Entire apartment

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

Choose dates to view prices

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

Miscellaneous
Fridge, microwave, oven, stovetop
Outdoor dining
Exterior
TV, fireplace, stereo

Reviews

8.2 out of 10

Very good

Entire apartment

2 bedrooms1 bathroomSleeps 693 sq m

Popular amenities

  • Pet-friendly
    Pet-friendly
  • Parking available
    Parking available
  • Barbecue grill
    Barbecue grill
  • Outdoor space
    Outdoor space
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning

Explore the area

Map
Stephentown, NY
  • Zema's Nursery
    5 min drive
  • Jiminy Peak Mountain Resort
    7 min drive
  • Pittsfield State Forest
    9 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    21 min drive

Room options

Similar properties

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

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 NY / MASS border in beautiful Stephentown. Surrounded by nature and serenity. Beautiful 2 bedroom apartment with a private entrance, fire pits, BBQs and old fashion popcorn machine on site!

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

This is for Apartment # 1. Beautiful 1st floor two bedroom apartment in the Stephentown Hotel, located in the only Stephentown on Earth! The building has operated almost continuously since the 1860s! The Stephentown Hotel is well known locally. The building went through a 3 year gut renovation.

We are minutes away from Jiminy Peak Ski Resort, located in the world famous Berkshire & Taconic Mountains! Many fun activities nearby including Jiminy Peak, Ramblewild Adventure Park, Tanglewood, New Lebanon Speedway, Cherry Plains State Park, Mount Greylock, Cinch Em Horse stables, multiple lakes, hiking trails and more!

Large eat in kitchen, knotty pine wrapped walls in the living room, incredible rain shower head, (x2) comfy queen beds and (x2) two sofa sleepers in the living room. Smart TV in the living room and both bedrooms! Bluetooth vent fan with a speaker in the shower to listen to your favorite music.

Parking with a private entrance directly in front of the apartment. We have two outdoor amenity spaces. They feature two fire pits, BBQs, Adirondack chairs, picnic tables, cornhole and misc backyard games. We include firewood and fire starters in every apartment. The two outdoor spaces are shared between the four apartments. There is an old fashion popcorn machine in the apartment's mudroom! Electric fireplace in the living room.

Every stay includes water bottles, granola bars, Hershey's mini chocolate bars, popcorn, oatmeal packets, coffee / tea, creamers and a fully stocked kitchen with all essential utensils. 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!

We have two outdoor amenity spaces. They feature two fire pits, BBQs, Adirondack chairs, picnic tables, cornhole and misc backyard games. We include firewood and fire starter in every apartment. The two outdoor spaces are shared between the four apartments.

**All reservations from May 1st to November 1st include a S'mores goodie bag! Sticks, marshmallows, graham crackers and chocolate! **

We offer a travel pack n play (Graco® Pack 'n Play® On the Go™ Playard). It features a removable bassinet. If you need the pack n play, please send a request. We keep two on hand and brought out by request only. We have a set of sheets that are cleaned for your use. Additionally, we also have a travel boaster high chair.

There are ductless ACs throughout the apartment, one in each bedroom and another in the living room. Each AC has its own remote. We have a thermostat on the wall for heat (which is provided via boiler baseboard radiators).

Culligan water treatment filtered throughout the house for fresh tasting water,

The mudroom entry includes a Ski rack and Snowboard rack to hang your gear indoors! 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 historic Stephentown Hotel, built in the 1860s as a railroad hotel to serve the increased traffic brought by the railroad until 1952. The Hotel is the last remaining of the four original railroad hotels in town. The Stephentown Hotel is a historical gem! Building was featured in "Taking Back Woodstock" film in 2009 directed by Ang Lee.

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.

Infant and kid friendly house (not childproof). Pack n’ play available including fresh sheets! In addition, we also have a travel boaster high chair. Please ensure to request items needed during your reservation.

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 and kids books including: 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 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.

