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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Top Guest favourite

Chalet in Warwick

5 out of 5 average rating, 17 reviews

Warwick Bellvale Mtn. House, Spectacular Views!

A winter wonderland mountain escape, Warwick's own Bellvale Mountain House, a 4-bedroom, 2 full bath, Craftsman style single family 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, a 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.

Guest favourite

Private room in Stratford

4.79 out of 5 average rating, 52 reviews

Beautiful room- near beach and universities

Available for long term(at least 2 nights). Private bedroom with 1 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.

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

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

Guest favourite

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

4.94 out of 5 average rating, 17 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.

Superhost

Private room in Stratford

4.86 out of 5 average rating, 383 reviews

Comfy room - close to the beach and Universities

Private bedroom with 1 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 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.

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, 107 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

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, 58 reviews

Chalet w/ Hot Tub, Bar & Game Room| 1 Hr from NYC

Escape to a private chalet retreat just 1 hour from NYC. Relax by the pool, unwind in the hot tub under the stars, or enjoy drinks at your private bar. Inside, cozy living spaces, a fireplace, and a game room create the perfect setting for groups. Located near lakes, hiking, wineries, and skiing, this all-season getaway blends comfort, fun, and convenience.

Guest favourite

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, 180 reviews

Lakefront | Hot Tub, Dock, Fire Pit | 1hr NYC

Hot tub by the water. Private dock. 4 kayaks, 2 paddleboards, canoe. Fire pit at the lake's edge. 60 minutes from NYC. This is the reset you've been putting off. Stylishly minimal 3BR/2BA chalet on Highland Lake — renovated kitchen, stone fireplace, Sonos throughout, whole-house generator. Impeccably maintained. Thoughtfully quiet. Genuinely restorative.

A charming cottage is framed by lush greenery, featuring light yellow siding and green shutters. A small porch with a green awning is visible, while a path leads through the manicured lawn. A grill is placed nearby, adding to the serene outdoor setting.

Chalet in Wainscott

4.55 out of 5 average rating, 11 reviews

Renovated One Bedroom Cottage by Ocean Beach

Ideal place in prime location to enjoy Bridgehampton East Hampton & Sag Harbor Bike to beach vineyard golf range & farm stand Renovated Cottage - AC flat scrn cab tv WiFi full bath kitchenette gas range priv scrn patio wicker furnitur

A quaint entrance is framed by green bushes and vibrant pots filled with colorful flowers. A stone pathway leads to a screened door, while a grill is positioned nearby, offering an inviting outdoor space.

Chalet in Wainscott

4.31 out of 5 average rating, 13 reviews

Renovated Studio Cottage by Ocean

Top Guest favourite

The exterior of the carriage house is shown, showcasing a charming design with curved garage doors. A spacious lawn features neatly trimmed grass, a decorative planter, and a large tree providing shade in a serene, natural setting.

Chalet in Redding

5 out of 5 average rating, 26 reviews

Enjoy our Connecticut Carriage House

Enjoy our extraordinary, 3-story carriage house with cozy fireplace & outdoor fire pit. Family-friendly with lots of room and outdoor space. Walking distance to Topstone Park and local New Pond Farm.