Chalet vacation rentals in Hudson Valley

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Hudson Valley

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Guest favorite

Chalet in Cragsmoor

5.0 out of 5 average rating, 226 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 20 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. Our current housekeeping policy since Covid-19 is we block our calendar a minimum of two days after each guest checks-out for cleaning and disinfecting. Polished concrete floors with radiant heat, 8 ft. tall windows, 10 ft. walls, wood vaulted ceiling, air conditioning, gas fireplace fully equipped kitchen (oven, stove, refrigerator, dish washer, coffee maker, microwave, toaster, ninja) washer and dryer. Full bathroom with tile and marble. Free Wi-Fi, 50" smart tv The chalet is a free standing private building with a deck and covered porch. It has it's own barbecue, hammock and fire pit for your private use. Guests have full access to the owners 20 acre property which includes some short trails through the woods and an outdoor shower. The owner lives on the property in a seperate residence and is available for any assistance guests require. The chalet is set in an area of seclusion on the Shawangunk Mountains in Cragsmoor. A short drive away is the entrance to Sam's Point Preserve with miles of hiking trails and incredible scenic views. Effective 5/1/22 a reservation is required to enter Sam’s Point on the weekend. Go to ReserveAmerica. com to make a reservation. Minnewaska State Park and Mohonk Preserve are nearby. Dining and shopping are within a five to ten minute drive. There is no public transportation nearby so the only way to get to us is by motor vehicle. If your coming up during the winter season a four wheel drive vehicle is highly recommended. The owner has two cats that live on the property. The cats are never permitted inside the chalet.

Feb 28 – Mar 7

ﺩ.ﺇ1,583 per night

Guest favorite

Chalet in Otis

4.94 out of 5 average rating, 351 reviews

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Apr 18 – 25

ﺩ.ﺇ1,407 per night

Guest favorite

Chalet in Grahamsville

4.96 out of 5 average rating, 140 reviews

Chalet in the mountains with a breathtaking view!

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

Sep 9 – 16

ﺩ.ﺇ937 per night

Guest favorite

Chalet in Indian Lake

4.95 out of 5 average rating, 164 reviews

2018 Brand New Lake Adirondack Rustic Chalet

Relax in a private brand new construction rustic lake house finished in 2018. Enjoy kayaking, tubing, fishing, or swimming in Adirondack Lake, few minute walk to town for dinner, drinks, entertainment. It is 20 minutes from Gore Mountain, many hiking trails, 15 minutes from the Adirondack Museum. Indian lake offers free of charge an ice skating rink, skates, and sledding area at their ski center. We offer snow shoes, cross country skis, sleds.We have a pool table and foose ball table to use.

Apr 14 – 21

ﺩ.ﺇ2,191 per night

Guest favorite

Chalet in Hurley

4.98 out of 5 average rating, 182 reviews

Exquisite Chalet near to Woodstock's best scenery

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 for you to sample. 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.

Apr 22 – 29

ﺩ.ﺇ1,224 per night

Guest favorite

Chalet in Northville

4.99 out of 5 average rating, 142 reviews

Stunning 3-Unit Lakefront! Hot Tub & Private Dock

Welcome to WINDOWS ON THE WATER - your Great Sacandaga Lake Waterfront Retreat! HOT TUB * FIREPIT * PRIVATE DOCK THREE Interconnected Units on 1-acre wooded lot. Perfect for Extended Families & Larger Groups.Sip your morning coffee on the Deck before launching Kayaks from your own dedicated Dock- NO road to cross to reach the lake! Soak in the 7-person spa overlooking the water... Enjoy all that this lake offers -just 30 min from world-renowned Saratoga Springs (spas*racetrack*shopping*dining

Mar 10 – 17

ﺩ.ﺇ4,090 per night

Guest favorite

Chalet in Napanoch

4.95 out of 5 average rating, 206 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 29 recsue goats, chickens, dogs and of course, local wildlife!

Mar 21 – 28

ﺩ.ﺇ642 per night

Guest favorite

Chalet in Cold Spring

4.89 out of 5 average rating, 371 reviews

Mountain View Retreat

$175 cleaning fee - couples only (1 bed), adjusted after booking if you ask for it. 15 Minutes from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell service), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.

Jan 19 – 26

ﺩ.ﺇ2,706 per night

Guest favorite

Chalet in Gilboa

4.97 out of 5 average rating, 103 reviews

Luxurious Chalet with Panoramic Views on 22+ Acres

A nature-lover's oasis, this 3-bedroom/4-bed/2-bath log-built chalet with contemporary furnishings is perched high along the northernmost edge of the Catskill Mountains offering unforgettable panoramic views from inside and out across 22+ secluded acres. Due to its proximity to hiking trails, lakes, rivers, breweries and wineries as well as Windam (7 mi), Hunter (17 mi), Catskill (26 mi) and downtown Hudson (29 mi), this is an ideal location from which to explore the best of the Catskills.

May 8 – 15

ﺩ.ﺇ786 per night

Guest favorite

Chalet in Dover

4.93 out of 5 average rating, 265 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Dec 11 – 18

ﺩ.ﺇ578 per night

Guest favorite

Chalet in Maplecrest

4.96 out of 5 average rating, 221 reviews

Windham Chalet w BBQ Hut and Pizza Oven

Private, yet just five minutes from Windham, our house offers an escape from day to day stress. It has 3 bedrooms, one with a queen bed on the first floor and upstairs a bedroom with 2 twin beds and one bedroom with 2 bunk beds. Outside a large deck with Adirondack chairs and a small bar table with chairs, gas grill and swing bed are some of the things you can enjoy .In rainy weather you can sit on the large covered deck, observe nature, swing on the bed, grill or gather around the fire.

Apr 7 – 14

ﺩ.ﺇ2,152 per night

Guest favorite

Chalet in Hunter

4.92 out of 5 average rating, 308 reviews

Big Timber Lodge - Hunter Mountain’s TOP Getaway

Discover why our guests have left over 275 five star reviews! This 3-story custom log home sits perched on a beautiful running creek for the perfect weekend or midweek getaway. Featuring a premium outdoor hot tub, fire pit area and truly unforgettable views. Our home offers two units each with three bedrooms, kitchen, indoor jacuzzi, fireplace and plenty of games. The staircase to the creek brings you steps away from a meditative nature walk, trout fishing and zen relaxation.

May 30 – Jun 6

ﺩ.ﺇ3,819 per night