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

Mountain View Retreat w/ Hot Tub, Theater, and Gym

Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen

4.99 out of 5 average rating, 189 reviews

Top guest favourite

Chalet in Warwick

Warwick Bellvale Mtn. House, Spectacular Views!

Welcome to a magical mountain, 3-bedroom plus office, 2 full bath, single family home perched on the top of Mt. Peter, over 7 acres with breathtaking views, this is the place to stay. Steps away from everything Warwick has to offer yet so secluded, this is the perfect place to unwind and relax. Complete with private outside oasis, patios, goldfish pond and waterfall. Whether you’re here to relax, explore, or entertain, this spacious home provides the perfect blend of comfort and design.

5.0 out of 5 average rating, 29 reviews

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 and Trinitas Hospital. The house sits directly across from Warinanco Park, which means your morning walk starts at the front door. The park offers tennis and pickleball courts, an ice skating rink. baseball fields, a lake, running tracks, and walking trails.

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

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.

4.81 out of 5 average rating, 27 reviews

Guest favourite

Private room in Stratford

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.

4.81 out of 5 average rating, 68 reviews

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

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.

4.45 out of 5 average rating, 11 reviews

Guest favourite

Private room in Stratford

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.

4.86 out of 5 average rating, 387 reviews

Guest favourite

A spacious living room is thoughtfully arranged with a large sectional sofa and accent chairs. Bright light filters through large windows, illuminating the light-toned carpet. Adjacent, the dining area is visible, featuring woven chairs and a modern chandelier, enhancing the airy atmosphere.

Chalet in Sag Harbor

Newly Remodeled Home, Walking Distance to Beach

We have remodeled our 3,000 square foot home. It is a bright, airy, inviting space where you can relax outside on the patio or enjoy family and friends in one of our many open living spaces. During the day you can drive down to our private beach, play a few holes at the nearby golf course, visit the village park, or drop by a nearby winery and have a taste.

4.89 out of 5 average rating, 46 reviews

Guest favourite

Chalet in Philipstown

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.

5.0 out of 5 average rating, 15 reviews

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

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.

4.67 out of 5 average rating, 6 reviews

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

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

4.55 out of 5 average rating, 11 reviews