Entire home
Charming historic cottage on scenic road to Mt. Greylock
Lanesborough accommodation with kitchen
Choose dates to view prices
Photo gallery for Charming historic cottage on scenic road to Mt. Greylock





Reviews
1010 out of 10
Exceptional
Entire home
Popular amenities
- Kitchen
- Outdoor space
- Air conditioning
- Free WiFi
- Mountain view
Explore the area

Lanesboro, MA
- Jiminy Peak Mountain ResortPlace, Jiminy Peak Mountain Resort
- Mount Greylock State Reservation Visitor CenterPlace, Mount Greylock State Reservation Visitor Center6 min drive
- Mount GreylockPlace, Mount Greylock36 min drive
- Hudson, NY (HCC-Columbia County)Airport, Hudson, NY (HCC-Columbia County)71 min drive
Room options
About the area
Lanesborough
In Lanesborough .You'll find Mount Greylock State Reservation and Mount Greylock State Reservation Visitor Center within 2 miles (3 km) of this cottage. Also, Jiminy Peak Mountain Resort is within 3 miles (5 km) and Crane Museum of Papermaking is within 6 miles (10 km).
What's nearby
- Skyline Country Club - 6 min drive - 5.7 km
- Mount Greylock State Reservation Visitor Center - 6 min drive - 3.2 km
- Williams College - 25 min drive - 27.6 km
- Tanglewood Music Center - 32 min drive - 27.9 km
- Mount Greylock - 36 min drive - 18.1 km
Getting around
- Pittsfield Intermodal Transportation Center - 12 min drive
- Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive
Restaurants
- Old Man Jeff’s Barbecue Company - 11 min drive
- Bob's Country Kitchen - 3 min drive
- Dunkin' - 6 min drive
- Proprietor’s Lodge - 9 min drive
- Common Table - 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.
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.
Similar properties

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
Lanesborough
- Free WiFi
- Air conditioning
- Parking available
- Microwave
4.9 out of 5, Exceptional, 261 reviews
4.9
Exceptional
261 reviews
The price is CA $189
CA $189
CA $294 total
includes taxes & fees
Oct 28 - Oct 29

Vacation Village in the Berkshires
Vacation Village in the Berkshires
Williamstown
- Pool
- Parking included
- Free WiFi
- Air conditioning
4.4 out of 5, Excellent, 2,098 reviews
4.4
Excellent
2,098 reviews
The price is CA $128
CA $128
CA $159 total
includes taxes & fees
Nov 2 - Nov 3

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hinsdale
- Air conditioning
- Outdoor space
- Parking available
- Microwave
4.9 out of 5, Exceptional, 19 reviews
4.9
Exceptional
19 reviews

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Pittsfield
- Kitchen
- Washer
- Dryer
- Free WiFi
5.0 out of 5, Exceptional, 129 reviews
5
Exceptional
129 reviews

Charming Apt in 18th c Berkshire Farmhouse
Charming Apt in 18th c Berkshire Farmhouse
Lanesborough
- Kitchen
- Washer
- Dryer
- Air conditioning
4.7 out of 5, Exceptional, 39 reviews
4.7
Exceptional
39 reviews
The price is CA $189
CA $189
CA $290 total
includes taxes & fees
Oct 26 - Oct 27

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
Hancock
- Pool
- Hot tub
- Parking included
- Free WiFi
4.1 out of 5, Very good, 983 reviews
4.1
Very good
983 reviews
The price is CA $196
CA $196
CA $219 total
includes taxes & fees
Oct 26 - Oct 27

Entire cottage in Berkshire Villiage
Entire cottage in Berkshire Villiage
Lanesborough
- Kitchen
- Washer
- Dryer
- Free WiFi
4.8 out of 5, Exceptional, 7 reviews
4.8
Exceptional
7 reviews

Hearts Desire is a furnished whole house in a small, colorful garden center.
Hearts Desire is a furnished whole house in a small, colorful garden center.
Lanesborough
- Hot tub
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 97 reviews
5
Exceptional
97 reviews

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Hinsdale
- Kitchen
- Free WiFi
- Laundry
- Outdoor space
4.9 out of 5, Exceptional, 58 reviews
4.9
Exceptional
58 reviews

Bright Boho Apt in 18th c Berkshire Farmhouse
Bright Boho Apt in 18th c Berkshire Farmhouse
Lanesborough
- Kitchen
- Air conditioning
- Outdoor space
- Parking available
4.5 out of 5, Wonderful, 22 reviews
4.5
Wonderful
22 reviews
The price is CA $203
CA $203
CA $308 total
includes taxes & fees
Oct 26 - Oct 27
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
- Smoking not allowed
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
Check-out instructions
The host requires you complete the following before checking out:
Remove personal items
Hang key up by the door
Failure to complete these may result in a negative review from the host.
Rules
We do not charge for children. Please indicate on
Pets
- No pets allowed
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property Registration Number C0201341480
Property is also known as
Charming Historic Cottage on Scenic Road to Mt. Greylock Cottage