Ski-in/Ski-out vacation rentals in Swain

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

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Guest favorite

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, where you'll receive 4 complimentary passes during your stay. 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.

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.

Guest favorite

Townhouse in Canandaigua

4.99 out of 5 average rating, 78 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.

Superhost

Guest suite in Swain

4.65 out of 5 average rating, 105 reviews

Snowbird Suite #5 Next to Swain Ski Resort

This adorable open area suite with an additional loft bedroom is practically slopeside and is just a short walk to the lifts at Swain Resort. Boot up in the morning and head over for first chair all the way through last bell! The Shawmut Grill is just across the road, offering great all-American dishes. Also located just a short drive from Letchworth State Park (15 miles away), Stony Brook State Park (12 miles away), and Woodlynn Hills Golf Course, making it a perfect four season getaway.

Guest favorite

Townhouse in Canandaigua

4.85 out of 5 average rating, 123 reviews

Luxurious slope side ski home fully stocked.

Ideal for the summer get away. This unit has built in air conditioning and comes fully stocked with linens, towels and everything you will need. There are 18 units, of which only around 6 are used. The hiking and cycling is world class on quiet roads and trails. There are several supervised swimming beaches on the local lakes. The Bristol Ski hill offers Ziplining (5000ft in total length) plus aerial adventure courses for all levels right outside. The area is renowned for local wines.

Superhost

Chalet in Swain

4.88 out of 5 average rating, 386 reviews

Chalet at Swain ski resort, 50% off- Letchworth

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!

Superhost

Guest suite in Swain

4.67 out of 5 average rating, 27 reviews

Slopeside Suite #6 Next to Swain Ski Resort

This Adorable Suite is part of the Swain Mountainside Inn. It's right next to Swain Ski Resort(walking distance to the slopes). It's a short drive to Letchworth State Park (15 miles away), Stony Brook State Park (12 miles away) & Woodlynn Hills Golf Course, making it a perfect four season getaway. This space is suitable for a couple, solo adventures that are vacationing or working from home or just looking for a quiet place to stay while visiting the surrounding areas.

Superhost

Rental unit in Swain

4.4 out of 5 average rating, 35 reviews

Deer Valley #1 Next to Swain Ski Resort

The Swain Deer Valley house is a charming unit located at the base of the mountain at Swain Resort. With two bedrooms, an eat in kitchen, bathroom and large living room, it’s the perfect family retreat for your weekend ski getaway. Also located just minutes from both Stony Brook State Park and Letchworth State Park, it’s a perfect choice for year round escapes. Rent out the bunk rooms above to get the whole house all to yourself - perfect for larger family gatherings!

Guest favorite

Home in Swain

4.9 out of 5 average rating, 68 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!

Superhost

Private room in Swain

4.61 out of 5 average rating, 71 reviews

Bunkroom #3 Next to Swain Ski Resort

In walking distance to Swain Ski Resort slopes & summer events! The suite is close to Letchworth State Park (15 miles), Stony Brook State Park, The Glen Iris Inn, and Woodlynn Hills Golf Club. You’ll love my place because of the outdoors space and the neighborhood which features a restaurant right across the street. My place is perfect for couples, solo adventurers, and business travelers and families.

Superhost