating, 98 reviews

The "Hog" Cabin. Year round perfect stay.

Less than two and a half hours from NYC, ten minutes from Belleayre Ski Center, this cozy and private cabin is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape. *High-Speed Broadband Wi-Fi Internet now provided* Feel free to roam the apx 2. 5 acres surrounding the property and enjoy the mountain views. Enjoy a nice cup of wine by the fire. You will absolutely love it!

Guest favourite

Cabin in Fleischmanns

4.89 out of 5 average rating, 108 reviews

Hillside Hideaway: fireplace + 5 mins to Belleayre

A peaceful retreat in the Catskills on 14+ acres! Just minutes from Belleayre Ski, the Village of Fleischmanns, Arkville, Margaretville, Phoenicia, and Roxbury. Ski/snowboard at Belleayre Ski Center or nearby Plattekill Mountain, hike the property and discover Emory Brook, visit local farmers’ markets, go fly fishing or tubing on the Esopus, or just relax, grill out and enjoy the fireplace. We want to share our cabin in the Catskills with you!

Superhost

Chalet in Fleischmanns

4.72 out of 5 average rating, 170 reviews

Sauna equipped Belleayre Cozy Cabin

Experience the ultimate vacation getaway in this warm, clean, and well-maintained cabin. Enjoy privacy on a big property with a small pond and beautiful view. Cozy up by the fireplace and take in the stunning scenery. Located near great restaurants and skiing. Soak in the outdoor sauna after a long day on the slopes. This cabin is perfect for a relaxing getaway. Book now and make memories that will last a lifetime!

Top guest favourite

Home in New Paltz

4.97 out of 5 average rating, 769 reviews

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.