Ski-in/Ski-out vacation rentals in Swain

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Top-rated ski-in/ski-out rentals in Swain

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

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Guest favorite
The exterior of a two-story townhouse is shown, featuring beige siding and a peaked roof. A wooden front door is visible, along with steps leading to the entrance. Flowering trees and greenery are present in the surrounding area, providing a natural setting.
Home in Canandaigua
4.71 out of 5 average rating, 14 reviews

Cozy Home near Bristol Mtn - Explore Canandaigua!

Welcome to our cozy ski-in ski-out home located at the base of the Lower Meteor trail, just steps away from Rocket Lodge. This rental is managed by Bristol Mountain, allowing guests exclusive access to discounted all-day lift tickets, available only to Bristol Mountain managed units. Situated near the charming towns of Canandaigua & Naples, guests can explore nearby Canandaigua Lake, wineries, and breweries. Unwind in our private 2-bedroom + loft, 2.5-bathroom townhouse for up to 8 guests.

Top guest favorite
A spacious living area features a light grey sectional sofa with decorative pillows and a wooden coffee table. In the background, a dining area includes a wooden table surrounded by dark chairs, complemented by framed mountain-themed artwork. Natural light is present through nearby windows.
Townhouse in Canandaigua
4.99 out of 5 average rating, 89 reviews

Bristol Mountain Townhouse , Northstar Village

Bright and open townhouse in Northstar Village right at the base of Bristol Mountain Ski Resort. New AC installed 2022. Winter: Be the first on the lift in the morning and relax by the fire in the evening. Summer: Aerial Adventure park and Zip line rides at the mountain and a 10 minute drive to access Lake Canandaigua. The area is home to amazing hiking trails, wineries, incredible golf, water park and all round spectacular scenery. One of the only true three bedroom units in the Village.

The exterior view of a spacious farmhouse reveals a combination of modern and traditional architecture. The structure features large windows, a balcony with wooden railings, and a stone foundation. Lush greenery surrounds the property, providing a serene setting.
Private room in Canaseraga

Green acers is the place to stay.

Discover the gorgeous landscape surrounding our cozy retreat, just a short 6-minute drive from Swain Ski Resort. Whether you're hitting the slopes or simply seeking a peaceful getaway, our comfortable accommodations offer everything you need. Enjoy a king-size bed, private bath and shower, and a full kitchen. Your dog will love the fenced-in area! Plus, we offer Wi-Fi, heat, hot water, a walk-in closet, and a TV for your convenience. Book your unforgettable mountain escape today!

Guest favorite
A warm living space features a stone fireplace with a flickering fire. A bottle of red wine rests on a wooden table, accompanied by two wine glasses. Nearby, a festive candle is set atop a decorative tray, contributing to a cozy atmosphere.
Chalet in Swain
4.88 out of 5 average rating, 445 reviews

Chalet at Swain, Letchworth/Stony Brook State Park

Visiting Swain ski Mountain Resort is truly a wonderful experience. This open space with private lodge like feeling is fantastic for a romantic getaway or for a vacation with family and friends. Immerse yourself in the beauty of the outdoors within the exquisite state land of upstate New York. Just 15 miles from Letchworth State Park. 12 miles from Stony Brook State park. Rattle Snake State Park is just a block away. If you love adventure and the outdoors this is the perfect place!

A spacious exterior view of the two-story house is featured, showcasing a grey facade and white trim. A screened sunroom extends from the side, and well-maintained greenery surrounds the property, enhancing the tranquil rural setting.
Private room in Alfred Station

Upscale Comfort in Alfred + Woodfire Sauna

Welcome to our King Suite, perfect for both leisure and business travelers, this upscale B&B offers a luxurious king bed, TV with streaming, fast Wi-Fi, and a private office. Enjoy a private bathroom with plush linens and shower. Each morning, savor freshly baked croissants, seasonal berries, artisanal jams, and espresso drinks. You will have complete access to a private outdoor sauna and cold-water plunge. Experience personalized service in a tranquil setting, book your stay today!

