Charming historic cottage on scenic road to Mt. Greylock

Top rated by guests
Summer
Small kitchen area with a Keurig coffee maker, microwave
Spring
Fall
Spring
review stars
9.8Outstanding
(117 Ratings)
The Stone School Cottage offers a unique, historic, and charming stay with well-appointed amenities, friendly hosts, and a peaceful atmosphere. Highly recommended for a memorable and convenient Berkshires experience.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.8 / 10.0
Outstanding(117 Ratings)

Cottage in Lanesborough, MA

5 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this cottage rental

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.

Amenities at Charming historic cottage on scenic road to Mt. Greylock

Free WiFi/internet
Air conditioning
Non-smoking
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Microwave
Kitchenware
No pets allowed
Ski in/Ski out
Garden
Kettle
Oven
Stove
Ironing facilities
Towels
Desk
Hairdryer

Map of Lanesborough, MA


Ratings and reviews

9.8 / 10.0
Outstanding(117 Ratings)
review starsSummary of reviews
The Stone School Cottage offers a unique, historic, and charming stay with well-appointed amenities, friendly hosts, and a peaceful atmosphere. Highly recommended for a memorable and convenient Berkshires experience.
From real guest reviews summarized by AI
10.0 / 10.0Outstanding·Nov 2025
We love staying at the school house. The location is ideal for our travels (Pittsfield, Stockbridge, Northampton, Bennington). Everything was neat and tidy and the kitchen area is perfect for cooking small meals. We were warm and comfortable even though it was chilly outside.
10.0 / 10.0Outstanding·Oct 2025
Such a cute old schoolhouse full of antiques. I loved staying in such a historical building. Host had great communication and lots of helpful tips. Thanks for sharing with us.
10.0 / 10.0Outstanding·Oct 2025
We really enjoyed our stay here. The location was perfect & the cottage was absolutely charming!We hope to return soon.
10.0 / 10.0Outstanding·Sep 2025
Interesting property with lots of character for a unique experience. My wife and I loved it. Hope to come back again soon

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FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Charming historic cottage on scenic road to Mt. Greylock. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

Is Charming historic cottage on scenic road to Mt. Greylock pet friendly?

Unfortunately, this cottage is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Charming historic cottage on scenic road to Mt. Greylock?

We found 20 amenities for this rental. This includes free wifi/internet, air conditioning, non-smoking, tv, and coffee/tea maker.


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