2 Bed Berkshire Getaway minutes to Jiminy Peak Ski

2 bedrooms1 bathroomSleeps 6

Popular amenities

Pet-friendly

Explore the area

Stephentown, NY

Zema's Nursery5 min drive
Jiminy Peak Mountain Resort7 min drive
Pittsfield State Forest9 min drive
Pittsfield, MA (PSF-Pittsfield Municipal)20 min drive

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Common spaces

2 Double Sofa Beds

1 bathroom

Bathroom 1

Spaces

Kitchen

Garden

About this property

Welcome to the historic Stephentown Hotel! Private apartment located minutes to Jiminy Peak Mountain in the world famous Berkshire Mountains! Right on the NY / MASS border in beautiful Stephentown. Surrounded by nature and serenity. Beautiful 2 bedroom apartment with a private entrance, completely renovated, new kitchen and bathroom, fire pit, BBQ and old fashion popcorn machine on site!

Every stay includes water bottles, granola bars, oatmeal packets, coffee and tea! Parking in front.

The apartment was renovated in 2023; brand new kitchen and bathroom. Large eat in kitchen with gas stove, dishwasher and Keurig machine. Bathroom features an incredible rain head shower, Bluetooth light / speaker in the shower to listen to your favorite music. (x2) Comfy queen beds, black out curtains and more. Private entrance and parking directly in front of the apartment. There is a fire pit with chairs and a BBQ. There is also an old fashion popcorn machine! There are two queen sofa beds in the living room.

In addition, included with your stay is soap, shampoo and conditioner. Just in case you left at home - we also included an individually wrapped toothbrush and package of Colgate toothpaste!

The mudroom entry includes a Ski rack and Snowboard rack to hang your gear indoors along with an old fashion popcorn machine! There are two pairs of snowshoes included with your stay. We keep umbrellas and snow brushes in the mudroom. **NO SKI or SNOWBOARD BOOTS INSIDE THE APARTMENT PAST THE MUDROOM**

Some history on the property! The building is the former historic Stephentown Hotel, built in the 1860s as a railroad hotel to serve the increased traffic brought by the railroad from 1869 to 1952. The Hotel is the last remaining of four of the original railroad hotels in town. The Stephentown Hotel is a historical gem! Building was featured in "Taking Back Woodstock" film in 2009. The building will soon again become a mainstay of Stephentown. There is on-going construction at the property (details below).

Every stay includes water bottles, granola bars, oatmeal packets, popcorn, coffee and tea. The kitchen is fully stocked with all utensils and cooking equipment!

Pets: Pets must be given permission. We love pets and try to ensure you and your furry friends enjoy your trip! Any damage, unannounced or non-permitted pets will incur a $250 charge. With that in mind, we ask you to clean up as best as possible. If needed, there may be an additional $50 cleaning fee per stay (requested after the stay if necessary). This would reflect additional cleaning if needed.

** Construction on site - there is work on going in the building. The building is featuring a major face lift. NO work is being done in the unit. All work is in the main part of the building (the main house). All work is performed during "business hours" to not disturb guests. Work only on weekdays. There will be interior work in the main part of the house (not in the unit.) **

TV: The apartment comes equipped with (x3) smart TVs to Cast direct to!

Books and Games: Additionally the apartment is equipped with Monopoly, Jenga, Connect4, a couple books including two kids books: The Hungry Caterpillar & One Fish, Two Fish, Red Fish, Blue Fish.

The apartment is equipped with a blow dryer, Keurig machine for coffee, sweetener, creamer, tea bags, corkscrew / bottle opener, pizza cutter, toaster, cutlery, cutting board, ice trays, dishes, pots, pans, laundry detergent, bluetooth speaker and USB outlets.

Bathroom has a bluetooth speaker in the light! Turn the light switch on and search for HOMEWERKS in the bluetooth settings to connect!

Linens: All towels, sheets and duvet covers are laundered after every stay. There is a laundry room next to the unit.

Door Code: A new door code will be issued for your stay. After your stay, the code will be disabled.

Security Cameras: The building has security cameras at the main entrance and inside the building’s lobby / common areas. There are NO video or recording devices in the unit. IF you see anything suspicious - PLEASE ALERT ME IMMEDIATELY.

Parking - For any boat / trailer / snowmobile, etc. permission must be requested prior.

