We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info has been automatically translated. Show original language

Chalet vacation rentals in Hudson Valley

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Hudson Valley

Guests agree: these chalets are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

A striking octagonal home is illuminated at dusk, showcasing wrap-around glass windows that blend with the surrounding woodland. The exterior features natural stone accents, and a warm glow from a light at the entrance creates a welcoming ambiance amidst a snowy landscape.

4.95 out of 5 average rating, 434 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

Top guest favorite

The A-frame chalet is nestled among lush greenery, showcasing a rustic wooden exterior with an inviting wraparound deck. Natural stone steps lead up to the entrance, surrounded by various plants and trees, enhancing the tranquil setting typical of the Catskill mountains.

Chalet in Napanoch

4.95 out of 5 average rating, 239 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 favorite

A modern living area is showcased, featuring a plush dark sofa and a live-edge coffee table at its center. Large sliding glass doors provide expansive views of the surrounding landscape, while polished concrete floors complement the wood-paneled ceiling. A flat-screen TV is mounted for entertainment.

Chalet in Cragsmoor

5 out of 5 average rating, 245 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.

The living area features a cozy L-shaped sofa and an armchair, complemented by a unique hanging fireplace. Large windows allow natural light to illuminate the space, while a circular wooden coffee table adds warmth. A stack of firewood is neatly arranged nearby.

Chalet in Leeds

4.96 out of 5 average rating, 150 reviews

Catskill Chalet: Hot Tub, Fire Pit, Cozy, Private

**Steep driveway-highly suggest SUV** Step into the comfort of this stylish 3BR, 2.5 bath chalet, 2 hours from NYC. Nestled in tranquility, offering a perfect escape from the everyday hustle and bustle. It promises a secluded retreat with a rich amenity list, immersed in the dreamy natural ambiance, close to the town of Catskill, NY. ✔ 3 Comfy BRs ✔ Fully Equipped Kitchen ✔ Pool Table ✔ Front Deck (Electric BBQ) ✔ Hot Tub ✔ Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking See more below!

Top guest favorite

The log-built chalet is surrounded by lush greenery and rolling hills. A spacious porch wraps around the house, and a fire pit with seating is visible in the foreground, providing a welcoming outdoor space amidst the natural landscape.

Chalet in Gilboa

4.98 out of 5 average rating, 168 reviews

Secluded Chalet w/ Unforgettable 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 (16 mi), Catskill (26 mi) and Hudson (29 mi), this is the ideal location from which to explore the best the Catskills has to offer.

Top guest favorite

A wooden exterior is complemented by solar panels on the roof, showcasing sustainability. Surrounding foliage displays autumn colors, with trees and shrubs framing the entrance. The home features a welcoming porch area leading to large glass doors that invite guests inside.

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.

The living area features a high vaulted ceiling with exposed wooden beams. Soft sofas are arranged around a glass coffee table atop a plush, white area rug. Large windows invite natural light, creating an open and airy feel, with glimpses of the surrounding nature.

Chalet in Mount Tremper

4.97 out of 5 average rating, 112 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!

Top guest favorite

Tall wooden walls frame large triangular windows, providing expansive views of rolling mountains and trees. Natural light floods the inviting living area, furnished with a dark leather sofa, light-colored ottomans, and green plants, creating a comfortable and spacious atmosphere.

Chalet in Prattsville

4.99 out of 5 average rating, 151 reviews

Catskills Fall Escape: Sauna|Hot tub|Mountain View

Escape to Le Chalet, your private modern luxury retreat in the heart of the Catskills, just 2.5 hours north of NYC. Located near multiple ski resorts (Windham, Hunter, Bellaeyre), scenic hiking trails, and fishing streams, this stylish designer space features breathtaking Mountain views, Chef's kitchen, and beautifully curated Outdoor spaces, perfect for relaxation. Relax in the cedar barrel sauna with a panoramic window, stargaze in the hot tub, and roast marshmallows by the firepit.

Top guest favorite

An aerial view showcases a secluded log home surrounded by lush green trees on a mountainside. The property features a pool and well-maintained landscaping, creating a serene natural environment. Rolling hills and forest are visible in the background, enhancing the sense of privacy and tranquility.

Chalet in Olivebridge

4.99 out of 5 average rating, 166 reviews

Spruced Moose Lodge w. Hot Tub & open Pool to oct

*Pool Open Until Oct 21!* Secluded log home nestled in 5 acres of Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool+ brand new hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. We renovated the kitchen & master bed with new walls of windows in May - pics to come! Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Top guest favorite

The A-frame house showcases a striking design with a steeply pitched roof and large windows. A spacious deck extends across the front, offering a place to relax. Surrounding trees provide a sense of privacy, and vibrant foliage adds color to the scene.

Chalet in Saugerties

4.98 out of 5 average rating, 168 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.

An inviting living area features a stone fireplace, flanked by large windows that provide scenic views. A combination of leather and fabric seating enhances comfort, while a rustic wooden coffee table sits at the center. Natural light fills the space, creating a warm atmosphere.

Chalet in North Branch

4.98 out of 5 average rating, 127 reviews

Catskills Mountain Chalet l 5 Star experience !

