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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Farm stay in Chester

Tres Hermanos Hacienda

********WORLD CUP 2026****** *Pets Allowed! * 10 - 20+ people ALLOWED !!!! ****Contact me for more info! Take it easy at this unique and tranquil getaway. Located only 1-1.5 miles from NYC, Welcome to Hacienda Tre Hermanos (Three Brothers Farm) No Neighbors Accept us! Plenty parking! Lego Land only 5 mins Away! Can accommodate up to 16 people += Depending your custom comfort needs @ your choice..please text for more info. Party Venue on property! Rustic setting Venue style in our Renovated Barn

Guest favourite

A modern kitchen features sleek white cabinetry and a large central island topped with a clean, white countertop. Stainless steel appliances, including a fridge and stove, complement the space. Large windows provide natural light, while pendant lights hang above the island, enhancing the functional design.

Home in Jersey City

5 out of 5 average rating, 7 reviews

Luxurious Jersey City Duplex

Embrace the extraordinary in this luxurious newly built 3 beds/2.5 baths, fully furnished and thoughtfully crafted modern duplex. The first floor boasts an awe-inspiring living room, adorned with lustrous marble floors that reflect the light, accentuating the beauty that surrounds you. Sink into the lavish, top-notch furnishings, and enjoy downtime with 85 inch television. The 2nd floor is an open-concept modern kitchen and living room, with three comfortable bedrooms. A home away from home.

A spacious studio features two beds positioned alongside a flat-screen television. A black coffee table is centered in front of a dark seating area. A desk with a wastebasket is located in the corner, and light-colored wooden flooring enhances the open space.

Home in Bloomingdale

4.55 out of 5 average rating, 29 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

A bright bedroom features a full-size bed with white bedding. Two framed artworks are displayed on the pale walls. A dresser with multiple drawers sits opposite the bed, and natural light filters through a window adorned with a simple blind.

Private room in New Haven

4.84 out of 5 average rating, 56 reviews

Full size bed, abundant storage, excellent wifi

Welcome to Tree View: fully furnished and nestled in a quiet, safe neighborhood! It is an environmentally conscious and LGBTQA+-friendly home, with a welcoming, accepting, and relaxing atmosphere. Immerse yourself in a clean, quiet space that prioritizes your comfort and well-being. There is a full-size bed, a small table for remote working, and excellent Wi-Fi. Any questions? Message me! Please note - I am IMMUNE COMPROMISED and thus can only host people who are VACCINATED and BOOSTED.

Top Guest favourite

An expansive snowy landscape is visible, showcasing a covered field bordered by a wooden fence. In the background, mid-century farm buildings are seen nestled among leafless trees. The distant hills contribute to the serene rural setting under a cloudy sky.

Guest suite in Warwick

4.96 out of 5 average rating, 52 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.

Home in Greenwood Lake

Stylish Lakehouse Retreat for Families & Friends

Welcome to your peaceful upstate getaway! Our cozy lakehouse is the perfect place for families and friends to relax, reconnect, and enjoy the beauty of Greenwood Lake. Just 7-10 minutes from the water and close to scenic hiking trails, great restaurants, skiing, and charming Warwick spots. This listing is for the entire upstairs level of the home, thoughtfully designed for privacy, comfort, and convenience. With that being said, this space has everything you need for a memorable stay.

Guest favourite

Home in Hamden

5 out of 5 average rating, 8 reviews

Perfect for Large Groups | Monthly Stays Welcome

Welcome to our fully furnished home designed for your extended stays. Whether you're a travel nurse, contractor, visiting professor, or relocating to the area, this home offers comfort, space, and everything needed for longer stays. Conveniently located near major hospitals, universities, and highways, making commuting easy. Ideal for guests working in the New Haven, Connecticut area including staff at Yale New Haven Hospital and Yale University. Monthly stays welcome.

Guest favourite

A cozy bedroom features a wooden bed with a white blanket and a plaid throw. A bedside lamp sits on a small table beside the bed. Soft floral wallpaper adorns the walls, complemented by warm wood flooring and a window allowing natural light to enter.

Private room in Philipstown

4.92 out of 5 average rating, 38 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

Superhost

Home in Hamden

4.8 out of 5 average rating, 71 reviews

Spacious Home with Fire Pit & Game Room Near Yale

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.

An entrance is visible from a wooden deck, featuring a glass door surrounded by beige siding. A welcome mat bearing the text 'hello' lies at the entrance, along with a potted plant and a decorative sign that reads 'WELCOME ME.'

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

Top Guest favourite

Cottage in Greenwood Lake

5 out of 5 average rating, 36 reviews

"Wake Up to Nature | Lake View + Beach Access"

Welcome to The Cozy Cove, where rustic charm meets modern comfort. Just one hour from NYC. In the summertime, you're perfectly situated to enjoy swimming, kayaking, paddleboarding, boating, fishing, and hiking nearby trails. And you're just a short 5-minute walk to the private beach and lakefront community access.

Home in Vernon Township

5 out of 5 average rating, 4 reviews

Discover Your Home Away From Home at The Lake

Welcome to the lake house! Discover your home away from home (only 50 minutes away from NYC!), nestled in the mountains, perfect for fall, spring, winter or summer. This 3 bedroom, 1 bath house offers a cozy and beautiful stay for families, couples, or friends. the house has heating/AC plus a wood burning stove