Charming historic cottage on scenic road to Mt. Greylock | Cottage in Lanesboro

10.0 (118 Reviews) |   2 Bedrooms  1 Bathroom  5 Guests
Lanesborough Cottage | Charming historic cottage on scenic road to Mt. Greylock

2 Bedroom Cottage in Lanesborough, Lanesboro

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.

Charming historic cottage on scenic road to Mt Greylock is located in Lanesborough. Charming historic cottage on scenic road to Mt Greylock provides accommodation, featuring Air Conditioner, TV, Bedding/Linens, among other amenities. This Cottage features Air Conditioner, TV, Bedding/Linens, to make your stay a comfortable one.

Charming historic cottage on scenic road to Mt Greylock has 2 Bedrooms , 1 Bathroom, and max occupancy of 5 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Lanesborough has interesting places to visit. If you want to learn more about the Cottage in Lanesborough, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Towels provided
  • Hair dryer
  • Toilet paper
  • Soap
  • Shampoo
  • Shower
Bedroom
  • 2 bedrooms
  • Bed sheets provided
  • Dining table
Kitchen
  • Stovetop
  • Coffee/tea maker
  • Electric kettle
  • Microwave
  • Refrigerator
  • Paper towels
  • Oven
  • Toaster
  • Cookware/dishes/utensils
Parking
  • Onsite parking
  • Car required
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Cycling nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Birdwatching nearby
  • Hiking nearby
  • Hiking/biking trails nearby
  • Golf nearby
  • Swimming nearby
Entertainment
  • Books
  • DVD player
  • Games
  • Streaming services
  • Hulu
  • Netflix
  • Smart TV with cable/satellite service
  • Video library
General
  • Unit size: 1600 sq ft (149 sq m)
  • In a village
  • In the mountains
  • In a rural location
  • Desk
  • Desk chair
Guest Services
  • Children's books
  • Stair gate
  • Children's games
  • Children's toys
  • Iron/ironing board
  • Housekeeping (on request)
Internet
  • Free WiFi
Outdoors
  • Garden
Security/Safety
  • Deadbolt lock
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • First aid kit
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Skiing
  • Close to skiing

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
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number c0201341480 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

License number: C0201341480

Reviews

Isabel A.
Aug 18, 2025 12:09:54 AM
Review Score:   10
Summary: Comfortable, unique, great hosts, and a perfect location!
See All Reviews
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