Stylish Chalet in the world famous Catskill mountains privately tucked away on 12 acres surrounded by wildlife and nature. Year-round outdoor activities, fine dining, breweries, and boutique shopping all nearby. Enjoy it all here at Clover Fields! Why "Clover Fields" you ask? Deer visit our property almost daily to graze on our sweet clover fields. It's not uncommon to see them throughout the day. Other notable guests: fox, various birds, woodchucks, chipmunks.

Top guest favorite

A cozy outdoor space features a fire pit surrounded by wooden Adirondack chairs, creating an inviting ambiance. Soft outdoor lighting enhances the warm color of the chalet, which is complemented by a patio umbrella and lush greenery in the background.

Chalet in Tannersville

5 out of 5 average rating, 204 reviews

Catskill Chalet: Hunter Mtn Ski Chalet w/Spa

Camp Van Winkle is a place to relax, unwind & reclaim your sense of calm. 🌳 Escape to our cozy Catskills chalet, the perfect base for your iconic mountain getaway! 🏡 Relax and unwind in our charming home, featuring a spacious deck with a bubbling hot tub, perfect for stargazing after a day of adventure. 💫 We are lucky to be surrounded by some of the most spectacular hiking trials and waterfalls in the Catskills, we dare you not to fall in love! 😻

Vacation rentals for every style

Get the amount of space that is right for you

Luxury Stays

Experience one of our premier homes

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Hudson Valley chalet rentals

Free parking on premises

Air conditioning

Family-friendly chalet rentals

Top guest favorite

A kidney-shaped pool is set against a sunlit patio, showcasing clear water with a mosaic stone border. The house features a sloped roof and large blue-framed doors leading out to the outdoor space, with a dining area and grill visible in the background.

Chalet in Catskill

4.96 out of 5 average rating, 200 reviews

Daydream Mountain Art-Chateau | Hot Tub & Pool

The cabin is framed by lush greenery, showcasing a wooden structure with a sloping roof and a spacious front deck. The surrounding area features a well-maintained lawn, dotted with trees and shrubs, offering a sense of privacy and seclusion.

Chalet in Claryville

4.85 out of 5 average rating, 235 reviews

Secluded Cabin in Catskills Park on 20 acres

The entryway features a welcoming entrance with a wooden door, adorned with a green wreath. A glimpse into the bright interior reveals modern seating and natural light streaming through large windows, enhancing the inviting space that awaits inside.

Chalet in Wilmington

4.97 out of 5 average rating, 116 reviews

Snug Chalet - Wi-Fi + Close to Mount Snow

Top guest favorite

A spacious dining area features a long wooden table surrounded by clear acrylic chairs. Natural light filters in through large windows, highlighting decorative wall art and a vibrant floral centerpiece. An air conditioning unit is mounted on the wall, contributing to a comfortable setting.

Chalet in Elka Park

4.97 out of 5 average rating, 103 reviews

Thorne Hollow - Mountain Ski Getaway with HotTub

A contemporary home is set amidst vibrant autumn foliage, showcasing a blend of warm wood tones and large windows. The grassy area in front invites relaxation, while the surrounding trees enhance the rustic charm of the property.

Chalet in Elka Park

4.91 out of 5 average rating, 609 reviews

Secluded home by Hunter Mountain

Top guest favorite

The chalet is set against a backdrop of mountains and trees. The property features a large green lawn, and two dogs are seen resting on the grass in the foreground. The warm exterior of the home, complete with a deck, can be seen in the background.

Chalet in Wells

4.98 out of 5 average rating, 104 reviews

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

An A-frame cabin is nestled among tall trees, illuminated by warm string lights. A cozy fire pit with glowing embers is positioned in front, creating a welcoming atmosphere. The cabin's porch features seating, inviting relaxation in a serene outdoor setting.

Chalet in Stroudsburg

4.94 out of 5 average rating, 111 reviews

Cozy Poconos A-Frame on Appenzell Creek

Top guest favorite

A chalet-style home is situated on a forested property, with a spacious deck extending from the front. Large windows reflect the surrounding greenery, showcasing a modern aesthetic against a backdrop of autumn foliage. Rock formations and scattered leaves cover the ground.

4.92 out of 5 average rating, 290 reviews

Swiss Chalet Style Timberframe Home in Berkshires

Luxury chalet rentals

Top guest favorite

An aerial view of the chalet-style home reveals a spacious wrap-around deck with multiple seating arrangements, illuminated by string lights. The landscaped grounds are surrounded by trees, featuring an outdoor fire pit nearby and a garden area visible in the background.

Chalet in Copake

4.98 out of 5 average rating, 66 reviews

Private upstate home nestled in the Hudson Valley

A spacious living area features wooden paneling and vaulted ceilings with large windows allowing natural light to fill the room. Comfortable seating options, including soft chairs and a sectional sofa, create inviting spaces for relaxation. A central coffee table and a unique lamp add to the cozy atmosphere.

