Chalet holiday rentals in Long Island

Find and book unique chalets on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for chalet rentals in Long Island

Family-friendly chalet rentals

Chalet in Wainscott
4.55 out of 5 average rating, 11 reviews

Renovated One Bedroom Cottage by Ocean Beach

AlkaRating, 5 stars58 months ago
The cottage is ideally situated and worked well for my family for last minute weekend getaway to Hamptons. The place is super clean and tidy, the host and on site property manager is very responsive and helpful. The place is small and just as described, was comfortable for my family of four. I want to emphasize the place was really clean and tidy, a bit dated but had its own charm. We also had a covered patio so didn’t feel tight or cramped. The cottage is also less than 2 miles from the beach. I would recommend the place for a couple and for a family with two small children as a base to visit the Hamptons and surrounding areas.
Chalet in Wainscott
4.45 out of 5 average rating, 11 reviews

RenovatedOneBdrmCottageBy Ocean InHeartOf Hamptons

danielRating, 5 stars46 months ago
Great location, 1 mile from the beach They give you a beach parking pass, which is key!
Chalet in Wainscott
4.31 out of 5 average rating, 13 reviews

Renovated Studio Cottage by Ocean

MattRating, 5 stars59 months ago
This was an absolutely fabulous place to stay! The grounds were in a lovely wooded area under the stars. Super clean, Bar B Q grill, great patio, large bed, fully functioning kitchen. Matt was excellent at providing information before hand, and responsive to queries. Super close to amazing hampton beaches, two mile hollow and beach lane. Also close to seafood mart with amazing lobster salad and a bagel place with iced coffee for the gays. Ask about the catch of the day. Loved it all!
Guest favourite
Chalet in Cold Spring
4.9 out of 5 average rating, 452 reviews

Mountain View Retreat

AndrewRating, 5 stars1 week ago
Beautiful home, setting and back yard-deck sitting area right outside living room. Hot tub was relaxing. Hot water limited to four showers at a time due to water heater size I assume; however, it was never an issue during our stay (had 6 people).
Guest favourite
Private room in Stratford
4.86 out of 5 average rating, 372 reviews

Comfy room - close to the beach and Universities

NicholasRating, 5 stars1 month ago
Eddys place was quite nice. I use Airbnb on a regular basis and have done so for 10 plus years and this was one of the best airbnb experience I've had. I was very happy with everything. Eddy seemed to be a great guy with a huge smile. I would recommend if you are in the area and are looking for an affordable place that's very peaceful.

Luxury chalet rentals

Chalet in Wainscott
4.55 out of 5 average rating, 11 reviews

Renovated One Bedroom Cottage by Ocean Beach

AlkaRating, 5 stars58 months ago
The cottage is ideally situated and worked well for my family for last minute weekend getaway to Hamptons. The place is super clean and tidy, the host and on site property manager is very responsive and helpful. The place is small and just as described, was comfortable for my family of four. I want to emphasize the place was really clean and tidy, a bit dated but had its own charm. We also had a covered patio so didn’t feel tight or cramped. The cottage is also less than 2 miles from the beach. I would recommend the place for a couple and for a family with two small children as a base to visit the Hamptons and surrounding areas.
Chalet in Wainscott
4.31 out of 5 average rating, 13 reviews

Renovated Studio Cottage by Ocean

MattRating, 5 stars59 months ago
This was an absolutely fabulous place to stay! The grounds were in a lovely wooded area under the stars. Super clean, Bar B Q grill, great patio, large bed, fully functioning kitchen. Matt was excellent at providing information before hand, and responsive to queries. Super close to amazing hampton beaches, two mile hollow and beach lane. Also close to seafood mart with amazing lobster salad and a bagel place with iced coffee for the gays. Ask about the catch of the day. Loved it all!
Top guest favourite
Chalet in Redding
5 out of 5 average rating, 20 reviews

Enjoy our Connecticut Carriage House

JeremyRating, 5 stars1 week ago
The Carriage House is beautiful and Meredith and Mike are great hosts. The kitchen has everything you could ever need (not to mention arriving to a fridge with local milk and fresh eggs). The bedrooms and bathrooms are pristine. Mike even offered to help our son collect the eggs from the coop. All round exceptional stay.
Chalet in New Hyde Park
5 out of 5 average rating, 3 reviews

Escape to the Country Home/ Patio with Whirlpool

MärtRating, 5 stars1 month ago
The accommodation felt extremely homely. The surroundings were peaceful, with no hustle or noise. The 24/7 store was close enough to make for a pleasant walk for anyone feeling energetic in the evening or morning. The house itself felt like home right away, with delightfully creaky floors and enough space for both living and relaxing.
Superhost
Chalet in Vernon Township
4.8 out of 5 average rating, 100 reviews

Villa Adriana 4bdr 2 bath lake front dream home

LindiRating, 5 stars3 months ago
Michele’s place is terrific and Michele is a very attentive host.
Chalet in Wainscott
4.45 out of 5 average rating, 11 reviews

RenovatedOneBdrmCottageBy Ocean InHeartOf Hamptons

danielRating, 5 stars46 months ago
Great location, 1 mile from the beach They give you a beach parking pass, which is key!
Guest favourite
Chalet in Cold Spring
4.9 out of 5 average rating, 452 reviews

Mountain View Retreat

AndrewRating, 5 stars1 week ago
Beautiful home, setting and back yard-deck sitting area right outside living room. Hot tub was relaxing. Hot water limited to four showers at a time due to water heater size I assume; however, it was never an issue during our stay (had 6 people).
Chalet in Bridgehampton

Enchanted Hamptons Cottage in NYTimes Garden

MasonRating, 5 stars26 months ago
Dianne and her cottage are truly one of a kind! I enjoyed every moment of my stay. The house and property couldn’t be any more charming and the location is absolutely perfect- close to beach and town. I would recommend this place 10/10.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Long Island
  5. Chalet rentals