Entire home

A Charming Mid 1800's Stockbridge Farmhouse.

Photo gallery for A Charming Mid 1800's Stockbridge Farmhouse.

An outdoor patio with a grill, red chairs, and a table under a large umbrella.
A bedroom with two beds, a wooden wardrobe, a nightstand with a lamp, and a window with curtains.
A room with white wicker chairs, a small round table with a vase of flowers, and floral curtains.
A dining room with a lace tablecloth, wooden chairs, a vase with flowers, and a cabinet with a decorative top.
A living room with a sofa, armchairs, a coffee table, and a TV.

Reviews

10 out of 10
Exceptional

Highlights

  • Centrally-located

    You're never far from where you need to be with this convenient location.

  • Discover nearby landmarks

    Near Housatonic River
4 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Patio
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Internet
  • Dryer

Explore the area

View map
Stockbridge, MA
  • Place, Housatonic River
    ‪10 min walk‬
  • Place, Mission House
    ‪3 min drive‬
  • Place, Norman Rockwell Museum
    ‪5 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪25 min drive‬

Where you'll sleep

4 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 Double Bed

2 bathrooms

Bathroom 1

Bathtub or shower

Bathroom 2

Shower only

Spaces

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

About this property

A Charming Mid 1800's Stockbridge Farmhouse.

Transform yourself in to the middle of a Norman Rockwell painting. It is easy to see how so many of his paintings were inspired by homes like these and the Stockbridge locals. Cherry Hill at Farley's Crossing has been owned by the same family for over 150 years.

A three minute drive from the famous Red Lion Inn in downtown Stockbridge brings you over Farley's Crossing and right up to 13 Cherry Street.

Whether you are in town to enjoy the Boston Symphony Orchestra at Tanglewood, or a day at the Stockbridge Bowl beach you have all the best activities near by.

Winter sports are all around you and Winter Holidays in Stockbridge are magical.

After a day of shopping and touring the famous Norman Rockwell museum, 13 Cherry Street awaits you with the peaceful serenity of the Berkshire mountains in your own backyard.
We can't wait to see you.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Breakfast Nook - wake up to the best sunshine ever!
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (146 reviews)
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

House Rules

Check in after 4:00 PM

Minimum age to rent: 21

Check out before 11:00 AM

default

Children

Adults only

default

Events

No events allowed

default

Pets

No pets allowed

default

Smoking

Smoking is not permitted

No cats

Important information

You need to know

Property Registration Number C0667213696
Property # 509787vb
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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

Glendale

Located in Glendale, this holiday home is in the city centre and on a lake. Tanglewood Music Center and Mission House are cultural highlights, and some of the area's attractions include Berkshire Botanical Garden and Lenox Arts Center. Hoffman's Pottery and Charles H. Baldwin & Sons are also worth visiting. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking nearby.
View more Holiday homes in GlendaleOpens in a new window
Map
Stockbridge, MA

What's nearby

  • Housatonic River - 10 min walk - 0.9 km
  • Mission House - 3 min drive - 2.2 km
  • Norman Rockwell Museum - 5 min drive - 3.2 km
  • National Shrine of the Divine Mercy - 5 min drive - 3.3 km
  • Tanglewood Music Center - 16 min drive - 14.2 km

Getting around

  • Pittsfield Intermodal Transportation Center - 25 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 23 min drive

Restaurants

  • ‪McDonald's - ‬16 min drive
  • ‪Berkshire Mountain Bakery - ‬8 min drive
  • ‪Fresh City - ‬16 min drive
  • ‪The Red Lion Inn - ‬3 min drive
  • ‪51 Park Restaurant & Tavern - ‬10 min drive

Frequently asked questions

Is A Charming Mid 1800's Stockbridge Farmhouse. pet-friendly?

No, pets are not allowed at this property.

How much is parking at A Charming Mid 1800's Stockbridge Farmhouse.?

On-site parking is available at the property.

What time is check-in at A Charming Mid 1800's Stockbridge Farmhouse.?

Check-in begins at 4:00 PM.

What time is check-out at A Charming Mid 1800's Stockbridge Farmhouse.?

Checkout is at 11:00 AM.

Where is A Charming Mid 1800's Stockbridge Farmhouse. located?

Located in the heart of Glendale, this holiday home is within 1 mile (2 km) of Housatonic River and Mission House. Schantz Galleries and Berkshire Theatre Festival are also within 2 miles (3 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. 36 out of 36 reviews
Rating 8 - Good. 0 out of 36 reviews
Rating 6 - Okay. 0 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We couldn’t have been happier in this VRBO, the mattresses were very comfortable, bedding linens were soft and luxurious. The house was clean, well stocked and beautiful surroundings outside. And we loved Bill the caretaker, he gave us a great recommendation for Chinese restaurant.
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second visit here and everything was perfect, again! Great communication from host and local family member. Hope to be back again next year…..
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place! Super convenient & and comfortable!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

It was a lovely c
Stayed 2 nights in Jun 2025
Response from VrboOwner on 18 July 2025
We love to host great people. Very happy to have you in our home.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming old house from the 19th century within walking distance to downtown Stockbridge. Highly recommended
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

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

Christmas get away

The house was beautiful. It was clean, on a quiet street and minutes from Main St. It was also only 10 to 15 minutes from other small towns in the area. We wouldn't hesitate to go back.
Stayed 4 nights in Dec 2024
Verified review

10/10 Excellent

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

House

Excellent house and excellent communication!!
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Extremely clean house!! Mattresses are firm, but excellent quality. (Tissues in every room - a rarity for VRBO’s.) The house is your quintessential New England farmhouse, so stairs to bedrooms are narrow-ish and steep. Lovely county setting. Overall, a very nice experience.
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

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

Lovely farmhouse in Stockbridge

Lovely modernized farmhouse in a convenient Berkshires location. The kitchen is extremely well equipped for any kind of meal. Only complaint is size of beds. I believe some beds that I remember being listed as queens appeared to be doubles. The caretaker is located next door.
Stayed 10 nights in Aug 2024
Verified review

10/10 Excellent

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

Old school beauty!

