Chalet vacation rentals in Long Island

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Long Island

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

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Guest favorite

Chalet in Vernon Township

4.89 out of 5 average rating, 158 reviews

Dream Lakefront Escape + Beach/Ski/Golf near NYC

Discover an exclusive, light-filled lakefront sanctuary just one hour from NYC — stylishly minimalistic and impeccably clean. This 3BR, 2-bath chalet on Highland Lake offers a luxurious retreat for small families, couples, or friends, perfect for every season. Enjoy private access to a sprawling dock with fire pit, grill, canoe, kayaks, paddle boards — your personal lake paradise — near Mountain Creek Ski Resort, Spa, Waterpark, private beaches, golf, and hiking. Wedding packages available.

The interior of a spacious platform tent is shown, featuring two queen beds with clean linens and a dresser. Natural light enters through the open sides, highlighting the nearby greenery. A geometric patterned rug is positioned on the floor, complementing the rustic decor.

Chalet in Patchogue

New place to stay

26-D Glamping - Fire Island - Watch Hill

Glamp at the beach at Fire Island National Seashore. Your adventure begins the minute you board the ferry. Furnished Safari platform tents with linens, behind primary dune, a short walk to life guarded ocean beach. Hike the pristine high dune wilderness. Enjoy beach, fishing, clamming, sunsets, sunrises, wildlife, & whale sightings, a perfect family destination spring/summer/fall. NPS rangers w/Jr Ranger program, guided nature & kayak tours. Eat & drink at our outdoor restaurant

An outdoor pool is situated amidst a snowy landscape, surrounded by lush greenery. Guests enjoy the water while the large glass structure of the resort offers a warm contrast to the winter environment. The scene showcases a clear blue sky, enhancing the ambiance.

Chalet in Vernon Township

4.82 out of 5 average rating, 196 reviews

Private Chalet Ski/Pools/Golf/Mountain Creek/Hike

Escape to this rare, private ski chalet for 10 in Vernon Township, nestled within Crystal Springs Resort. This cozy mountainside retreat features 5 uniquely themed bedrooms, 2 decks, and a warm, inviting atmosphere. Enjoy nearby adventures like skiing, snowboarding, mountain biking, family-friendly activities, pool, hot tub, hiking, wildlife viewing, horseback riding, lakes, the Appalachian trail and more! We are next door to Mountain creek, ideal for a family or group of friends.

Guest favorite

A white fire extinguisher is mounted on a light-colored wall corner, showcasing its readiness for use. The base of the extinguisher is black, indicating its safety features. Natural light casts a shadow, adding depth to the wall’s texture.

Private room in Stratford

4.86 out of 5 average rating, 370 reviews

Comfy room - close to the beach and Universities

Available for long term(at least 2 nights), Private bedroom with Queen Bed, TV, WiFi, Mini Fridge, Microwave, Heat and A/C. A bedroom key is provided. Bathroom is shared with airbnb guest only. LOW SLANTED CEILING BATHROOM - fit 5'10'' and under. Nice, and quiet neighborhood. Close to Merritt Pkwy, I-95, Train station , and Beaches. Please note that the room is bigger than what it appears in the posted photos. House#435 is on the right of #439 and 437.

A modern shower space is surrounded by sleek gray tile, accented by a decorative border of white and black mosaic tiles. A built-in shelf holds shower essentials, while a polished silver faucet sits at the center of the tiled wall.

Chalet in Wainscott

4.45 out of 5 average rating, 11 reviews

RenovatedOneBdrmCottageBy Ocean InHeartOf Hamptons

Ideal place in prime location to enjoy Bridgehampton East Hampton & Sag Harbor Bike to beach vineyard golf range & farm stand. Air-conditioning, flat screen cab tv WiFi, private screen patio with wicker furniture. Close to public transport, art and culture. You’ll love my place because of the location and the coziness My place is good for couples, solo adventurers, business travelers, families (with kids) and friendly for pets. Sorry no cats.

Superhost

Chalet in Vernon Township

4.8 out of 5 average rating, 100 reviews

Villa Adriana 4bdr 2 bath lake front dream home

Hello&welcome to Villa Adriana! Immersed amongst the trees and surrounding garden, perched on a slope overlooking Highland Lake, Villa Adriana is considered to have one of the best views of the entire lake. You can enjoy the spectacular view from the comfort of a cozy living room with large windows overlooking the lake, and from the adjacent roomy outdoor deck equipped with table, chairs, umbrella, and a BBQ grill for dining al fresco.

Guest favorite

Natural light floods a living area through large glass doors, which provide views of the garden and mountains. A comfortable couch faces a wooden coffee table, and a fireplace is situated beside a bookshelf filled with books. Decorative art enhances the space.

Chalet in Cold Spring

4.9 out of 5 average rating, 442 reviews

Mountain View Retreat

15 Minutes drive from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell), 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.

Superhost

Chalet in West Milford

4.93 out of 5 average rating, 45 reviews

Serene Getaway with Seasonal Pool and Hot Tub

Our modern farmhouse is the ideal getaway destination to escape from the city. Located only an hour away from New York City, this secluded sanctuary is nestled between Warwick, Greenwood Lake, and Vernon, NJ. It is newly renovated with a host of amenities (in-ground pool, jacuzzi, central air, wood stove, washer and dryer) and is conveniently located near many year around attractions.

Guest favorite

An outdoor space features a private hot tub adjacent to a wooden deck. A charcoal grill is positioned beside a long picnic table, which overlooks a lush green yard surrounded by trees. Large windows of the chalet reveal a warm interior ambiance.

Chalet in Vernon

4.92 out of 5 average rating, 26 reviews

*NEW*Luxury Ski In-Out Mnt. Creek | Hot Tub | Golf

Enjoy time with family and friends in this stunning ski in/out chalet, located just 1 hour from NYC. The Stockholm Chalet offers: - A private 8-seat hot tab - Direct ski-in/out access to Mountain Creek - 1 min walk to the Minerals golf course - Direct access to the hiking trails of South Peak Relax with the whole family at this peaceful place to stay.