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Charming historic cottage on scenic road to Mt. Greylock

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December 2024
January 2025

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Outdoor dining
Property grounds
Property grounds
Property grounds
Fridge, microwave, oven, stovetop

Reviews

10 out of 10

Exceptional

Entire home

2 bedroomsSleeps 51600 sq ft

Popular amenities

  • Parking available
  • Outdoor Space
  • Kitchen
  • Air conditioning
  • Free WiFi
  • Mountain view

Explore the area

Map
Lanesboro, MA
  • Skyline Country Club
    4 min drive
  • Hold The Anchovies
    1 min walk
  • Pittsfield Intermodal Transportation Center
    12 min drive
  • Hudson, NY (HCC-Columbia County)
    58 min drive

Room options

Similar properties

About the neighborhood

Lanesborough

With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation. .This cottage is 1.6 mi (2.6 km) from Mount Greylock State Reservation Visitor Center and 3.4 mi (5.5 km) from Pittsfield State Forest.

What's nearby

  • Skyline Country Club - 4 min drive
  • Mount Greylock State Reservation Visitor Center - 5 min drive
  • Jiminy Peak Mountain Resort - 9 min drive
  • Bousquet Ski Area - 20 min drive
  • Mount Greylock - 31 min drive

Getting around

  • Pittsfield Intermodal Transportation Center - 12 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive

Restaurants

  • ‪McDonald's - ‬12 min drive
  • ‪Starbucks - ‬14 min drive
  • ‪Wendy's - ‬13 min drive
  • ‪Applebee's - ‬13 min drive
  • ‪Ninety-Nine Restaurant & Pub - ‬12 min drive

About this property

Entire place

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

Charming historic cottage on scenic road to Mt. Greylock

If you’ve driven by, you’ve wondered about the story of this beautiful stone building. Built in 1832 as a one-room schoolhouse – a function it served until 1950 -- this charming and historic building has been given new life as a guest house - since 1998.

PLEASE NOTE: It's an old building with an unusual layout, so please carefully read the description below.

Beautifully situated amidst horse farms on the scenic road to Mt Greylock. In the center of the Berkshires, 5 miles from Jiminy Peak ski area, 10 miles from South Williamstown, 15 miles from Tanglewood and Mass MoCA, and 20 miles from Jacob's Pillow. 5 miles to Pittsfield and the Berkshire Mall. Private garden. 5 acres of property in the back where horses graze, and alpacas, donkeys and other friendly animals next door.

Everything is provided: fully-furnished mostly with antiques. Bedspreads, linens, blankets, pillows, towels, iron and ironing board. SMALL KITCHEN with mini stove/oven, refrigerator, microwave, Keurig coffeemaker with assortment of coffee, tea and hot chocolate, pots and pans, dishes, cutlery, etc. Broadband internet and TV with Netflix, Hulu and other streaming options included.

There are 2 floors. The first floor is the old classroom with old desks. There is also a trundle bed which can be used as 2 twins. The bathroom is on the first floor. The 2nd floor is like a studio apartment - with a queen bed and a twin bed and the small kitchen. PLEASE NOTE: There is one bathroom, on first floor.

Ideal for a romantic getaway or for a family of 4-5. A fee of $25/night applies for additional adults after the first two (limit of 4 adults total). No extra charge for children. Please indicate the number of children in your message to us, but select 0 children in the pull-down menu so that you are not charged.

The Old Stone School is available to rent 12 months a year. Each season has it's benefits:

SPRING - Trees arise from winter sporing their fleeting Spring green color, daffodils, tulips, hiking trails are open, enjoy the warm weather after a long winter! Calves appear on the hill behind the schoolhouse.

SUMMER - Flowers blooming, berries to pick, outdoor activities nearby, culture everywhere - Tanglewood, Jacob's Pillow, Barrington Stage, Clark Art Museum, MassMoCA, Williams College Museum of Art, etc.

FALL - Enjoy the kaleidoscope of Fall colors covering the hills behind the schoolhouse. Hike Mt. Greylock - short and long hikes. Go the top and check out Bascom Lodge - a stop on the Appalachian Trail.

WINTER - Jiminy Peak is less than 10 mins. away.Ski or snow tube at Bousquet is 20 mins. away. Cross country Ski in the fields out back or go to Hilltop Orchards in Richmond or Notchview in Windsor.
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. A kitchenette is outfitted with a stovetop and a microwave. A Smart television with Netflix is provided, while complimentary wireless internet access keeps you connected. Conveniences include a desk and a coffee/tea maker, and housekeeping is provided on request.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.
Guests will find features like internet access and onsite parking.

