Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!

Photo gallery for Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!

A modern kitchen with white cabinetry, a marble island, and pendant lighting.
A modern kitchen with a long wooden table, black chairs, white cabinets, and a hanging light fixture.
A modern living room with a flat-screen TV, a sectional sofa, a round coffee table, and a wooden ceiling.
A bedroom with a bed, bedside lamps, a framed picture, and a window with blinds.
A tennis court with a net, ceiling lights, and a table with chairs.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Dog-friendly
  • Barbecue grill
  • Air-conditioning
  • Kitchen
  • Internet
  • Onsite parking available

Explore the area

View in a map
Sheffield, MA
  • Place, Ashley Falls Woods
    ‪18 min walk‬
  • Place, Housatonic River
    ‪3 min drive‬
  • Place, Ski Butternut
    ‪29 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪54 min drive‬

Rooms & beds

6 bedrooms (sleeps 16)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed and 1 Single Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Double Bed

Office 1

1 Single Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo

Bathroom 4

Soap · Toilet

Spaces

Kitchen

Add dates for prices

Similar properties

Screened in front porch with grill, dining table and sitting area.
Family Home With Big Yard On The Hill, Short Walk To Downtown And Lake Mansfield
Great Barrington
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
9.8 out of 10, Exceptional, (18 reviews)
Family Home With Big Yard On The Hill, Short Walk To Downtown And Lake Mansfield

About the area

Ashley Falls

Ashley Falls is home to this holiday home. Land of Nod Vineyard and Winery and Umpachene Falls Park are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Harney and Sons Tea Tasting Room and Mahaiwe Performing Arts Center.
View more Holiday homes in Ashley FallsOpens in a new window
Map
Sheffield, MA

What's nearby

  • Ashley Falls Woods - 18 min walk - 1.5 km
  • Housatonic River - 3 min drive - 2.9 km
  • Ski Butternut - 29 min drive - 28.6 km
  • National Shrine of the Divine Mercy - 40 min drive - 37.0 km
  • Tanglewood Music Center - 51 min drive - 49.4 km

Getting around

  • Pittsfield, MA (PSF-Pittsfield Municipal) - 54 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Dunkin' - ‬6 min drive
  • ‪ILSE Coffee - ‬5 min drive
  • ‪The Southfield Store - ‬20 min drive
  • ‪State Line Pizza - ‬4 min drive

Frequently asked questions

Is Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups! pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!?

As of 2 Nov, 2026, prices found for a 1-night stay for 2 adults at Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups! on 8 Nov, 2026 start from S$2,403, 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 Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!?

On-site parking is available at the property.

What time is check-in at Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!?

Check-in begins at 4:00 PM.

What time is check-out at Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!?

Checkout is at 10:00 AM.

Where is Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups! located?

Situated in Ashley Falls, this holiday home is 0.9 mi (1.5 km) from Ashley Falls Woods and within 3 miles (5 km) of Housatonic River and Ashley House. Eddy Field and Connecticut Railroad Historical Museum are also within 3 miles (5 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. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

8.0/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time staying here. The property was spacious, comfortable, and clean. If you have a large group it’s perfect.
Stayed 3 nights in Sep 2026
Tell us how we can improve our siteShare feedback