Chalet in Schroon Lake

4.91 out of 5 average rating, 139 reviews

Loose Moose: 4-Season/ hot tub by Gore Mtn & Beach

A spacious chalet sits nestled among trees, showcasing a wraparound deck and multiple outdoor seating areas. Smoke gently rises from the fire pit area, indicating a cozy gathering. The natural landscape is vibrant with autumn foliage, enhancing the tranquil ambiance of the mountain retreat.

Chalet in Prattsville

4.95 out of 5 average rating, 109 reviews

Chalet w Views Firepit 2 Grills Deck Fast WiFi

A large Adirondack-style house is shown from the outside, featuring a wooden exterior and expansive glass windows. A spacious deck wraps around the front, providing views of the surrounding trees. The structure is set against a clear blue sky, with snow visible on the ground.

Chalet in Chestertown

4.8 out of 5 average rating, 196 reviews

Lake George Adirondack stye house

The exterior of Hygge House is highlighted by sleek wooden siding and a modern design. Large windows reflect the surrounding greenery, while a stone pathway leads to the entrance. Sunlight filters through the trees, illuminating the inviting facade set on a spacious grassy area.

Chalet in Stratton

4.96 out of 5 average rating, 146 reviews

Luxe HOT TUB, SAUNA 8–12 min Stratton & Mount Snow

A spacious four-bedroom house is set against a backdrop of greenery, featuring a combination of wooden and stone exterior. Large windows provide ample light, and two balconies enhance the outdoor experience. A stone pathway leads to the entrance, surrounded by a manicured lawn.

Chalet in Windham

4.88 out of 5 average rating, 190 reviews

Beautiful Windham Ski/Summer House

An open living area features a striking stone fireplace as its focal point, complemented by a large zebra wall art. Colorful seating includes a blue sofa and vibrant pink chairs, with decorative cushions enhancing the inviting atmosphere. Natural light pours in through large windows.

Chalet in Lake Ariel

4.89 out of 5 average rating, 132 reviews

Villa MiaNova A Modern Hideout in the Woods

Top guest favorite

The inviting living area features high, wooden ceilings and large windows that allow natural light to fill the space. Comfortable sofas are arranged around a coffee table, with decorative throw blankets adding a touch of warmth. A television is mounted on the wall, enhancing the cozy atmosphere.

Chalet in Athol

4.97 out of 5 average rating, 147 reviews

Fire Pit+ Games+ Gore Ski+ Lake George ADK Cabin

Lakefront chalet rentals

A scenic view from a wooden deck showcases a tranquil lake surrounded by greenery. Bright, leafy trees frame the image as the calm water reflects the sky. Cozy seating is positioned on the deck, inviting relaxation in this serene outdoor space.

Chalet in Hunter

4.98 out of 5 average rating, 166 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

A spacious lakefront home is nestled among tall trees, with a sloping green lawn leading to the deck. The house features a distinctive A-frame design with large windows, allowing natural light to fill the interior. Shadows from the surrounding trees enhance the serene outdoor setting.

Chalet in Athens

4.88 out of 5 average rating, 119 reviews

Waterfront Lake Home, close to Hunter & Windham

Top guest favorite

The modern A-frame house features a steep metal roof and large windows set against a backdrop of trees. A gravel path leads to the entrance, framed by landscaped greenery. The sky is painted in soft pink hues during sunset, highlighting the home's contemporary design.

Chalet in Port Jervis

5 out of 5 average rating, 24 reviews

Hudson Valley A-Frame-Movies~Arcade~HTub~60-mi~NYC

Top guest favorite

An inviting outdoor fire pit area is surrounded by several blue adirondack chairs, set in a woodland landscape of fallen leaves. The two-story chalet is visible in the background, nestled among tall trees, with a staircase leading to the upper deck.

Chalet in Pocono Pines

4.95 out of 5 average rating, 144 reviews

Pocono Win✴Game Room+Hot Tub✴Lake Naomi GOLDEN OWL

Top guest favorite

The exterior of the chalet showcases a modern design with a sloping roof and a covered deck area. Large windows provide natural light, while a landscaped yard features stone pathways and greenery. The property is surrounded by trees, enhancing its private setting.

Chalet in Hadley

5 out of 5 average rating, 25 reviews

Chalet on the Great Sacandaga

A spacious wooden deck is seen extending from the chalet, featuring outdoor seating arrangements and a large umbrella. Sliding glass doors lead into the bright interior, surrounded by trees that provide a natural setting.

Chalet in Tobyhanna

4.82 out of 5 average rating, 253 reviews

Lakefront Chalet in Poconos

A spacious chalet is set against a dramatic sunset, framed by lush trees. The home features a mix of brick and stone elements, and a red roof adds a striking contrast to the natural surroundings. Well-maintained landscaping surrounds the property.

Chalet in Glen Spey

4.9 out of 5 average rating, 141 reviews

Mayflower - Lake access/hot tub/game room/pets

Top guest favorite

A spacious living area is highlighted by large windows offering lake views. Two patterned chairs sit facing the water. Sliding glass doors provide access to an outdoor deck. Natural light floods the space, enhancing the calm ambiance.

Chalet in Tobyhanna

4.95 out of 5 average rating, 111 reviews

Lakefront-Spa Hot Tub-Amazing Views-Spiral stairs

Destinations to explore