A Charming Mid 1800's Stockbridge Farmhouse.

Stockbridge, Massachusetts
$391 avg/night Minimum Stay 3 Nights
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 3 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Close To Skiing
  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • THINGS TO DO

    Birdwatching Nearby Hiking Nearby Hiking/biking Trails Nearby Swimming Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Rural Location In A Village In The City Center In The Mountains On The Lake
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Suzanne N.

    Submitted Oct 18, 2025

    Stayed Sep 26, 2025

    Lovely place! Super convenient & and comfortable!

  • Cheryl P.

    Submitted Sep 23, 2025

    Stayed Sep 18, 2025

    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.

  • Michael F.

    Submitted Aug 6, 2025

    Stayed Jul 24, 2025

    Charming old house from the 19th century within walking distance to downtown Stockbridge. Highly recommended

  • Jamie H.

    Submitted Jul 16, 2025

    Stayed Jun 6, 2025

    It was a lovely c

  • Gary L.

    Submitted Jun 8, 2025

    Stayed May 23, 2025

    Excellent house and excellent communication!!

  • Dianne F.

    Submitted Dec 28, 2024

    Stayed Dec 23, 2024

    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.

  • Liz B.

    Submitted Sep 11, 2024

    Stayed Aug 29, 2024

    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.

  • Rebecca L J.

    Submitted Jul 8, 2024

    Stayed Jul 1, 2024

    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.

  • Linda A.

    Submitted Oct 30, 2023

    Stayed Oct 26, 2023

    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+.

  • Sharon N.

    Submitted Sep 5, 2022

    Stayed Sep 2, 2022

    Beautifully maintained home in Stockbridge! Close to town, Tanglewood and Great Barrington. So charming and so clean! Would return again.

Your dates are Available!

Total

Includes taxes and fees
$391+
View details