Top guest favorite
Townhouse in Canandaigua
4.86 out of 5 average rating, 133 reviews

Luxurious chalet, just steps away from 4 lifts

Enjoy our best location and Ideal for a family getaway, just steps from 4 lifts, everything you will need is right there, Pro Shop, Tune Up or rental steps away. Bristol works with reloadable ski tickets/passes wear on left side when you use. You can load online and we have lots, look in drawer under microwave and save $5 each or walk that ticket over to Bristol Mountain and they will help, very friendly and no crowds, love this place.

Guest favorite
A spacious multi-level house is set against a backdrop of trees and gentle hills. A large deck with seating overlooks a grassy yard, partially covered in snow. The exterior showcases a mix of red and gray siding, with large outdoor spaces inviting relaxation.
Home in Naples
4.86 out of 5 average rating, 7 reviews

Naples NY Vacation Home

Escape to this spacious retreat perfect for the whole family, just minutes away from Hunt Hollow Ski Resort. Whether you're into exploring local wineries, breweries, or restaurants, or prefer outdoor adventures like boating, fishing, or hiking, this place has it all. Alternatively, simply unwind on the decks and soak in the peaceful scenery. Your home away from home awaits! Relax with the whole family at this peaceful place to stay.

Top guest favorite
A cozy living room features comfortable seating with a blue sofa and an accent chair. A wooden coffee table is centrally positioned, enhancing the space. Natural light enters through the windows, and decorative elements such as a wall clock and framed artwork adorn the walls.
Home in Swain
4.91 out of 5 average rating, 76 reviews

*The Mill St. Four Seasons*

SKI- IN, SKI- OUT! The best of every season with this charming ski chalet located right at the bottom of Swain Ski Resort! This home has 4 bedrooms 1 bathroom and plenty of space! Situated on a large half acre lot with plenty of room for parking,sitting outside around the fire pit, yard games, or just enjoying the scenery! All brand new furniture, linens, utensils, and cookware! Bathroom has recently been completely renovated!

Guest favorite
The charming exterior of a red chalet is seen, featuring a light blue door and white shutters. A flag gently waves above the entrance, while a snow-covered yard is present. Leafless trees provide a natural backdrop, indicating a winter setting.
Cottage in Swain
4.95 out of 5 average rating, 39 reviews

*Creek Bend Den*

Kick back and relax creek side! This ski chalet is located about 100 feet from the lower Robinson ski lift! It features an open floor plan that has been completely renovated!!! Large outdoor concrete patio next to the creek with plenty of room to enjoy the outdoors! The house has a queen sized bed and queen sized pull out couch, take a weekend stay getaway with a couple friends!

Guest favorite
A living room features a combination of seating with two striped armchairs and two red sofas, arranged around a wooden coffee table. A colorful rug adds warmth to the hardwood floor, while natural light fills the space through multiple windows.
Home in Swain
4.89 out of 5 average rating, 213 reviews

Mill Street Manor in Swain NY

Spacious 5 bedrooms 2 baths home , large gourmet kitchen, cozy back yard with hot tub and fire pit area, located in Swain ,walk to the Sierra Inn for food and drinks. Short drive to Letchworth and Stonybook Parks,ski in ski out at Swain Resort. This is a smoke free listing!

Guest favorite
A cozy living area features a gray sofa adorned with decorative pillows, complemented by a wooden coffee table holding magazines and a small floral arrangement. Natural light streams through expansive sliding doors leading to an outdoor space, while a dining area is visible in the background.
Townhouse in Canandaigua
4.74 out of 5 average rating, 42 reviews

NorthStar/Bristol Mt Ski in/out Twnhse - 8 Guests

Comfortable, cozy and clean! Room for 8 guests to stay in our ski in ski out townhouse - Summer or Winter! Lots of great restaurants, antique shops and wineries to visit!

Guest favorite
The exterior of a welcoming one-bedroom home is shown, featuring a front porch with star-shaped lights and two decorative shrubs. A festive wreath adorns the front door, while a soft glow from the windows adds warmth against the backdrop of a gently sloping hill.
Home in Swain
4.79 out of 5 average rating, 39 reviews

Vacation home rental for skiing, hiking, & hunting

Adorable one bedroom home located in Swain NY. Looking to ski, hunt, or hike? Walking distance to the slopes, and a short drive to Letchworth State Park.

Popular amenities for Swain ski-in/ski-out rentals

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