Entire home

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 window with a view of a rocky outdoor area and a metal sculpture.
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.

Reviews

10 out of 10
Exceptional

Highlights

  • Beach equipment

    A rare find — beach equipment ready to go for your days by the sea.
5 bedrooms3 bathroomsSleeps 9

Popular amenities

  • Private pool
  • Patio
  • Barbecue grill
  • Air-conditioning
  • Internet
  • Onsite parking available

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, Westfield, MA (BAF-Barnes Municipal)
    ‪62 min drive‬

Where you'll sleep

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 19 Sept 2026, prices found for a 1-night stay for 2 adults at Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood on 18 Nov 2026 start from £3,395, 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I loved sitting on the screened porch and watching the changing sky, listening to the birds, and admiring the brightly colored flowers and hummingbirds on the vine outside. The pond up the road was a relaxing place to take a quick swim or watch the water.
Stayed 28 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Reunion

A perfect rental for our family. The property was comfortable for all of us and the pond made a great stay even better.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Country Escape

Rachel is a great host being both friendly and responsive.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property

Lovely family vacation in a well appointed home. The kitchen is well stocked which made family meals very easy. Lots of space for the family to spread out. The screened in porch is fabulous! Would highly recommend.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming, classic farmhouse

As a long-time visitor to the Berkshires, Rachel's house was one of the loveliest places we've ever stayed. A beautiful, classic farmhouse, it's been updated but retains its historic charm. Attractively decorated with antiques, it still feels comfortable and modern. It's set in the gorgeous landscape of Tyringham, arguably one of the prettiest parts of the Berkshires, and the house is situated among historic barns and farmland, with rolling hills in the distance (you can watch the mist coming in the morning from the screened-in porch as you drink your coffee). Rachel is lovely and so easy to deal with. We're so lucky we found it and we're already looking forward to coming back.
Stayed 13 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tranquility in the Berkshires

This was our third stay in this wonderful property, and the fall foliage was amazing. This is a secluded and peaceful home, ideal for a family stay. The home is warn and welcoming, just a wonderful place to relax and unwind from the pressures of daily life.
Stayed 7 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bucolic Berkshires At Its Best

My family and I loved our stay in Tyringham. Rachel was the perfect host. We loved meeting her and learning about the history of the property and her family. The house was beautifully decorated and clean, and an excellent collection of literature was scattered throughout. The kitchen was well-stocked with everything we needed. Nearby, we spent many hours at Shaker Pond canoeing to the beaver dens, swimming and fishing. My 4 year-old niece loved playing at the sandy shore. The Cobble is a great hike that intersects with the AT. Tyringham is a quiet residential town so be prepared to drive to the market and restaurants.
Stayed 14 nights in Aug 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Berkshire retreat

My family and I had a wonderful stay in this lovely home on a stunning property this Winter. There were 5 of us, 4 adults and 1 child. What we loved about this place, aside from the beautiful home and gorgeous Berkshire landscape, were the two living areas that allowed us to branch out or come together when we wanted to. We had an additional 2 family members come to visit for two nights and everyone was comfortable. This house is in the country, yet close to towns, restaurants and skiing. We would definitely stay here again. Thank you to Rachel for her responsiveness and a lovely stay.
Stayed 7 nights in Feb 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Grace and solitude in the Berkshires

A wonderful week in this beautiful farm house. Spellbinding views, peace and quiet made this one of the most relaxing vacations ever. A short walk brings you to a private swimming pond. The house is perfectly furnished, with plenty of room for a large group. Five bedrooms and three baths provide plenty of space, along with two living rooms and my personal favorite, a large screened porch. We will be back.
Stayed 7 nights in Aug 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Review

Stunning location! Rachel is a superb host. The house is perfect. I especially loved the screened-in porch!
Stayed 7 nights in Aug 2019
Response from VrboOwner on 30 Mar 2020
Hi Sara—I just wanted to thank you so much for your lovely review. It makes such a difference. If I am lucky, I’ll only get tenants like you! You left the house so beautifully pulled together. That makes a huge difference, too! Have a wonderful rest of the summer. All best, Rachel
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

the dream Berkshires getaway

Our family just returned from a week-long stay at Rachel's beautiful Tyringham home and our only regret is that we didn't stay longer. From its picturesque mountain views to its private swimming pond, the property is the perfect place to unwind and recharge. The farmhouse is spacious, charming, and elegantly furnished, and it had everything we needed to accommodate our family, including a fully equipped kitchen. We spent our days exploring the idyllic countryside surroundings, and swimming and fishing in the pond around the corner from the house. (The pond has a soft-sand beach and loads of beach toys for kids and a kayak and paddle board for adults.) In the evenings, the large, screened-in porch was the perfect place for family dinners and stargazing. There's even a smart TV if you need it, though our kids barely used it--they were much more interested in watching the cows from the nearby dairy farm eat their dinner in the field across from the house! The location was perfect. The property feels quiet and secluded but it's just around the corner from several hiking trails, a great playground for the kids, and about a 10-minute drive from a major grocery store, liquor store, gas station, and the highway, as well as a short drive to Great Barrington, Stockbridge, etc. Rachel and John were exceptional hosts--kind and extremely responsive when we needed anything. They made us feel right at home. We highly recommend their lovely property to anyone looking for a bucolic country holiday. We hope to return soon!
Stayed 8 nights in Jun 2019
Response from VrboOwner on 30 Mar 2020
It was wonderful having you! We look forward to your next trip!
Verified review

10/10 Excellent

Beautiful farmhouse

Just came back from 4 days at Rachel’s house. A beautiful place. Decorated with such good taste and with all the amenities we needed to get away from NYC and go skiing at Butternut - only 20 min away. The 2 living rooms downstairs offer a great setup for when kids go to sleep and you dont want to wake them up. Im sure the porch and sunroom are very enjoyable in the spring and summer! Rachel was very responsive for anything we needed. We look fwd to coming back soon
Stayed 4 nights in Feb 2019

About the host

Hosted by Charles Urquhart

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.
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