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Latest Vacation Rentals in Stephentown NY (15)

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2 Br Agritourism Vacation Rental In Stephentown, New York

2 Bedroom, 2 Bath, Farm House in Mt Meadow with Full Kitchen, large living room, common room, and garage. this used to be a dairy farm, now newly renovated , lots of fields for walking , pond with...

Created May 19, 2024

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4 Br Private Vacation Home Vacation Rental In Stephentown, New York

We're open for business after labor day, 2021. We lived here full time through the pandemic and really enjoyed the house. Now it's your turn.No matter the season, our house is more than just a...

Created May 19, 2024

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4 Br Private Vacation Home Vacation Rental In Stephentown, New York

Winter (Skiing), Spring (1500 Tulips and Rare Lilies), Summer (Its the Berkshires), and Fall (Autumn colors on the mountaintop): all youve got to do is ask, and youll be here. Private and quiet....

Created May 19, 2024

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1 Br Apartment Vacation Rental In Stephentown, New York

Welcome to the historic Stephentown Hotel located in the heart of the Berkshires & Taconic Mountains! Apartment is brand spanking new! This is a Studio Apartment featuring a King bed + queen...

Created May 19, 2024

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2 Br Apartment Vacation Rental In Stephentown, New York

Welcome to the historic Stephentown Hotel in the heart of the Berkshire & Taconic Mountains. This is Apartment # 4, Two-bed located on the 2nd FL. Completely gut remodeled two bedroom apartment,...

Created May 19, 2024

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5 Br Apartment Vacation Rental In Stephentown, New York

Welcome to the Stephentown Hotel in the heart of the Berkshire & Taconic Mountains. Completely gut remodeled, the building reopened in 2023. This is the crown jewel unit! 5 bedrooms / 3 bathrooms...

Created May 19, 2024

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2 Br Private Vacation Home Vacation Rental In Stephentown, New York

Step back in time and remember when life was less complicated.Come relax in this vintage full house on private dead end street. The setting is peaceful and surrounded by hemlocks. There are two...

Created May 19, 2024

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3 Br Private Vacation Home Vacation Rental In Stephentown, New York

This is an adorable 3 bedroom house on 38 secluded acres. It is located ten minutes from all the amenities of Jiminy Peak Ski Resort and less than a half an hour from all the Berkshire attractions....

Created May 19, 2024

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9 Br Private Vacation Home Vacation Rental In Stephentown, New York

The listing is for the entire Stephentown Hotel! The building has (x4) private apartments consisting of: 10 bedrooms, 6 bathrooms, 5 living rooms, 4 kitchens, 2 arcades and 2 private outdoor...

Created May 19, 2024

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2 Br Apartment Vacation Rental In Stephentown, New York

Welcome to the historic Stephentown Hotel! The building under went a 3 year renovation. We are located minutes away from Jiminy Peak Ski Resort in the world famous Berkshire Mountains! Right on the...

Created May 19, 2024

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Private Vacation Home Vacation Rental In Stephentown, New York

Tucked away in the woods, this charming farmhouse feels secluded, while standing an easy drive from everything the region has to offer: skiing at Jiminy Peak, swimming and hiking at Cherry Plain...

Created May 12, 2024

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8br House Vacation Rental In Stephentown, New York

Property in Stephentown, NY available for summer rental. Enjoy the arts and nature. Bring your friends: two houses will accommodate two couples/families. Beautiful views on 80+ acres. Three houses: 19

Created Mar 22, 2022

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3br House Vacation Rental In Stephentown, New York

The Dacha - a romantic, artsy, two-story home on the New York side of the Berkshires, close to the art hubs of Western Mass - combines full amenities with rustic country style, the privacy of a wooded

Created Mar 22, 2022

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1br Cottage Vacation Rental In Stephentown, New York

Maple Hill Farms is located in the heart of the beautiful Berkshires. Just 5 minutes from Jiminy Peak, 20 minutes from Williamstown and 25 minutes to Pittsfield & Lenox. The charming studio is fully

Created Mar 22, 2022

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3br House Vacation Rental In Stephentown, New York

- 15 minutes from Jiminy - 30 minutes from Tanglewood - 25 minutes from Williamstown - 1 hour to Saratoga Private country retreat- Set atop a knoll affording panoramic views from every vantage point

Created Mar 22, 2022

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