Chalet holiday 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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A clear view of a private pool surrounded by a spacious patio, equipped with seating arrangements. A two-story home stands in the background, featuring a balcony. Lush trees provide shaded areas, and a fence encloses the pool for added privacy.
Chalet in Sussex
4.67 out of 5 average rating, 36 reviews

Luxe Retreat with Fireplace/Pool near Water Parks

This stylish home is perfect for groups, festivities of any type. The pool is centrally located in an open floor plan and doorsteps to chef's kitchen for endless entertainment. Thereupon, settle by the fireplace where each crackle from the flaming timber inches you closer to dream wonderland. The spacious bedrooms include a master-suit with all the amenities for the perfect getaway. Wake up to nature greeting you with fresh pine aromas all around as you step out the balcony and take it all in.

Guest favourite
The spacious living room features a cathedral ceiling and large windows that offer views of the surrounding forest. A wood-burning stove adds to the cozy atmosphere, while two comfortable sofas are arranged around a coffee table. Natural light enhances the warm wood tones throughout the space.
Chalet in Rock Tavern
4.93 out of 5 average rating, 29 reviews

Architect’s Cottage in the Woods

Relax in this calm, stylish house inspired by Frank Lloyd Wright. House fully renovated with all modern amenities. The living room with cathedral ceiling offers stunning views to the forest. The place is secluded in the middle of a private 7-acre wooded backyard, despite being only 1h North from the GW Bridge. Enjoy the heated saltwater swimming pool (seasonal), a BBQ on the deck or a drink by the fire pit. Relax by the wood burning stove in the evening. NEW: Swimming Pool! (June to Sep)

Superhost
Private room in Stratford
4.73 out of 5 average rating, 40 reviews

Beautiful room- near 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 passcode is provided to unlock front and bedroom doors. 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 spacious living room features sloped ceilings and large windows allowing natural light to fill the area. A modern gray sectional couch surrounds a stone fireplace, with a stylish moose antler chandelier above. A wall-mounted television adds to the entertainment options in this inviting space.
Chalet in Vernon Township
4.81 out of 5 average rating, 216 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 favourite
Chalet in Warwick
5 out of 5 average rating, 7 reviews

Warwick Bellvale Mtn. House, spectacular views!

Warwick's own Bellvale Mountain House, a 3-bedroom, 2 full baths with bonus room, 2 bath Craftsman style home perched on the top of Mt. Peter with breathtaking views of the Warwick Valley, this is the place to stay. Secluded, quiet and spacious, the perfect place to unwind and relax. Steps away from everything Warwick and Greenwood Lake have to offer yet secluded enough to create a perfect sanctuary for your visit. Please feel free to inquire about any other details!

An outdoor whirlpool is positioned on a gravel patch surrounded by grass, featuring steps that provide access to the tub. The cover is partially open, revealing bubbling water. Smaller lights are visible along the perimeter, enhancing the inviting setting.
Chalet in New Hyde Park
5 out of 5 average rating, 7 reviews

Escape to the Country Home/ Patio with Whirlpool

Welcome to Manhasset Hills. We invite you to a comfortable, spacious and elegant three-bedroom home. The home is equipped with all the commodities of a home for comfort living. Throughout the four seasons, soak sore muscles and relax in the backyard by the patio in our outdoor whirlpool. The patio is fully furnished with patio furniture and a barbecue. On rainy days enjoy cocktails indoors in the entertainment room playing billiards at this peaceful escape.

A charming cottage is set within a lush green landscape, featuring a screened patio with wicker furniture. The home is adorned with green shutters, and a walkway leads to the front door, framed by trees and vibrant grass.
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.

Guest favourite
Private room in Stratford
4.86 out of 5 average rating, 380 reviews

Comfy room - close to the beach and Universities

Private bedroom with Queen Bed, TV, WiFi, Mini Fridge, Microwave, Heat and A/C. A passcode is provided to unlock front and bedroom doors. Bathroom is shared with airbnb guests 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 tranquil lakeside view is presented, showcasing vibrant colors reflecting on the water at sunset. A wooden dock is seen with kayaks and stand-up paddleboards resting near the shore, surrounded by lush trees and serene nature.
Chalet in Vernon Township
4.78 out of 5 average rating, 106 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 favourite
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, 478 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.

Guest favourite
An outdoor pool area is surrounded by lush greenery, offering a serene escape. Two lounge chairs are positioned beside the pool, along with a large umbrella. The pool's clear blue water reflects the sunlight, and a flower pot adds a pop of color nearby.
Chalet in West Milford
4.91 out of 5 average rating, 55 reviews

Serene Getaway with Summer Pool (Jun-Sept)&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 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 favourite
An outdoor area features a private hot tub next to a wooden deck, which includes a spacious picnic table. Surrounding greenery creates a serene backdrop, with trees visible in the distance. A charcoal grill is positioned nearby, enhancing the flexibility for outdoor gatherings.
Chalet in Vernon Township
4.95 out of 5 average rating, 40 reviews

Ski in/Ski out Mtn Creek Chalet | 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.

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