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

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

Security Cameras: The building has security cameras around the exterior of the property. 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 - Hancock, MA
Cinch 'em Up Stables Horseback Riding - Stephentown, NY
Braveheart Books - Stephentown, NY
Heather's Heart Forge Blacksmith Knife Making Classes - Stephentown, NY
Ramblewild Adventure Park - Lanesborough, MA
Tanglewood - Boston Symphony Orchestra - Lenox, MA
Lebanon Valley Speedway - West Lebanon, NY
Ready Set Play: Kid's Indoor Playground - Pittsfield, MA
UglyMud Studio - Ghent, NY
Corkscrew Rail Trail - (multiple access points) Wyomanock Road, Knapp Road, Stephentown, NY & Tilden Road in New Lebanon.
Sand Lake Walking Trail - Averill Park, NY
Ashuwillticook Rail Trail - Rail Trail, Cheshire, MA
Glass Lake - Averill Park, NY
Queechy Lake - Canaan, NY
Crystal Lake - Averill Park, NY
Grafton Lakes State Park - Grafton, NY
Bousquet Mountain - Pittsfield, MA
Butternut Ski Area and Tubing - Great Barrington, MA
Catamount Mountain - Hillsdale, NY
Pineridge Cross Country Ski Area - Petersburg, NY
Mount Greylock State Reservation, Adams, MA
Cherry Plain State Park - Petersburg, NY
October Mountain State Forest and Lake - Lee, MA
Berkshire Museum - Pittsfield, MA
Berkshire Art Museum - North Adams, MA
Massachusetts Museum of Contemporary Art​ - North Adams, MA
Shaker Museum Historic Mount Lebanon Site - New Lebanon, NY
Hancock Shaker Village - Pittsfield, MA
Norman Rockwell Museum - Stockbridge, MA
Grafton Peace Pagoda- Petersburg, NY
Red Robin Song Animal Sanctuary - New Lebanon, NY
Rustic In Nature Antiques! New Lebanon NY
Bridge House Vintage - East Chatham, NY
Hand Hollow Conservation Area - East Chatham, NY
Images Cinema - Williamstown, MA
Albert Family Community Forest - East Nassau, NY

Food / Restaurants / Bars / Farms / Fresh Food

Norte Azul Cantina - Stephentown, NY
Gardner's Coffee Shoppe & Ice Cream - Stephentown, NY
Dave’s Market - Stephentown, NY
Four Fat Fowl Cheese - Stephentown, NY
Blueberry Hill Market Cafe - New Lebanon, NY
Smile's Soft Serve Ice Cream - Nassau, NY
Gipfel Coffee Company - Averill Park, NY
The Berry Patch - Stephentown, NY
Ioka Valley Farm - Hancock, MA
Wyomanock Farm - Stephentown, NY
Sugar Bush Farms - Stephentown, NY
La Perla Restaurant - Averill Park, NY
M&M'S Tap and Tavern - New Lebanon, NY
Jimmy D's Pizza Royale - New Lebanon, NY
Roaring 20s Brewery & Taphouse - New Lebanon, NY
Mario’s - New Lebanon, NY
Old Man Jeff's Barbecue Company - Pittsfield, MA
Smokey Diva's - Pittsfield, MA
Hot Dog Ranch - Pittsfield, MA
Olde Forge Restaurant - Lanesborough, MA
Lakeside Bar & Grill - Lanesborough, MA
District Kitchen & Bar - Pittsfield, MA
The Beer Diviner - Cherry Plain, NY
S&S Farm Brewery - Nassau, NY
Chatham Brewing - Chatham, NY
Home Range Winery - Canaan, NY
Sabba Estate Vineyard - Old Chatham, NY
Hilltop Orchards - Richmond, MA
Balderdash Cellars - Berkshire Winery - Richmond, MA
New Lebanon Farmers Market - New Lebanon, NY
Maverick's - Formerly O'Maddie's - New Lebanon, NY
Woodlife Farm Market - New Lebanon, NY
Tacos Diablo - Nassau, NY
ZIA’S Pizza & Family Restaurant Nassau, NY
Zucchini's - Pittsfield, MA
The Roasted Garlic - Pittsfield, MA
Canaan General Store - Canaan, NY
Lanesborough Local Country Store - Lanesborough, MA 01237

** Noise - The building is an older building (built in the 1860s). And this apartment is on the ground floor. You may hear noise from the other apartments. We do provide white noise machines. **

If you have read it this far, THANK YOU for being a SUPER GUEST! Please reply back with my favorite quote: “EXPECT NOTHING, APPRECIATE EVERYTHING.” so that I know that the house rules have been reviewed
Please be respectful of the building’s other tenants. Should you have any issues or questions, please call or text me right away. We take great pride in making sure you have an enjoyable stay.

All guests are required to provide a copy of their ID prior to arrival.
During your stay at this apartment building, you'll be close to Jiminy Peak Mountain Resort. The apartment offers a kitchen and a fireplace.
  • Air-conditioned apartment with kitchen, dryer, and fireplace
  • Just a 5-minute drive from Zema's Nursery and 7 minutes from Jiminy Peak Mountain Resort
This apartment offers its guests barbecue grills and a garden. The front desk is open around the clock.

This Stephentown apartment is smoke free.

