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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Guest favourite

Private room in Stratford

4.8 out of 5 average rating, 65 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.

Top Guest favourite

Chalet in Warwick

5.0 out of 5 average rating, 25 reviews

Warwick Bellvale Mtn. House, Spectacular Views!

A magical mountain escape, Warwick's own Bellvale Mountain House, a 3-bedroom, 2 full bath, Craftsman style single family home perched on the top of Mt. Peter, over 7 acres with breathtaking views of the Warwick Valley, this is the place to stay. Steps away from everything Warwick Valley has to offer yet secluded enough to create a perfect sanctuary for your visit, a perfect place to unwind and relax. Please inquire about any other details. Warwick Town Permit P25-0534

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

4.8 out of 5 average rating, 25 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.

Guest favourite

Private room in Stratford

4.86 out of 5 average rating, 387 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.

Guest favourite

Chalet in Philipstown

5.0 out of 5 average rating, 12 reviews

Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC

Light-filled, family-ready A-frame chalet that feels like a giant modern treehouse. You will be surrounded by hundreds of trees on this 4 acre lot all to yourself! Nature lovers enjoy peaceful forest views, direct Appalachian Trail access, and charming nearby towns like Cold Spring and Beacon. All less than an hour from NYC.

Superhost

Chalet in Roselle

The Hidden Gem ll

Enjoy the quiet serenity and comfort of this Home in a peaceful suburban neighborhood, minutes away from NYC by bus or train. Fifteen-minute drive to Newark International Airport. 5 minutes away from Kean University, Trinitas Hospital. 30 minutes from the MET LIFE STADIUM. FIFA READY!! 🏀🏀⛹🏻⛹🏼‍♂️🏆🏅🎺

A light-flooded living room features vaulted ceilings and a shell chandelier. Comfortable white furnishings and an antique chair are arranged for relaxation. Windows provide views of the surrounding greenery, while a white door leads to the exterior, enhancing the airy atmosphere.

Chalet in Bridgehampton

4.5 out of 5 average rating, 4 reviews

Enchanted Hamptons Cottage in NYTimes Garden

I am an artist and have devoted many years to designing the garden and cottage as my own artistic medium. I am honored that both the cottage and garden have been featured in the New York Times, House & Garden, The East Hampton Star, and HC&G Magazine.

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

4.4 out of 5 average rating, 15 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

5.0 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.