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

A sunlit open living area features large windows and skylights that showcase serene lake views. A comfortable couch sits next to a television, while a dining table accommodates six chairs. The natural light enhances the warm tones of the wooden floor, creating a welcoming ambiance.

Chalet in Vernon Township

4.88 out of 5 average rating, 173 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 exterior of a rustic chalet is surrounded by mature trees, featuring a wooden facade and large windows. A paved walkway made of bricks leads to the entrance, flanked by shrubs and greenery. A side path made of gravel complements the natural landscape.

Chalet in Southampton

4.4 out of 5 average rating, 10 reviews

Private & Serene Lakefront Cottage

Relax, rejuvenate and unplug in this one acre lakeside hidden gem in Southampton. The rustic, lofted spacious 4 Br 2.5 Ba chalet features wood, stone and marble construction and eclectic vibe. Enjoy serenity on Big Fresh Pond, the second largest fresh water lake in Long Island ideal for swimming, kayaking, skating or sipping wine on a private deck. Walk into the wetland nature reserve or take a quick 5-10 min ride to the one of the many famous ocean/bay beaches and the Town of Southampton.

The spacious great room features a stone fireplace surrounded by comfortable seating, including a leather sofa and two armchairs adorned with floral patterns. A coffee table holds decorative candles, and natural light floods in through large windows, creating a warm and inviting atmosphere.

Chalet in Warwick

5 out of 5 average rating, 3 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, 4 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.

Superhost

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, 105 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

Private room in Stratford

4.86 out of 5 average rating, 377 reviews

Comfy room - close to the beach and Universities

Available for long term, Private bedroom with Queen Bed, TV, WiFi, Mini Fridge, Microwave, Heat and A/C. A bedroom key is provided. 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.

Guest favorite

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, 53 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.