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Charming 5-bedroom farmhouse in Lanesborough

Photo gallery for Charming 5-bedroom farmhouse in Lanesborough

A spacious kitchen with a central island, bar stools, and a large wooden cabinet.
A white bathroom vanity with a large mirror, two sinks, and a potted plant.
A dining area with a wooden table, benches, and chairs. There is a chandelier above the table, and large windows on one side.
A large arched window with a clear view of a green landscape, trees, and a blue sky.
A wooden cabin interior with a sofa, chairs, and a glass table.

Reviews

8.0 out of 10
Very good
5 bedrooms2+ bathroomsSleeps 13

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Porch or veranda
  • Free Wi-Fi

Explore the area

View map
Lanesborough, MA
  • Place, Skyline Country Club
    ‪4 min drive‬
  • Place, Jiminy Peak Mountain Resort
    ‪17 min drive‬
  • Place, Tanglewood Music Center
    ‪36 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪26 min drive‬

Rooms & beds

5 bedrooms (sleeps 13)

Downstairs bedroom

1 Queen Bed

En-suite queen

1 Queen Bed

Kids room

+1
2 Double Beds, 1 Single Bunk Bed and 2 Single Futons

Master Bedroom

1 King Bed

Office 1

1 Queen Sofa Bed

Small room

1 Queen Bed

2 bathrooms, 1 half bathroom

Downstairs Bath

Soap · Towels provided · Toilet · Shower only · Shampoo

En-suite Half

Towels provided · Toilet

Jack and Jill

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Porch or lanai
Kitchen
Separate dining area
Dining area

About this property

Charming 5-bedroom farmhouse in Lanesborough

Relax with the whole family at this peaceful Historic Farmhouse Retreat with Modern Luxuries in the Berkshires.

Welcome to Constitution Hill Farm, a meticulously restored 1750s New England farmhouse nestled on 196 acres of hardwood forests and lush meadows. This home seamlessly blends historic charm with contemporary comforts, offering an idyllic retreat for up to 14 guests.

Enjoy the warmth of wide plank floors and beams, complemented by modern furnishings for a cozy ambiance.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items and remove leftover food and drinks
Lock the doors
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property Registration Number C1198192288
Property # 4818439vb
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
Cashless transactions are available
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Lanesborough

Located in Lanesborough, this holiday home is in the mountains. Jiminy Peak Mountain Resort and Bousquet Ski Area are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Lichtenstein Center for the Arts and Berkshire Museum. Mountain Coaster and Alpine Super Slide are also worth visiting. Take in the nearby slopes with cross-country skiing, snowboarding and skiing, or try out other outdoor activities such as ice skating.
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Map
Lanesborough, MA

What's nearby

  • Skyline Country Club - 4 min drive - 2.5 km
  • Mount Greylock State Reservation Visitor Center - 11 min drive - 7.1 km
  • Jiminy Peak Mountain Resort - 17 min drive - 14.6 km
  • Tanglewood Music Center - 36 min drive - 25.8 km
  • Massachusetts Museum of Contemporary Art - 42 min drive - 41.5 km

Getting around

  • Pittsfield Intermodal Transportation Center - 15 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 25 min drive

Restaurants

  • ‪Alltown - ‬11 min drive
  • ‪McDonald's - ‬15 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪Dunkin' - ‬13 min drive
  • ‪Dunkin' - ‬12 min drive

Frequently asked questions

Is Charming 5-bedroom farmhouse in Lanesborough pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at Charming 5-bedroom farmhouse in Lanesborough?

As of 26 Aug 2026, prices found for a 1-night stay for 2 adults at Charming 5-bedroom farmhouse in Lanesborough on 14 Sept 2026 start from AU$1,951, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Charming 5-bedroom farmhouse in Lanesborough?

On-site parking is available at the property.

What time is check-in at Charming 5-bedroom farmhouse in Lanesborough?

Check-in begins at 4:00 PM.

What time is check-out at Charming 5-bedroom farmhouse in Lanesborough?

Checkout is at 11:00 AM.

Where is Charming 5-bedroom farmhouse in Lanesborough located?

Situated in the mountains, this holiday home is within 3 miles (5 km) of Pontoosuc Lake, Cheshire Reservoir and Mount Greylock State Reservation. Mount Greylock State Reservation Visitor Center and Onota Lake are also within 6 miles (10 km).

About the host

Hosted by Yoel Shamos

Host profile image

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