Smoking: There is no smoking inside the house. Recreational Marijuana - RM is legal for purchase in Massachusetts. RM is not to be smoked in the house.

We created two maps for local fun, activities, restaurants, bars and breweries to visit during your stay.

Attractions & Nearby Adventures:

Jiminy Peak Mountain Resort
Cinch 'em Up Stables Horseback Riding
Braveheart Books
Heather's Heart Forge Blacksmith Knife Making Classes
Ramblewild Adventure Park
Tanglewood - Boston Symphony Orchestra
Lebanon Valley Speedway
Ready Set Play: Kid's Indoor Playground
UglyMud Studio
Corkscrew Rail Trail - (multiple access points) Wyomanock Road, Knapp Road, Stephentown, NY & Tilden Road in New Lebanon.
Sand Lake Walking Trail
Ashuwillticook Rail Trail
Glass Lake
Queechy Lake
Crystal Lake
Grafton Lakes State Park
Bousquet Mountain
Butternut Ski Area and Tubing
Catamount Mountain
Pineridge Cross Country Ski Area
Mount Greylock State Reservation
Cherry Plain State Park
October Mountain State Forest and Lake
Berkshire Museum
Berkshire Art Museum
Massachusetts Museum of Contemporary Art
Shaker Museum Historic Mount Lebanon Site
Hancock Shaker Village
Norman Rockwell Museum
Grafton Peace Pagoda
Red Robin Song Animal Sanctuary
Rustic In Nature Antiques!
Bridge House Vintage
Hand Hollow Conservation Area
Images Cinema
Albert Family Community Forest

Food / Restaurants / Bars / Farms / Fresh Food

Norte Azul Cantina
Gardner's Coffee Shoppe & Ice Cream
Dave’s Market
Four Fat Fowl Cheese
Blueberry Hill Market Cafe
Smile's Soft Serve Ice Cream
Gipfel Coffee Company
The Berry Patch
Ioka Valley Farm
Wyomanock Farm
Sugar Bush Farms
La Perla Restaurant
M&M'S Tap and Tavern
Jimmy D's Pizza Royale
Roaring 20s Brewery & Taphouse
Mario’s
The Beer Diviner
S&S Farm Brewery
Chatham Brewing
Home Range Winery
Sabba Estate Vineyard
Hilltop Orchards
Balderdash Cellars
New Lebanon Farmers Market
Maverick's - Formerly O'Maddie's
Woodlife Farm Market
Tacos Diablo
ZIA’S Pizza & Family Restaurant
Zucchini's
The Roasted Garlic
Canaan General Store
Lanesborough Local Country Store

Please check out our guidebook for some amazing adventures, activities, restaurants, bars, farms and more! At booking, provide the full name (as listed on Government issued ID) for every person that will access the property during your reservation.

** Construction on site - there is work on going in the building. The building is featuring a major face lift. NO work is being done in the unit. All work is in the main part of the building (the main house). All work is performed during "business hours" to not disturb guests. Work only on weekdays. There will be interior work in the main part of the house (not in the unit.) **

The building is an older building (built in the 1860s). Unfortunately if the other units are occupied, you will hear noise from the other apartments. We do provide (x3) white noise machines.

Property manager

Dillon Nash

Premier Host

Amenities

Pet-friendly

Hot tub

Kitchen

Washer

Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 18

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs less than 50 lb per pet (limit one pet total)

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher

About the area

Stephentown

This apartment is located in Stephentown. Hancock Shaker Village and Williamstown Theatre Festival are cultural highlights, and some of the area's attractions include Zema's Nursery and Bousquet Ski Area. Take the opportunity to explore the area for outdoor excitement like hiking/biking trails.

Stephentown, NY

What's nearby

Zema's Nursery - 5 min drive
Jiminy Peak Mountain Resort - 7 min drive
Pittsfield State Forest - 9 min drive
Mount Greylock State Reservation Visitor Center - 19 min drive
Tanglewood Music Center - 31 min drive

Getting around

Pittsfield Intermodal Transportation Center - 24 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive

Restaurants

M & M's Tap & Tavern - 9 min drive
Norte Azul Cantina - 6 min walk
The Beer Diviner - 9 min drive
Christiansen's Tavern - 8 min drive
Gardner's Ice Cream & Coffee Shoppe - 11 min walk

Frequently asked questions

Is 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lb per pet.

