Entire home

Charming Long Pond Vacation Home in the Berkshires

Holiday home in Great Barrington with kitchen and patio

4 bedrooms, desk, iron/ironing board, WiFi

A garden, laundry facilities and a hot tub are just a few of the amenities provided at Charming Long Pond Vacation Home in the Berkshires. Stay connected with in-room WiFi.

Exceptional

Entire home

4 bedrooms2 bathrooms3000 sq ft

Popular amenities

Hot tub
Dryer
Washer
Kitchen
Barbecue grill
Parking available

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming Long Pond Vacation Home in the Berkshires

Lond Pond Road is considered one of the most beautiful and peaceful roads in th Berkshires. It is the perfect location to vacation in the Berkshires, 5 minutes north of downtown Great Barrington and Lake Mansfield. Tanglewood , Shakespeare &Co, The Mount and many summer play houses are 15 minutes, 10 minutes to Stockbridge and 25 minutes to Jacob's Pillow.. The upside down house is a converted barn on 3 beautifully landscaped acres with a spa, 4 bedrooms, 2 baths, screened porch and patio.

Upside down converted barn, master queen bedroom, 2nd queen bedroom, library/office (single air bed if requested), mudroom/laurndry room and full bath on lower level.. Main living level upstairs, great room with dining, living, kitchen, screened porch, queen bedroom, double bedroom, and full bath. Patio with with 6 person spa outside, beautiful gardens and plenty of parking. Dogs considered, absolutely no cats.
All spaces near the main house are accessible, studio and stone fire circle off limits.
Other things to note
Plenty of parking on the grounds, high speed internet, fully equipped kitchen with dishwasher, laundry includes washer and dryer.

Property amenities

Pool/Spa

Hot tub

Internet

Available in the house: WiFi

Parking and transport

Parking on site

Kitchen

Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Lobster/crab pot
Microwave
Oven
Refrigerator
Toaster

Bedrooms

4 bedrooms
Bedsheets provided

Bathroom

2 bathrooms
Bathtub or shower
Bidet
Hair dryer
Jetted bathtub
Shower
Soap
Toilet paper
Towels provided

Entertainment

Smart TV

Outdoor areas

Barbecue grill
Garden
Outdoor furniture
Patio

Laundry

Laundry facilities
Washing machine

Work spaces

Desk
Desk chair

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Smoke-free property

Services and conveniences

Housekeeping (on request)
Iron/ironing board

Safety features

Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)

General

At least 80% lighting from LEDs
Garden
Housekeeping (on request)
Unit size: 3,000 square feet

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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

Long-term renters welcome

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

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property Registration Number C0448330003

About the area

Great Barrington is home to this holiday home. Ski Butternut and Greenock Country Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Berkshire Botanical Garden and Hoffman's Pottery. Charles H. Baldwin & Sons and Hotchkiss Mobile Studio are also worth visiting.

Visit our Great Barrington travel guide

View more Holiday homes in Great Barrington

Great Barrington, MA

What's nearby

Lake Mansfield Park - 7 min drive - 3.9 km
Mahaiwe Performing Arts Center - 9 min drive - 6.8 km
Housatonic River Walk - 9 min drive - 6.7 km
Ski Butternut - 13 min drive - 10.7 km
National Shrine of the Divine Mercy - 18 min drive - 14.5 km

Getting around

Pittsfield Intermodal Transportation Center - 35 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 26 min drive

Restaurants

‪Pleasant and Main - ‬7 min drive
‪Cumberland Farms - ‬7 min drive
‪The Marketplace Kitchen - ‬8 min drive
‪SoCo Creamery - ‬8 min drive
‪Fuel - ‬8 min drive

Frequently asked questions

Is Charming Long Pond Vacation Home in the Berkshires pet-friendly?

No, pets are not allowed at this property.

Where is Charming Long Pond Vacation Home in the Berkshires located?

Situated in Great Barrington, this holiday home is within 3 miles (5 km) of Housatonic River, Lake Mansfield Park and Monument Mountain. Housatonic River Walk and Mahaiwe Performing Arts Center are also within 3 miles (5 km).

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Charming Long Pond Vacation Home in the Berkshires Reviews

Exceptional

8.0/10

Cleanliness

10/10 Excellent

Laurie F.

21 Aug 2025

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

We had a wonderful time in the Berkshires. This property is the perfect location to get to all events in Great Barrington and beyond. Excellent amenities and considerate host.

Stayed 7 nights in Aug 2025