Property manager

Rich Cohen and Cheryl Sacks

Property amenities

Ski

  • Close to skiing

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Kitchenette
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • DVD player
  • Games
  • Hulu
  • Netflix
  • Smart TV with cable/satellite channels
  • Streaming services
  • Video library

Outdoor areas

  • Garden

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • In the mountains

Things to do

  • Birdwatching nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Property located in a resort
  • Unit size: 1,600 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
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, a first aid kit, and a deadbolt lock
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
Property Registration Number C0201341480

We should mention

A car is required for transportation to and from this property

Property is also known as

Charming Historic Cottage on Scenic Road to Mt. Greylock Cottage

Charming historic cottage on scenic road to Mt. Greylock Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 97 out of 104 reviews" "
Rating 8 - Good. 6 out of 104 reviews" "
Rating 6 - Okay. 1 out of 104 reviews" "
Rating 4 - Poor. 0 out of 104 reviews" "
Rating 2 - Terrible. 0 out of 104 reviews" "

9.8/10

Cleanliness

10/10

Property conditions & facilities

6.0/10

Eco-friendliness

Reviews

10/10 Excellent

Jennifer J.

Liked: Cleanliness
Stayed 3 nights in Oct 2024

10/10 Excellent

Joseph H., Berkeley Heights

Liked: Cleanliness
Very enjoyable stay
Great cottage, pretty much at the foot of Mount Greylock - very spacious and comfortable - in the country but close to many of the towns of the Berkshires - the hosts Cheryl and Rich were very kind and informative about the area -thank you Cheryl and Rich - I hope to return sometime -
Stayed 7 nights in Sep 2024

10/10 Excellent

Lauren T.

Liked: Cleanliness
Historic quaint getaway in Berkshires near Mt Greylock
The stone school house was such a unique property and a really cool piece of history. The owners clearly take pride in acknowledging that history with the decor and informative photographs/binders, etc. Not only that, but the space was clean and cozy, and had everything we needed. The neighborhood is just gorgeous and so convenient - you are a few minutes from the visitor's center at Mt Greylock for amazing hiking, plus only 20 minutes to charming little towns like Williamstown and North Adams as well. I would highly recommend the Stone School House!
Stayed 2 nights in Oct 2024

10/10 Excellent

Margaret B.

Liked: Cleanliness
Great location, fun cottage
We spent three nights in the Stone Schoolhouse, hiking, visiting The Clarke, and enjoying a lovely evening concert at Tanglewood. Convenient location for seeing the Berkshires, unique quarters and friendly hosts. Highly recommend!
Stayed 3 nights in Aug 2024

10/10 Excellent

Marc

Traveled with partner
Liked: Cleanliness, property conditions & facilities
Fantastic stay. Hosts thought of everything. Very quiet and a charming space. Great access to the mountain, as well.
Stayed 4 nights in Aug 2024

10/10 Excellent

Sara H.

Liked: Cleanliness
Historic Stay
Our family of 4 had a wonderful stay at this old schoolhouse. The attention to detail was impressive, right down to freshly cut flowers throughout. We loved that the history of the schoolhouse was on display, along with interesting relics from the 1800s/early 1900s. Everything was great and we hope to return one day!
Stayed 2 nights in Aug 2024

10/10 Excellent

Richard M., Port Orange, FL

Liked: Cleanliness
One of a Kind
Great host--genuinely friendly and genuinely helpful. Right at the base of Greylock. And just down the road from a miniature horse farm!
Stayed 2 nights in Aug 2024

10/10 Excellent

Mara K.

Liked: Cleanliness
Weekend at Tanglewood
We were looking for a relaxing place for a weekend away, ending with a concert at Tanglewood...I came across the old school house, was immediately taken with it, and it did not disappoint. We thoroughly enjoyed our stay in this unique placec with close access to local hiking and biking options. Rich and Cheryl were gracious and flexible hosts.
Stayed 2 nights in Jul 2024

10/10 Excellent

Shannon T., Fox Island

Liked: Cleanliness
Such a piece of history
I cannot compliment Cheryl enough. She thought of everything when decorating the old school from the chalkboard filled with notes from old students to the collection of books and desks. My sister and I had such an extraordinarily wonderful time staying at the school for five nights. It was unseasonably warm and Cheryl provided extra fans, fresh flowers and the friendliness every single day. Not often do you meet a host that you want to stay in contact with. The whole of the village was like that everywhere we stopped. The location was perfect. We drove just a few miles to a beautiful hike. The country road with the rescue ponies, alpacas and horses and wildflowers was perfect for an evening walk. The lake, the ice cream shops and farm stands, just magical. Thank you so much. Shannon
Stayed 5 nights in Jul 2024

10/10 Excellent

Aub H.

Liked: Cleanliness
One room schoolhouse
A great place in a great location with super-responsive and helpful owners! My partner is a teacher and she was entranced with the schoolroom, the history, and the old textbooks!
Stayed 2 nights in Jun 2024

10/10 Excellent

T Armando G.

Liked: Cleanliness
Total Perfection
I adored my stay at The Stone School. Rich and Cheryl were terrific hosts who had great suggestions for food and things to do. And the whole experience was easy to navigate. Excellent marks for cleanliness, comfort, ease of parking, quiet & solitude, quaintness, local pleasures. I found it perfect for myself and it would also be ideal for a couple (or perhaps a couple with one or two young children.) The bathroom is on the first floor with a modern sink and vanity; everything looks brand new, and there are plenty of linens and towels. The one drawback here is that it is a shared bathroom and the toilet has no door because of the way the building is constructed, which is why I say it's great for a single person or couple with small children. A very minor quibble for this charming place. Though it's located directly on N. Main Street in Lanesborough, I was never bothered by noise - there is very little car traffic - and the whole atmosphere was quaint and relaxing. Highly recommend and planning to go back soon.
Stayed 3 nights in May 2024

10/10 Excellent

Lea B.