What time is check-in at 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski?

Check-in begins at 4:00 PM.

What time is check-out at 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski?

Checkout is at 11:00 AM.

Where is 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski located?

Situated in Stephentown, this apartment building is 3.1 mi (5 km) from Zema's Nursery and within 6 miles (10 km) of Pittsfield State Forest and Jiminy Peak Mountain Resort. New Lebanon Town Hall and Shatford Memorial Park are also within 6 miles (10 km).

8.2

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

8.8/10

Cleanliness

9.2/10

Check-in

8.6/10

Communication

8.6/10

Location

8.6/10

Listing accuracy

4/10 Poor

Ron B.

7 Mar 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean, nice, very noisy

The apartment was clean and nicely done. The price imwas very reasonable. The arcade games were a nice touch. The problem was that it was incredibly noisy, particularly in the bedroom we tried to sleep in. This was partly due to the neighbors, who were trudging up and down the stairs until all hours, but also largely due to the lack of soundproofing when this place was renovated. We could hear individual conversations from the neighbors where it felt like they were in the same room as us. There were white noise machines in each room, but they were broken and likely wouldn’t have done much good had they worked given just how noisy it was.

Stayed 3 nights in Feb 2024

10/10 Excellent

Tina Y.

26 Nov 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hometown Visit 2023

We will stay there from now on, whenever we head back home to visit friends and family. We look forward to seeing the hotel completely finished and to see what else Dillion has planned for Stephentown! <3

Stayed 10 nights in Oct 2023

10/10 Excellent

Karen Q., Rockport, MA

26 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Berkshire Getaway

We had a lovely stay in Stephentown and enjoyed visiting the surrounding area. So close to Tanglewood and everything the Berkshires has to offer. Comfortable and convenient, everything you might need. Loved the details including toothbrushes and toothpaste! Amazing restaurants and fun shops. Would definitely come back :D

Stayed 3 nights in Aug 2023

10/10 Excellent

Joseph B., Maryville, USA

2 July 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet country setting

Quiet country setting with great open space for our dog to run. Kitchen was well stocked and the beds were very comfortable. Azul is a local gem of a restaurant along with a couple of others. Dillon was easy to get ahold of and the locals very friendly & helpful.

Stayed 3 nights in Jun 2023

2/10 Terrible

Bradley, GLENWOOD LANDING

25 June 2023

Liked: Check-in

Disliked: Cleanliness, communication, listing accuracy

RENTER BEWARE

Although the listing states construction completed March 2023, major construction was continuing upon our arrival on Friday, 5/26. Around 5PM we discovered there was no hot water nor heat in the unit. Called host who said both were turned off due to ongoing construction. We were NOT given notice of same, thus we did not have time to shower before attending a rehearsal dinner for a wedding the next day. Owner said construction would stop at 5PM and would also stop for the weekend. NOT TRUE. When we returned at around 8PM construction was ongoing. We contacted the owner who stated they needed to compete a few more items. Unfortunately, construction continued until 2:30 AM. We contacted the owner at 10:45 PM but he did not respond. Other items: 1. 2 tvs did not work properly due to connection issue and a Roku error message. 2. On our first night, we drove up to the building to find some strange man going in and out of the cellar because construction continued until 2:30 AM Saturday morning. 3. No blinds in the shower window. It is unfortunate that VRBO does not allow pictures as they would certainly document this fact pattern; however, appropriate photos were sent to both the owner and VRBO. VRBO told me they would look further into the matter and get back to me. They never did. It appears, in my opinion, VRBO is both not reputable nor reliable. Disclosure - Owner refunded fees collected but VRBO has yet to return remaining funds. [This is as of 6/25/23]

Stayed 2 nights in May 2023

About the host

Hosted by Dillon Nash

Hi I'm Dillon! New York born and raised! Love traveling the world and exploring other cultures. Happy to give recommendations during your stay!

Why they chose this property

Beautiful apartment in the heart of the Berkshires! Located in the historic former Stephentown Hotel. Private apartment with a private entry. Firepit, BBQ and old fashion popcorn machine. 8 minutes to Jiminy Peak Ski Resort! Great restaurants, breweries, wineries all within driving distance.

What makes this property unique

Historic property, minutes to amazing outdoor activities such as lakes, trails, hiking, skiing / snowboarding, snowshoeing, ATV & snowmobile trails and more!