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Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood

Photo gallery for Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood

A covered outdoor seating area with a table and wicker chairs, overlooking a lush green landscape.
A kitchen with wooden cabinets, a dining table with chairs, a vase with flowers, and a television on the counter.
A living room with a fireplace, wooden flooring, and a bookshelf.
A staircase with white railings and wooden steps.
A window with a view of a rocky outdoor area and a metal sculpture.

Reviews

10 out of 10
Exceptional

Highlights

  • Pickleball on-site
    A rare find — enjoy pickleball without leaving the property.
5 bedrooms3 bathroomsSleeps 9

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Tyringham, MA
  • Place, Tyringham Cobble
    ‪7 min drive‬
  • Place, McLennan Reservation
    ‪11 min drive‬
  • Place, Goose Pond Reservation
    ‪14 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪44 min drive‬

Rooms & beds

5 bedrooms (sleeps 9)

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Single Bed

Bedroom 5

1 Single Bunk Bed

Master

1 Queen Bed

3 bathrooms

2nd Upstairs Bathroom

Bathtub or shower · Toilet

Downstairs Bathroom

Toilet · Shower only

Upstairs Bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Separate dining area
Garden

About this property

Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood

Tastefully appointed farmhouse getaway set high in the picturesque Tyringham Valley with access to a tennis/pickle ball court and a private swimming pond. A 10-minute drive to either Stockbridge or Lee; 25 minutes to Great Barrington or Pittsfield. Located on one of the loveliest roads in the Berkshires with gorgeous southeasterly views, the house is quiet with no other houses in sight. Stroll down the lane to a private tennis/pickle ball court, or wander further down the hill and hike the Tyringham Cobble.
Filled with light, the first floor features an open kitchen; dining room; bathroom with standing shower; living room with delightful seating areas; a quiet office space; and a second, beamed living room and tv / movie area. On the second floor, there are two gorgeous full bedrooms with queen-size beds; 2 full baths; a bedroom with a double-size bed; a twin bedroom; and a cozy bunk room. A screened porch shaded by honeysuckle vines is perfect for afternoon reading and atmospheric outdoor summer dining, while a traditional open porch wraps the rest of the house.
Renown for its quiet beauty and spectacular views, Tyringham is traversed by the Appalachian Trail and home to three Trustees of Reservations properties - Ashintully, the McLennan Reservation and the Tyringham Cobble.

- Spectrum hi-speed internet
-TV in living room with Roku
-Fully-equipped kitchen with Viking stove
-Washer/Dryer
-Access to private tennis/pickle ball court and swimming pond
-10-minute drive to major grocery store, liquor store, gas stations and basic restaurants

Close by: Lee Premium Outlets Village; Jacob's Pillow; Tanglewood; Shakespeare and Company; Barrington Stage; Berkshire Theater Group (Stockbridge); Williamstown Theatre Festival; Mass MoCA; Clarke Art Institute; Kripalu; Canyon Ranch; Lake Garfield; Alpine Slide; Ramblewild Adventure Park; Skiing at Butternut, Catamount and Jiminey Peak.

Minimum renter age: 30 years old
Children welcome
No pets
No smoking
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
There is a public playground 1 mile away
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number C0132643020
Property # 1352711vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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 and a first aid kit
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

Lee

Located in Lee, this holiday home is in a rural area. Lee Premium Outlets and Guido's Marketplace are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore McLennan Reservation and Dry Hill. Ashintully Gardens and Lenox Arts Center are also worth visiting. Take in the nearby slopes with cross-country skiing, snowboarding and skiing, or try out other outdoor activities such as sledging.
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Map
Tyringham, MA

What's nearby

  • Tyringham Cobble - 7 min drive - 3.6 km
  • McLennan Reservation - 11 min drive - 6.1 km
  • Lake Garfield - 12 min drive - 6.7 km
  • Goose Pond Reservation - 14 min drive - 7.8 km
  • Housatonic River - 14 min drive - 7.8 km

Getting around

  • Pittsfield Intermodal Transportation Center - 31 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 30 min drive

Restaurants

  • ‪McDonald's - ‬28 min drive
  • ‪McDonald's - ‬12 min drive
  • ‪Dunkin' - ‬12 min drive
  • ‪Starbucks - ‬12 min drive
  • ‪Fresh City - ‬27 min drive

Frequently asked questions

Does Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood have a pool?

Yes, this property has a pool.

How much does it cost to stay at Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood?

As of 29 Aug 2026, prices found for a 1-night stay for 2 adults at Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood on 3 Sept 2026 start from £3,389, 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.

Is Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood pet-friendly?

No, pets are not allowed at this property.

How much is parking at Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood?

On-site parking is available at the property.

What time is check-in at Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood?

Check-in begins at 4:00 PM.

What time is check-out at Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood?

Checkout is at 11:00 AM.

Where is Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood located?

Situated in a rural location, this holiday home is 1.6 mi (2.6 km) from Tyringham Cobble and 2.7 mi (4.3 km) from McLennan Reservation. Goose Pond Reservation and Ashintully Gardens are also within 6 miles (10 km).

About the host

Hosted by Rachel

Host profile image
My family owns this house and has lived in Tyringham for four generations. Although all personal items have been removed, the house has all the comfort and warmth of a family home. We occupy houses up and down the road and are always on hand to help make your experience as wonderful as possible. We are writers, journalists, lawyers, development consultants, interior designers, architects, entrepreneurs, actors and students.

Why they chose this property

My grandfather bought this property--and several of the surrounding houses and fields--in the 1930s and started a dairy farm. He chose the Berkshire hills because of their beauty and seclusion. In the decades since he came to the Tyringham valley, my family has occupied the land with the same appreciation. It is a timeless place--one of the few left in the area--and thus highly unique.

What makes this property unique

This bright, cheerful house has been a beloved family home, charmingly decorated and scrupulously cared for for as long as we have lived here. It has a genuine old-fashioned country atmosphere--without feeling over-stuffed or musty--and is designed to both bring people together and allow for peace and privacy, with lots of nooks in which to work in peace or curl up with a good book. It is fully appointed and spotlessly clean. Charm and comfort inside; natural beauty outside. Cows in the fields; books on the shelves. Connected via internet and phone; yet a million miles away from the stresses of modern life.

Languages:

English
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