This home was charming, warm and inviting. Bill the caretaker greeted us warmly and told us some of the family history. The home was immaculate and had all the immunities we needed. A definite A+.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

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

Stockbridge

Very nice place for a large group. Well stocked kitchen. Immaculately clean. Nice quiet location, but you will need a car. All bedrooms are on the second floor and the stairs are steep and narrow, so not good for anyone with arthritic knees or ankles. Other than that, excellent stay.
Stayed 5 nights in Jul 2024
Verified review

10/10 Excellent

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

Berkshires getaway

Beautifully maintained home in Stockbridge! Close to town, Tanglewood and Great Barrington. So charming and so clean! Would return again.
Stayed 3 nights in Sep 2022
Verified review

10/10 Excellent

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

A Week in the Berkshires

Lovely old home that has completely updated appliances and bathrooms. The house is immaculate and has everything you could possibly need. We loved our stay there and the caretaker that lives next door is wonderful and helpful for anything you need. We even saw a bear in the backyard! This is a very cozy home and we highly recommend it if you’re staying in this area.
Stayed 7 nights in Jun 2022
Verified review

10/10 Excellent

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

Weekend in the Berkshires

Beautiful antique home. Spacious and well stocked.
Stayed 4 nights in Aug 2021
Verified review

10/10 Excellent

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

Berkshire Retreat

We stayed here for a family wedding and the house suited our multigenerational family perfectly. The wonderful set up of home enabled us to relax with plenty of porches. The house is very convenient to Stockbridge. We enjoyed the Norman Rockwell Museum as well as an Arts and Craft Fair during our stay. Perfect and the hosts were very friendly and helpful.
Stayed 3 nights in Aug 2021
Verified review

10/10 Excellent

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

Convenient location, clean, well-stocked, comfortable

See above
Stayed 5 nights in Aug 2021
Verified review

10/10 Excellent

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

Lovely stay

Clean house and well-stocked former farm house . As others have noted , like having the whole B&B to yourselves. On quiet street, a comfortable 1.3 mile walk to Stockbridge in one direction and the Norman Rockwell museum in the other.
Stayed 28 nights in Jul 2021
Verified review

10/10 Excellent

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

We loved the house and the area. We all had a wonderful time.

It was perfect for and what we wanted for Stockbridge.
Stayed 9 nights in Jul 2021
Verified review

10/10 Excellent

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

everything we hoped for

Great location, lovely grounds, friendly and helpful caretaker, clean and cozy and comfortable. Thanks!
Stayed 3 nights in Jun 2021
Verified review

10/10 Excellent

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

Wonderful house, great visit

The house was just as pictured and described. Felt like staying in a B&B but it was all ours! Well appointed - plenty of kitchen items, great outdoor grill. Comfortable bedrooms, all air-conditioned. Bill, the caretaker, was friendly and attentive and happily helped us with myriad little details (lake passes, recycling, keeping the first floor cool, etc). We had a wonderful 2-week escape.
Stayed 16 nights in Jul 2020
Verified review

10/10 Excellent

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

Wonderful!

We had a great visit! The house was cozy and quaint! It had everything you could need and more!
Stayed 2 nights in Dec 2019
Verified review

10/10 Excellent

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

Great Experience

Comfortable, clean, and well situated property. Bill the property manager was very friendly and helpful
Stayed 3 nights in Oct 2019
Verified review

10/10 Excellent

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

Beautiful Stockbridge

Lovely property, helpful owner, clean and well appointed. We very much enjoyed our month.
Stayed 30 nights in Aug 2019
Verified review

10/10 Excellent

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

Very nice and close to Tanglewood

Everything was as expected
Stayed 7 nights in Jul 2019
Verified review

10/10 Excellent

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

Glorious Two Weeks in the Berkshires

This home is a gem - like stepping into a house painted by Norman Rockwell but with modern bathrooms and a well equipped kitchen. The house is convenient to all the sites you want to visit as well as the restaurants in Stockbridge, Lee and Great Barrington. Get an app like WAZE and drive the beautiful back roads to appreciate the charming countryside. Very comfy beds and the linens were top quality. The property manager was super responsive and the owners who live in the area went out of their way to make our stay perfect - fresh flowers, a pass to the Stockbridge "beach," outdoor recliners for sunning. One even used his local connections to get us a last minute reservation at an always packed, top of the line restaurant. The weather was delightful. Our only regret? Not booking the house for more time!
Stayed 13 nights in Jun 2019

About the host

Hosted by Mike Farley

Host profile image

Tell us how we can improve our siteShare feedback