Property manager

Dillon Nash

Languages

English, Spanish

Property amenities

Internet

  • WiFi available

Parking and transport

  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Toaster
  • Coffee/tea maker
  • Cookware/dishes/utensils

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 1 bathroom
  • Hairdryer

Living spaces

  • Fireplace

Entertainment

  • TV
  • Games
  • Stereo

Outdoor areas

  • Barbecue
  • Garden
  • Firepit

Laundry

  • Dryer
  • Near a laundromat

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 1 total (up to 23 kg per pet)
  • Welcoming dogs only

Suitability/Accessibility

  • Smoke-free property

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 1001.0 sq ft (93 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

House
Vrbo Property
210505
2 Bed Berkshire Getaway Stephentown NY Stephentown
2 Bed Berkshire Getaway Stephentown NY Private vacation home

2 Bed Berkshire Apt minutes to Jiminy Peak Ski Reviews

Reviews

8.2

Very good

Rating 10 - Excellent. 8 out of 11 reviews" "
Rating 8 - Good. 0 out of 11 reviews" "
Rating 6 - Okay. 0 out of 11 reviews" "
Rating 4 - Poor. 2 out of 11 reviews" "
Rating 2 - Terrible. 1 out of 11 reviews" "

8.8/10

Cleanliness

Reviews

4/10 Poor

Ron B.

Liked: Cleanliness
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.

Liked: Cleanliness
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

Liked: Cleanliness
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

Liked: Cleanliness
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

Disliked: Cleanliness
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

10/10 Excellent

Karen C.

Liked: Cleanliness
Just here for the party
We came in town for a graduation party in Grafton. Loved being close to our friends in Stephentown, Berlin, Petersburg and Grafton. Rooms and common areas are just the right size. The convertible sofa in the living room was better than a pull out sofa! No uncomfortable bar to deal with. Met the couple responsible for the cleaning of the property. They knew the history of the building and the area. Gave us a tour of the other soon to be completed renovated areas. Super nice people! Our stay was fantastic!
Stayed 3 nights in Jun 2023

10/10 Excellent

William G.

Liked: Cleanliness
Perfect location to Jiminy Peak
The apartment is cozy, clean, and perfect for visiting Jiminy Peak.
Stayed 2 nights in Feb 2023

10/10 Excellent

Amy B., Stafford, VA

Liked: Cleanliness
An Incredible Summer Trip
We stayed at this property for two months while visiting family over the summer. It is great for a family, and has lots of amenities. It’s centrally located to NY and Mass, and all of the hiking and lakes in the area. It was exactly what we needed. The fire pit was our favorite part. The kitchen has ample supplies for cooking, and the shower is nicely updated. This is an old historic property, and the entire apartment has the feel of a farm house. We loved it and highly recommend it to anyone who wants to enjoy the outdoors of the area, and a cool little spot in Stephentown. One more note, the owner was very friendly and answered our calls when we had questions. This place gets two thumbs up.
Stayed 61 nights in Jun 2022

4/10 Poor

Haley E.

Disliked: Cleanliness
Confused?
Unable to accurately review the cleanliness of the property because I was not comfortable enough with the outside/location/appearance of the property to enter. Communication with the property manager was fine up until the day of check in - I was told that I would be informed if we could check in early depending on the timing of the cleaning service however I did not hear from the property manager until hours after we were scheduled to check in (we were coming from out of town for a 4PM wedding and our check in time was 4PM) The check in process initially seemed straightforward as I’ve had experience with temporary rentals before however, when we finally had the opportunity to check in just to sleep at our rental, we were met with confusion and we’re extremely concerned. Despite being located in a remote town essentially on the border between NY and MA, the house’s location was far from any liveliness that existed in the community — not the issue. Though we had anticipated an older, quaint building based on the photos provided in the listing, we were met with a run down, windowless home with no signs of anyone inhabiting it for quite some time. Because we were only able to get to the home after the wedding ceremony and reception, it wasn’t until late that we were able to contact the property manager with our obvious concerns. After several phone calls and growing frustration, the manager finally responded to my cell phone number with a question mark to which my partner angrily lashed back at. After failing to hear from the property manager beyond that, my partner and I drove to the location of the event that we had attended as we felt safer parking there than in front of this run down VRBO. We ended up sleeping in our car and we’re informed later that day that the manager would be reporting us. We never entered the building for fear of safety. We were confused and disoriented by the outer appearance not only looking completely different than the listing but by the lack of immediate response and assistance from the manager. I had had high hopes for this stay as it seemed to be too good to be true; my initial interactions with the manager were pleasant. However, I left my stay having slept in my car feeling deceived and patronized. I did take photos of the home and put them side by side what is being advertised for my open case with this this rental and VRBO’s customer service team.
Stayed 1 night in Oct 2021

10/10 Excellent

Jody R.

Liked: Cleanliness
Easy drive to Mass MOCA
Nicely stocked kitchen, comfortable beds and extremely clean!
Stayed 2 nights in Sep 2021

10/10 Excellent

renee w.

Liked: Cleanliness
Very comfortable
Dillon’s place is very spacious and clean. He was quick to respond when we called. Convenient location. Within 1 mile of great coffee shop and an excellent Mexican restaurant. Perfect place for our two children who are under 5. The beds were comfortable. It could use a few more kitchen items. Overall we would stay here again.
Stayed 30 nights in Jul 2021