Chalet holiday rentals in Ulster County

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Ulster County

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Chalet in Grahamsville

4.95 out of 5 average rating, 171 reviews

Catskills mountain view chalet

Come and enjoy our Catskills mountain view chalet. Escape the chaos of the city for peace and serenity. In our home you'll find an open concept kitchen/dining and living room space, a huge deck, 2 bedrooms, a newly renovated bathroom and a loft work space. Take in the country skyline view with a glass of wine on the deck while listening to meditative sounds of the babbling brook. Don't forget to bring groceries as the best way to enjoy the chalet is with a home cooked meal with those you love

Guest favourite

Chalet in Fleischmanns

4.92 out of 5 average rating, 129 reviews

Berushka Cottage: 9 min to Belleayre, Views, WFH

Cozy 2 bedroom cabin with beautiful mountain views and strong work from home WIFI! 2 hrs from NYC and 9 min to Belleayre skiing (and lake swimming in summer) and Spillian venue. We love this wooded property which is private but not desolate. At the top of a hill up a distance from a quiet road we have great views of the mountains. We love seeing wildlife on the property including turkeys, deer, bunnies, chipmunks, hawks, and lots of birds. A relaxing getaway from it all! @berushka_cottage on IG

Top guest favourite

Chalet in Napanoch

4.95 out of 5 average rating, 231 reviews

Catskills Aframe, Water View, Goat Sanctuary

This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house has a cozy feel with rustic charm and is the perfect getaway for those wishing to escape to nature. Outdoor enthusiasts will enjoy numerous local hiking trails and we're just 25 minutes from popular areas such as Mohonk Preserve, Sams Point, Minnewaska. A goat sanctuary, animal lovers can visit with our over 30 rescue goats, chickens, dogs and of course, local wildlife

Top guest favourite

Chalet in Cragsmoor

5 out of 5 average rating, 241 reviews

Scandinavian-Style Chalet with Scenic Views

Wake up to hilly views from this Scandinavian-inspired chalet boasting wood-paneled cathedral ceilings, sharp furnishings, and concrete floors. Share a glass of wine with a friend beside a sleek fireplace and live-edge coffee table in a chic living area. Please inform the host if you plan to bring a dog as there is a 15 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. The owner lives on the property and is available for anything guests may require.

Guest favourite

Chalet in Mount Tremper

4.98 out of 5 average rating, 145 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

Chalet in Mount Tremper

4.98 out of 5 average rating, 107 reviews

Modern Mountain Chalet on 15 Acre Catskills Estate

This secluded "Frank Lloyd Wright" inspired home can be your own private mountain retreat and perfect haven for an escape from the city. Designed like a luxurious treehouse, the multi layers of porches and decks makes one feel as if they are sleeping in the clouds. The home offers rest and relaxation with the therapeutic effects of nature right at your doorstep and as a breathtaking backdrop. You'll be inspired by the beauty and peacefulness that awaits you from every corner of the home!

Guest favourite

Chalet in Big Indian

4.95 out of 5 average rating, 150 reviews

The Alpine Chalet - A Cozy, Catskill Mountain Home

Enjoy the scenic Catskill Mountains in this Bavarian-style chalet situated on half an acre with valley views. Composed of modern luxuries and comforts, The Alpine Chalet is the perfect getaway for anyone looking to explore the Catskills. Only 6 mins to Full Moon Resort, 10 mins to Belleayre Ski Mountain, and 15 mins to Phoenicia/30 mins to Woodstock, an abundance of hiking trails, ski resorts, and charming towns await you! Follow us on Insta! @Alpine.Chalet STR License #2022-STR-AO-005

Guest favourite

Chalet in Monticello

4.98 out of 5 average rating, 118 reviews

Riverfront Ski Chalet

Escape to the country air at Sean & Brad's riverfront chalet on the Neversink River. Formerly a popular ski shop and yoga studio, this fully renovated property offers you every possible amenity. Walk across the street to launch your kayak or toss a line into some of the best trout fishing around, roast s'mores around the fire or visit the Resorts World Casino, just 5 minutes away. Golf, hiking, mountain biking, local breweries and distilleries...all just a short distance as well.

Top guest favourite

Chalet in Hurley

4.98 out of 5 average rating, 246 reviews

Exquisite Chalet-Woodstock-we have generator

Newly renovated 3 bedrooms, 2 baths chalet for 6, one mile from stunning Ashokan reservoir view, on private lane but in the heart of Catskills, 10 min from Woodstock, Kingston and exit 19 off hwy 87, with fireplace, wraparound deck, deer-proof yard, firepit, barbecue, veggie garden. Ideal for couples, families, friends. Minutes to ski, ice climbing, iceskating, swimming, hiking, rock climbing, tubing, fishing, scenic walks, biking trails, food markets & excellent restaurants.

Guest favourite

Chalet in Fleischmanns

4.88 out of 5 average rating, 219 reviews

Gorgeous Ski Chalet - 7 mi to Belleayre (hot tub)

This fully renovated chalet is close to Margaretville and Phoenicia. 7 mi to Belleayre. Close to hiking/biking. Secluded property with gorgeous pond and mountain views. 6 person hot tub! Great for couples/skiers/hikers/family/friends getaways. No smokers/cats. Extra charges: - $25 firewood/fire starters. - $50 pet fee per dog + $300 refundable deposit - $25 per guest > 5 guests. Booking constitutes agreeing to the liability waiver in the house manual for hot tub.

Top guest favourite

Chalet in Saugerties

4.98 out of 5 average rating, 162 reviews

A-Frame Chalet in the Heart of the Hudson Valley

Set back on a private road surrounded by tall trees, The Chalet is a three bedroom, three bathroom A-frame house in close proximity to all the main attractions of the Catskills and Hudson Valley. Perfect for a weekend getaway or an extended stay, and great for couples and families. The house has three levels, each with its own bedroom, bathroom and common area. Relax by the fire pit, sip morning coffee on the deck, read a book in the loft, or take a walk in the woods.

Top guest favourite

Chalet in Lanesville

4.98 out of 5 average rating, 141 reviews

Cozy Catskills Chalet with Mountain Views

Welcome to our cozy 3 bedroom and 1 bath apartment with mountain views located in the Catskills. The listing is for the 2nd floor apartment and no one will be staying on the 1st floor during your stay. Sit back and relax and take a break from your busy life and escape to the beautiful Catskill mountains and breathe the fresh mountain air. Surrounded by peace and quietness of nature throughout the year.