Entire home
Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!
Photo gallery for Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!
6 bedrooms3+ bathroomsSleeps 16
Popular amenities
- Washer
- Dryer
- Pet friendly
- Air conditioning
- Parking available
- Barbecue grill
Explore the area
Sheffield, MA
- Ashley Falls WoodsPlace, Ashley Falls Woods18 min walk
- Housatonic RiverPlace, Housatonic River3 min drive
- Tanglewood Music CenterPlace, Tanglewood Music Center51 min drive
- Hudson, NY (HCC-Columbia County)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 Twin Bed
Bedroom 4
1 Double Bed
Bedroom 5
1 Queen Bed
Bedroom 6
1 Double Bed
Office 1
1 Twin 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
About this property
Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!
Welcome to Greenwood Gables, a one-of-a-kind Berkshires retreat for large groups & family getaways
Originally built in the 1960s as a community church, our beautifully reimagined home offers 6 bedrooms and a sleepable office, 2 more offices, 2 kitchens, 2 living spaces, and an indoor Pickleball court for year-round fun!
Host the holidays with our 10ft dining table, cozy up in our sprawling TV room, or prove your Pickleball dominance on the court!
15min to Great Barrington
20min to Hotchkiss
Primary Bedroom: King with Private Bathroom
2nd Bedroom: Queen, upstairs
3rd Bedroom: Queen & Twin Trundle, upstairs
4th Bedroom: Full, upstairs
5th Bedroom: Queen, downstairs
6th Bedroom: Full, downstairs
7th Bedroom: sleepable office with couch turned single or double bed. Access via Primary Bedroom
Originally built in the 1960s as a community church, our beautifully reimagined home offers 6 bedrooms and a sleepable office, 2 more offices, 2 kitchens, 2 living spaces, and an indoor Pickleball court for year-round fun!
Host the holidays with our 10ft dining table, cozy up in our sprawling TV room, or prove your Pickleball dominance on the court!
15min to Great Barrington
20min to Hotchkiss
Primary Bedroom: King with Private Bathroom
2nd Bedroom: Queen, upstairs
3rd Bedroom: Queen & Twin Trundle, upstairs
4th Bedroom: Full, upstairs
5th Bedroom: Queen, downstairs
6th Bedroom: Full, downstairs
7th Bedroom: sleepable office with couch turned single or double bed. Access via Primary Bedroom
Our prices include all fees. No hidden fees.
Add dates for prices
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total)
Smoking
Smoking is not permitted
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove leftover food and drinks and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property Registration Number C0581482670
Property # 5232032
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
About the neighborhood
Ashley Falls
Ashley Falls is home to this vacation 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.
Sheffield, MA
What's nearby
- Ashley Falls Woods - 18 min walk - 1.5 km
- Housatonic River - 3 min drive - 2.9 km
- Lime Rock Park - 23 min drive - 24.0 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
- Dunkin' - 6 min drive
- McDonald's - 6 min drive
- Roma Pizzeria - 5 min drive
- The Southfield Store - 20 min drive
- ILSE Coffee - 5 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 50 lbs per pet.
How much does it cost to stay at Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups!?
As of May 10, 2026, prices found for a 1-night stay for 2 adults at Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups! on May 11, 2026 start from $1,233, 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?
Onsite 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!?
Check-out is at 10:00 AM.
Where is Berkshires Retreat with Private Pickleball Court – Perfect for Large Groups! located?
Situated in Ashley Falls, this vacation home is 0.9 mi (1.5 km) from Ashley Falls Woods and within 3 mi (5 km) of Housatonic River and Ashley House. Eddy Field and Connecticut Railroad Historical Museum are also within 3 mi (5 km).
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