Town of Stephentown Rentals
From $430 per night (USD)VRBO
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is an adorable 3 bedroom house on 38 secluded acres. It is located ten minutes from all the amenities of Jiminy Pea ...
From $430 per night (USD)VRBO
From $1097 per night (USD)Expedia
ONTARA....
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
ONTARA, Place of the New Light...in the Berkshires...on the mountainside, with the back of the property on the New York ...
From $1097 per night (USD)Expedia
From $423 per night (USD)VRBO
Beautiful 3 BR Berkshire Home - Mountain Views and Privacy on 10 Acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful, bright & clean 3 bedroom home is not a 'rental' house (we use it as our family ski house all winter). It sits ...
From $423 per night (USD)VRBO
From $648 per night (USD)VRBO
WE'RE OPEN AGAIN FOR IMMUNIZED FOLKS AND THEIR PETS
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
We're open for business after labor day, 2021. We lived here full time through the pandemic and really enjoyed the hous ...
From $648 per night (USD)VRBO
From $203 per night (USD)VRBO
Private country home minutes from the Berkshires
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step back in time and remember when life was less complicated. Come relax in this vintage full house on private dead end ...
From $203 per night (USD)VRBO
From $157 per night (USD)Expedia
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the historic Stephentown Hotel! The building under went a 3 year renovation. We are located minutes away from ...
From $157 per night (USD)Expedia
From $384 per night (USD)VRBO
Cottage in the Clouds With Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Recently renovated 1960's Popular Mechanics kit-home cottage on 63 private acres near the Berkshire's. Enjoy spectacula ...
From $384 per night (USD)VRBO
From $796 per night (USD)VRBO
Sweeping Mountain Views in the Berkshires
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Mountain views in the Berkshires for every season! Country home in quiet neighborhood on 11 acres surrounded by farms. ...
From $796 per night (USD)VRBO
From $200 per night (USD)VRBO
Star Gazer Farm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape from it all at this beautiful, private retreat. Surrounded by woods and nature (and a pool!), but close to outdoo ...
From $200 per night (USD)VRBO
From $214 per night (USD)VRBO
A MAGIC SPOT: Booking all year Weekly, monthly discounts available
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Winter (Skiing), Spring (1500 Tulips and Rare Lilies), Summer (It’s the Berkshires), and Fall (Autumn colors on the moun ...
From $214 per night (USD)VRBO
From $244 per night (USD)VRBO
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
This quiet country cabin is located on two private acres adjacent to the Kinderhook Creek Nature preserve. There is a pr ...
From $244 per night (USD)VRBO
From $203 per night (USD)VRBO
Farm House in Mt. Meadow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
2 Bedroom, 2 Bath, Farm House in Mt Meadow with Full Kitchen, large living room, common room, and garage. this used to b ...
From $203 per night (USD)VRBO
From $357 per night (USD)VRBO
Private Berkshire Cabin on 27acres near Jiminy Peak.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Secluded mountain home surrounded by 27 acres yet convenient to major attractions including Jiminy Peak, Williamstown, L ...
From $357 per night (USD)VRBO
From $401 per night (USD)Expedia
5 Bed \/ 3 bath Apt Near Jiminy Peak Berkshires
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to the "Crown Jewel" Triplex Unit! Spread out over 3 floors: 5 bedrooms, 3 bathrooms, 2 living rooms, 1 kitchen, ...
From $401 per night (USD)Expedia
From $144 per night (USD)VRBO
Get away and get back to nature!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Connecting with nature doesn't mean you have to rough it. The Owl's Nest is a cozy campsite located in the heart of the ...
From $144 per night (USD)VRBO
From $179 per night (USD)Expedia
2 Bed Berkshire Getaway @ Stephentown Hotel
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the historic Stephentown Hotel in the heart of the Berkshire & Taconic Mountains. This is Apartment # 4, Two- ...
From $179 per night (USD)Expedia
Click For PricingVRBO
Escape for the weekend!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Connecting with nature doesn't mean you have to rough it. The Owl's Nest is a cozy campsite located in the heart of the ...
Click For PricingVRBO
From $146 per night (USD)Expedia
Escape from it all. Woods, birds, campfire and fresh air.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Connecting with nature doesn't mean you have to rough it. The Owl's Nest is a cozy campsite located in the heart of the ...
From $146 per night (USD)Expedia
From $124 per night (USD)VRBO
Private Guest Suite in 1771 Farmhouse - 5 minutes to Jiminy Peak
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the best of the Berkshires in this cozy guest suite on a circa 1771 farm. Originally a summer kitchen and sto ...
From $124 per night (USD)VRBO
From $146 per night (USD)Expedia
Berkshires Apartment at the Stephentown Hotel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the historic Stephentown Hotel located in the heart of the Berkshires & Taconic Mountains! Apartment is brand ...
From $146 per night (USD)Expedia
From $951 per night (USD)VRBO
The entire Stephentown Hotel! 28 person occupancy
- Bedrooms:
- 6
- Bathrooms:
- 10
- Sleeps:
- 28
The listing is for the entire Stephentown Hotel! The building has (x4) private apartments consisting of: 10 Bedrooms, 6 ...
From $951 per night (USD)VRBO
From $2015 per night (USD)VRBO
***Your Own B&B*** Su
- Bedrooms:
- 13
- Bathrooms:
- 13
- Sleeps:
- 36
Summary: **Please message us prior to booking and talking with your group to confirm pricing and availability** Interio ...
From $2015 per night (USD)VRBO
From $669 per night (USD)VRBO
Den Outdoors Cabin With STUNNING Adirondack Views - EV charging available
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Set on a sprawling 7-acre property, this tranquil retreat offers the perfect blend of rustic charm and modern comfort. ...
From $669 per night (USD)VRBO
From $340 per night (USD)VRBO
Berkshire stunning MTN View, 4BR. Min. to Jimney Pk and Williams College AC\/WIFI
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Escape to a a woodland retreat, mountainside haven just 7 min min. from Jimney Peak and min. to Williams College. Perfe ...
From $340 per night (USD)VRBO
From $139 per night (USD)VRBO
Dadzpad Cabin in Stephentown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step back in time and remember when life was less complicated. Come relax in this vintage full house on private dead en ...
From $139 per night (USD)VRBO