Ski-in/Ski-out holiday rentals in Long Island

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Long Island

Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.

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Top Guest favourite

Apartment in Philipstown

4.91 out of 5 average rating, 240 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Superhost

Private room in New Haven

4.85 out of 5 average rating, 20 reviews

Quiet rm. with private entrance, at edge of woods

As a postgrad., lecturer, MD, or other professional, you’ll appreciate the Africa Room with its excellent Wi-Fi, and peace and quiet. It has 2 twin beds, a table and 2 chairs, sink, fridge, microwave, coffee maker, and air fryer. The backyard deck has excellent Wi-Fi, with woods and wildlife mere feet away. A 15-minute car ride from Yale Campus and downtown, my house is in a quiet and very safe neighborhood, environmentally conscious and LGBTQA+-friendly, with a welcoming and homey atmosphere.

Home in Bloomingdale

4.48 out of 5 average rating, 23 reviews

Cozy•Private•Studio•PCCC•WPU•MSU & Willowbrook!

Discover the ideal retreat! Our studio is a haven for those seeking a secure, tranquil, and cozy space, whether visiting family, seeking a private escape, or accessing NYC. Only a 6-min walk to the 197 bus to Willowbrook Mall (30 min) and NYC Port Authority (1.5 hrs), a 20-min drive to the trains to Penn Station, and 45 min to GW Bridge. Enjoy a 15-min drive to Mountain Creek and Crystal Springs Resort. Explore charming Bloomingdale and Butler towns' diverse shops. Your perfect stay awaits!

Guest favourite

Guest suite in Warwick

4.96 out of 5 average rating, 47 reviews

Green Pond Farmhouse Downstairs

Ground floor, private apartment of a restored, modernized, secluded mid-century farmhouse on 7 acres. Heated in ground pool with regulation code safety pool fence. Great views of Mt. Peter across the valley. Fire pit off the pool area. Our resident wildlife includes deer, wild turkeys, red-tailed hawks, woodchucks, finches including indigo bunting, hummingbirds (2 feeders). Black top driveway with turn arounds and outdoor parking for several cars. Satellite heating system off house HVAC.

Guest favourite

Home in Hamden

5 out of 5 average rating, 6 reviews

New Haven Yale Game Room

Welcome to your home away from home in the vibrant city of Connecticut! Whether you're here for a short business trip or an extended stay, our space is designed to make your work-life balance both comfortable and productive making it an ideal choice for work travelers, students, faculty, and families alike. We’re dedicated to making your stay as comfortable as possible. Let us know if you need anything special to accommodate your work needs during your stay!

Guest favourite

Apartment in Sag Harbor

4.98 out of 5 average rating, 134 reviews

Sag Harbor Retreat

Experience the many wonderful things the Hamptons has to offer in the Summer in centrally-located Sag Harbor. Our place is a professionally-decorated luxury apartment with its own entrance, yard and two parking spaces. This home-away-from-home is an immaculate and well-appointed retreat located in Sag Harbor. Great for couples and solo adventurers. Close to Sag Harbor's Main Street with abundant recreational activities, shopping and restaurants.

Guest favourite

Private room in Philipstown

4.91 out of 5 average rating, 47 reviews

Designer Bedroom in Garrison

This room is in a beautiful home situated on a nature preserve where you will see all kinds of wildlife. Heated pool!. There is fabulous hiking (we are right off the AT), ski trails in the back and a patio for lounging overlooking the pond. We are very casual here. Simple breakfast fixings will be available. You can store and prepare light meals in the kitchen. There is also a futon in the room as a third sleeping area if you need it.

Superhost

Home in Hillside

4.5 out of 5 average rating, 14 reviews

capacity for 20 people near the airport

Disfruta de una cómoda estadía en esta amplia casa de 5 habitaciones, perfecta para familias o grupos grandes. Ubicada a solo minutos del aeropuerto. La casa cuenta con áreas comunes luminosas, cocina totalmente equipada, estacionamiento privado y Wi-Fi de alta velocidad. Relájate en su acogedor patio o explora las atracciones cercanas. Ideal para combinar comodidad y conveniencia durante tu viaje. ¡Te esperamos!

Guest favourite

Private room in Philipstown

4.92 out of 5 average rating, 37 reviews

Sweet Room Overlooking Pond, Great Hiking

This room is in a beautiful home in Garrison, NY situated on a nature preserve where you will see all kinds of wildlife. Heated pool!. There is fabulous hiking (we are right off the AT), ski trails in the back and a patio for lounging overlooking the pond. We are very casual here. Simple breakfast fixings will be available. Please look at Wild and Beautiful Country Estate for complete photos

Home in Hamden

4.79 out of 5 average rating, 42 reviews

Downtown Gem Near Yale w/ Game Room

Welcome to your perfect New Haven getaway! This modern and spacious Airbnb is perfectly located near Yale University & Hospital, Downtown New Haven, and Southern Connecticut State University. It's the ideal choice for large groups, students, corporate stays, or a special celebration with family or friends. This home offers everything you need for a comfortable and memorable stay.

Apartment in Coram

4.92 out of 5 average rating, 12 reviews

Modern 1 bed studio

Relax with the whole family at this peaceful place to stay. Own entrance at the side of house. Personal kitchen and bathroom. Full size bed with readble books. 2 couches to realax after a long day and watch some tv. Mall is 21 minutes away. Walmart is 10 minutes away. Target is 10 minutes away. Hospital is 10 minutes away. Train station is 12 minutes away

Superhost

Private room in Stamford

4.45 out of 5 average rating, 11 reviews

Price destroying at Luxury style

One of the most luxurious buildings in the town. 3 bedrooms Apartment is in a very beautiful building. One of the most luxurious buildings in the town. We also provide common areas like:- A fully equipped gym, and basketball court. After burning some calories you can also go in our pool. Which you will have the full access too.