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Timberdoodle-a mountainside retreat

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A two-story cabin with a stone chimney, surrounded by autumn foliage.
A living room with a fireplace, a television, a sofa, and a coffee table.
A spacious living room with a fireplace, a sofa, a coffee table, and a television.
A modern kitchen with wooden cabinets, stainless steel appliances, and a window.
A covered outdoor seating area with a sofa, two armchairs, and a coffee table.

Reviews

10 out of 10
Exceptional
Situated in the mountains, this vacation home features 3 bedrooms and 2 bathrooms. It accommodates 6 guests and includes a patio and deck for outdoor enjoyment. A fitness center is available for sports enthusiasts. Explore Mount Washington State Forest and Jug End State Reservation nearby. Games add to your indoor entertainment options.

Highlights

  • Beach equipment

    A rare find — beach equipment ready to go for your days by the sea.
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Barbecue
  • Deck or patio
  • Free Wi-Fi

Explore the area

View map
Great Barrington, MA
  • Place, Mount Washington State Forest
    ‪11 min walk‬
  • Place, Jug End State Reservation
    ‪14 min walk‬
  • Place, Ski Butternut
    ‪25 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪50 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

master bedroom

1 Queen Bed

Top Floor Queen

1 Queen Bed

Twin bedroom

2 Single Beds

2 bathrooms

Ensuite

Toilet · Shower only

Top Floor Bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

Timberdoodle-a mountainside retreat

CATAMOUNT SKI RESORT IS SEVEN MINUTES AWAY. 11 MILES TO SKI BUTTERNUT.
HIGH SPEED FIBER OPTIC INTERNET

Our vacation home is built into a steep, secluded, forested mountainside, near the village of South Egremont. It is a short distance from all the wonderful attractions located in Berkshire County, as well as Columbia County in New York -the heart of the Hudson Valley (only 1 mile over the mountain), and Litchfield County, Connecticut (only a 10 mile drive). There is no light pollution, and other than the sounds of nature, it is so quiet at night you can hear the beating of your heart. The house has two large decks and a smaller side deck that provide great views of the surrounding countryside. The only likely neighborhood residents you will see (we have) include bear, deer, moose, fox, eagles, hawks, ravens, and numerous owls.
Timberdoodle is close to many of the attractions for which the Berkshires of Western Massachusetts are noted for. It is five minutes away from one of the best restaurants in Berkshire County-the Old Mill. Hiking, skiing and other outdoor recreation are within 10 minutes of our vacation home, including the Appalachian and South Taconic Trails, the Jug End State Reservation, and Bash Bish Falls-the State's highest. The picturesque town and local commercial hub of Great Barrington is only a 7 mile drive. The house is only 21 miles from the famous Tanglewood Music Center, the summer home of the Boston Symphony Orchestra. Nearby cultural venues abound, including Jacob's Pillow Dance Center, Shakespeare & Company, the Mahaiwe Performing Arts Center, and the Colonial Theater.
The kitchen, although compact, has all the appliances and equipment necessary to make fantastic meals from the locally raised and grown food that you can obtain at the many farmer's markets in the area. All essentials are included, such as towels, bed sheets, soap, toilet paper and pillows. There are fully stocked pantry shelves including coffee beans, essential kitchen staples, condiments and dry goods. The kitchen includes a Kitchen Aid ceramic top convection range, Bosch dishwasher and Fisher Paykel french door refrigerator/freezer. The kitchen inventory includes a Breville toaster, Panasonic combination microwave, steamer and convection oven, Vorwerk Thermomix (a German blender on steroids), an Instant Pot, Cuisinart food processor, Baratza Coffee Grinder, and a Technivorm drip coffee maker. The kitchen has been provisioned with fine kitchenware including from Cristel, Le Crueset, Mauviel, Finex, Wusthof and ScanPan. The upper deck contains a gas grill, and a Blaze Kamado-style charcoal grill is located in front of the house near the lower deck. For in-home entertainment, the living room has a 4K high definition television connected to a Dish satellite receiver. Both this television and the one located in the large top-floor bedroom are connected to internet streaming services provided by Roku boxes. We have no air conditioners. Because of the cool mountain air and the 1300 feet elevation, we only occasionally use the provided fans on the hottest Summer days.
Two of the bedrooms have queen beds and the third bedroom has two twin beds.

A SUBSTANTIAL DISCOUNT IS AVAILABLE FOR SEASONAL RENTALS

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House Rules

Check in after 4:00 PM

Check out before 10:00 AM

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Children

Adults only

Children except toddlers are welcome

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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

The house has many steps because it is built into a steep mountainside. It may not be suitable for individuals who have difficulty climbing stairs.

Important information

You need to know

Property Registration Number C0016320900
Property # 7849963
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, a first aid kit and a deadlock
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

South Egremont

Located in Egremont, this holiday home is in a rural area and in the mountains. Taconic State Park and Jug End State Reservation reflect the area's natural beauty and area attractions include Mahaiwe Performing Arts Center and Berkshire Botanical Garden.
Map
Great Barrington, MA

What's nearby

  • Mount Washington State Forest - 11 min walk - 0.9 km
  • Jug End State Reservation - 14 min walk - 1.2 km
  • Ski Butternut - 25 min drive - 22.7 km
  • Tanglewood Music Center - 47 min drive - 43.5 km
  • Jiminy Peak Mountain Resort - 56 min drive - 80.8 km

Getting around

  • Hudson Station - 35 min drive
  • Hudson, NY (HCC-Columbia County) - 34 min drive

Restaurants

  • ‪Four Brothers Pizza Inn - ‬10 min drive
  • ‪Guido’s Kitchen - ‬13 min drive
  • ‪Stewart's Shops - ‬11 min drive
  • ‪Dunkin' - ‬12 min drive
  • ‪Mom's Country Cafe - ‬7 min drive

Frequently asked questions

Is Timberdoodle-a mountainside retreat pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Timberdoodle-a mountainside retreat?

As of 18 Sept 2026, prices found for a 1-night stay for 2 adults at Timberdoodle-a mountainside retreat on 18 Dec 2026 start from AU$4,436, 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.

How much is parking at Timberdoodle-a mountainside retreat?

On-site parking is available at the property.

What time is check-in at Timberdoodle-a mountainside retreat?

Check-in begins at 4:00 PM.

What time is check-out at Timberdoodle-a mountainside retreat?

Checkout is at 10:00 AM.

Where is Timberdoodle-a mountainside retreat located?

Situated in the mountains, this holiday home is within a 10-minute walk of Jug End State Reservation and Mount Washington State Forest. Taconic State Park and Catamount Ski Area are also within 6 miles (10 km).

About the host

Hosted by Dave Christine

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