Entire home

Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow

Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow

Photo gallery for Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow

House view from road
living room view of fireplace
living room
Dining Area
Dining table with view to kitchen

Overview of Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow

Reviews
9.8 out of 10 Exceptional
4 bedrooms2 bathroomsSleeps 8130 sq m

Popular amenities

  • Pet-friendlyPet-friendlyPet-friendly
  • FireplaceFireplaceFireplace
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher

Explore the area

Map
Middlefield, MA
  • Popular LocationSkyline Trail2 min drive
  • Popular LocationJacob's Pillow26 min drive
  • Popular LocationTanglewood Music Center46 min drive
  • AirportAlbany, NY (ALB-Albany Intl.)81 min drive

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

2 bathrooms

Downstairs bath

Towels provided · Bathtub or shower · Toilet · Hair dryer

Upstairs bathroom

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Kitchen
Garden
Dining Area

About this property

Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow

Renovated home on scenic Skyline Trail features spectacular western views of the Berkshires and beyond. Bordered by stone walls and surrounded by state forest, landscaped thirteen-acre property includes clear, private fishing pond, historic apple orchard, beautiful meadow and extensive blueberry bushes. House has all new bathrooms, hardwood floors, and furnishings. Sunny, private 250 sq. ft wood deck is perfect for outdoor dining, entertaining, observing wildlife, star gazing, and watching the sunset. House comfortably sleeps 8 with 2 queen beds. 1 full bed, and 2 twin beds. First floor has a fully equipped kitchen with all new appliances, spacious dining area, comfortable living room, new bathroom, and two bedrooms. One downstairs bedroom has a queen bed. The other downstairs bedroom has a full size bed. Downstairs amenities include working fireplace with instant-on propane insert, Bose radio / CD player, flatscreen TV with broadband Internet streaming and DVD player. Upstairs has two bedrooms and a full-bath with walk-in shower. The larger upstairs bedroom has a queen bed. The smaller upstairs bedroom two twin beds. Both bedrooms large windows from which you can look out over the property and the mountains beyond. Tranquil country town features historic church, railroad bridges, river swimming holes, hiking trails and impressive waterfalls. Jacobs Pillow Dance Festival and Tanglewood are driving distance.

Property manager

Warren Cook
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Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs (limit 2 total)
Ask first

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

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
Property Registration Number C0113991830

We should mention

A car is required for transport to and from this property

About the area

Middlefield

Located in Middlefield, this holiday home is in a rural area and in the mountains. Becket Land Trust Historic Quarry and Chesterfield Gorge reflect the area's natural beauty and area attractions include Berkshire Scenic Railway Museum and Ashintully Gardens. Rafting and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hunting nearby.
Map
Middlefield, MA

What's nearby

  • Skyline Trail - 2 min drive
  • Glendale Falls - 11 min drive
  • Jacob's Pillow - 26 min drive
  • October Mountain State Forest - 27 min drive
  • Tanglewood Music Center - 46 min drive

Getting around

  • Pittsfield Station - 30 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 41 min drive

Restaurants

  • Chester Common Table - 12 min drive
  • Listons Bar & Grill - 23 min drive
  • Route 8 Pub - 17 min drive
  • The Red Bucket Sugar Shack - 27 min drive
  • Wyld Thyme - 12 min drive

Frequently asked questions

Is Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow pet-friendly?

Yes, this property allows dogs (limit 2 total).

What time is check-in at Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow?

Check-in begins at 4:00 PM.

What time is check-out at Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow?

Checkout is at 11:00 AM.

Where is Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow located?

Situated in the mountains, this holiday home is 1.1 mi (1.8 km) from Skyline Trail and within 6 miles (10 km) of Glendale Falls and Kushi Institute. Chester Town Hall and Bas Ridge Golf Course are also within 9 miles (15 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 43 out of 49 reviews" "
Rating 8 - Good. 6 out of 49 reviews" "
Rating 6 - Okay. 0 out of 49 reviews" "
Rating 4 - Poor. 0 out of 49 reviews" "
Rating 2 - Terrible. 0 out of 49 reviews" "

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Margaret S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful and Quiet
We really enjoyed the solitude of the property and the layout of the house. It's charming! Beautiful fall foliage.
Stayed 3 nights in Oct 2023

10/10 Excellent

Melissa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Graduation
Lovely!
Stayed 3 nights in Aug 2023

10/10 Excellent

Robert S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great relaxing stay
We stayed at this house to celebrate a UMass graduation, while getting away from the crowd. What a perfect place to celebrate with the family. Brunch on the porch overlooking the pond is a memory that we will cherish. Sitting by the pond talking and looking at the stars is a keeper. Thank you!
Stayed 3 nights in May 2023

10/10 Excellent

Claire M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family New Year getaway
The house suited our group of 8 (4 couples) perfectly. The views and grounds were gorgeous, and everything was clean and in good working order. Warren was very responsive to my many communications. If you are looking for a home to get away from it all and just be together in comfort, this property is for you!
Stayed 4 nights in Dec 2022

8/10 Good

Jim J., Huntley

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Place
My family and I enjoyed the home. It was very nice and had a nice touch with the fireplace being temperature controlled. It is an hour drive into Amherst if you are looking to visit a college student. If you are looking to get away, this is a place to pick.
Stayed 3 nights in Nov 2022

About the host

Hosted by Warren Cook

Host profile image
Current owners Warren and Elizabeth Cook inherited the property from Warren's father. Born in 1910, William Cook grew up in Middlefield witnessing the introduction of the car, the telephone and electricity. The family's 1700's farm house still stands across the street. After a forty year career at IBM, William Cook built the current house in 1972 on land that had been the apple orchard of the ancestral farm. He lived there until his death at 97. Upon inheriting the property, Elizabeth and Warren initiated major renovations to take advantage to the inherent beauty of the house and its mountainside location. Elizabeth grew up near Pittsburgh, PA and has a background in fashion merchandizing including executive positions at Bergdorf Goodman, Barney's New York, and Theory. Warren grew up in Long Island, NY and has worked in book publishing, movies, and web commerce. Together they currently own a home design store in Westchester, NY.
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