Liked: Cleanliness
Magical lil retreat
I had a wonderful time. The lil stone house school is restored in a loving way! It feels homie and cosy and has a lot of stories to tell. The location is great for seeing museums or just go for a hike. Rich and Cheryl are on top with everything and very nice hosts!
Stayed 3 nights in Feb 2024

10/10 Excellent

Ted L.

Liked: Cleanliness
Unique and Charming
What a lovely and unique experience it was to stay at the Stone School cottage. The accomodations were great as was the communication with our hosts. Very special. Thank you so much! :)
Stayed 2 nights in Oct 2023

10/10 Excellent

Susan

Stayed 2 nights in Sep 2023

10/10 Excellent

Nancy G.

Liked: Cleanliness
Wonderful, peaceful.
Our stay at this historic schoolhouse was terrific. The owner was very welcoming and helpful. We slept well there - as the two available large rooms up and down afforded flexible sleep areas. Beds comfy. The kitchen was well equipped and the amenities such as foil, plastic wrap, tea, a Keurig machine, extra paper plates etc made our stay very convenient. The history of the place is fascinating. Many thanks!
Stayed 4 nights in Aug 2023

10/10 Excellent

Cort M.

Liked: Cleanliness
A Unique and Lovely Place
This charming converted schoolhouse is well-supplied for the present day while reminding you of a bygone age. It's set among beautiful rural woods and pastures, private, but with ideal access to local attractions south, like Stockbridge and Lenox or north, like Williamstown and North Adams. The owners are extremely helpful and friendly, and they also simply allow you to enjoy your stay. A great place!
Stayed 3 nights in Jul 2023

10/10 Excellent

Richard O.

Liked: Cleanliness
Lovely spot - wonderful stay
The Old Stone School was a truly exceptional place to stay - and the owners were also delightful people, willing to help and refer us to interesting places. We stayed two nights - it was big for the two of us, but decorated nicely and with a full downstairs that has all sorts of ephemera from the old schoolhouse days. Would stay again next time we are out at Tanglewood. Heads up - the bathroom is on the first floor, the bedroom on the second. Minor inconvenience, but not possible to change it within the building structure. Don't let this deter you! It is a magical place. And we will visit again.
Stayed 2 nights in Aug 2023

10/10 Excellent

Irene H.

Liked: Cleanliness
Lovely historic property
First time staying in a school house! The upstairs living quarters are akin to a large studio apartment--nicely appointed and well laid out. The hosts, Cheryl and Rich are very welcoming too!
Stayed 3 nights in Jul 2023

10/10 Excellent

Kathleen R.

Liked: Cleanliness
Loved it!
A great unique place to stay!
Stayed 3 nights in Jun 2023

10/10 Excellent

Mark S.

Liked: Cleanliness
Great place
Had a great timr
Stayed 3 nights in Jul 2023

10/10 Excellent

Rita C.

Liked: Cleanliness
Great weekend getaway
Our short stay at the Stone School Cottage was wonderful. Rich was very responsive to a minor issue we had with the TV. The cottage was exactly as listed with an unusual layout (bathroom downstairs from the living area) but it wasn't a problem. It's located within a short distance of a lot of activities, restaurants, etc. We'll definitely stay again if we're back in the area.
Stayed 2 nights in May 2023

10/10 Excellent

sara W.

Liked: Cleanliness
Great stay!
We love the stone school - awesome location, great property and wonderful hosts! This is our second year coming and we'll be back next year!
Stayed 2 nights in Feb 2023

10/10 Excellent

Abby H.

Liked: Cleanliness
Unique experience and great location
We stayed with our 3 kids (2, 5, 7). The owners had a safety gate for our little ones and they enjoyed playing with all the toys and the actual school to play school in! We all slept upstairs (we brought a travel crib) with the older two children sharing the upstairs day bed (there are more beds downstairs but the kids preferred being with us). Having the kitchen and dining table was very convenient and the cottage had nice touches like soft towels and a well stocked coffee machine. The location is great for skiing. It’s under 10 mins to Jiminy and there are restaurants, a country store, and a coffee shop very close by. The owners are super helpful, flexible, and communicative.
Stayed 2 nights in Feb 2023

10/10 Excellent

Peter K.

Liked: Cleanliness
Absolutely wonderful place to stay
The house was very clean, thoughtfully decorated and filled with history. The host was very responsive and made us feel welcome. There were a plenty of toys for my two kids to play with; they were never bored inside the house. The kitchen had everything you needed which my wife and I appreciated. Agreeing with with the prior reviewer that it was a perfect central base for exploring the Berkshire area. Overall, it was a special, unique experience.
Stayed 3 nights in Oct 2022

10/10 Excellent

Peter S.

Liked: Cleanliness
Wonderful location, great space
This is a unique property that is well worth looking at!
Stayed 3 nights in Oct 2022