Entire home

The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History

Photo gallery for The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History

Interior
Dining
Interior
Dining table can seat 14 comfortably
Dining

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
6 bedrooms5 bathroomsSleeps 20

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Lee, MA
  • Place, The Mount
    ‪4 min drive‬
  • Place, Housatonic River
    ‪4 min drive‬
  • Place, Wyndhurst Golf & Club
    ‪5 min drive‬
  • Airport, Westfield, MA (BAF-Barnes Municipal)
    ‪50 min drive‬

Rooms & beds

6 bedrooms (sleeps 20)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

Bedroom 4

1 Double Bed

Bedroom 5

1 Queen Bed

Bedroom 6 - Aerobeds/fold out sofas

+2
5 Queen Beds and 1 Double Futon

5 bathrooms

Bathroom 1

Bathtub · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Kitchenette
Office
Separate dining area
Outdoor play area
Garden
Dining area

About this property

The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History

** Check out the Playhouse on the Netflix series The World's Most Amazing Vacation Rentals. It's included in the Gourmet Stays episode.**

The Playhouse is the PERFECT venue to house friends and families of brides and grooms. Unfortunately WE CANNOT ACCOMMODATE WEDDINGS.

Featured in Berkshire and Boston Magazines, #1 on VRBO in the Berkshires.

Built by Westinghouse and then part of a Vanderbilt Estate, and the first property in the world to be powered by AC electricity, The Playhouse is a renovated iconic Berkshires property that once served as a theater space for America's greatest innovators, with visitors from President McKinley, to Nikola Tesla and Lord Kelvin, and is now hung with fine art, and includes an in-house yoga studio, two kitchens, seven sleeping areas and five bathrooms; amenities include lakefront access (an 8 min walk), and the best Berkshire views. Come relax at this historic home under 25' cathedral ceilings, connect with friends and entertain inside (We have a Yamaha upright piano.) , or on the Victorian-style courtyard.

We are close to multiple ski resorts:
Bousquet 11 min
Butternut 20 min
Catamount 30 min
Jiminy Peak 35 min

Feel good about your stay: all electricity comes from our rooftop solar panels. We reduce plastic waste by using eco-friendly soaps and cleaning products (with reusable containers).

One 84" smart TV and (2) 60" screens for family movie viewing (Netflix, Amazon Prime, HBO, etc). As we encourage unplugging, the house does not have cable tv.

Nearby: Wyndhurst Manor and Club (Golf and Spa), Tanglewood, Shakespeare and Company, The Mount and Jacob's Pillow (we LOVE Jacob's Pillow) performances are all within a few minutes of this centrally located property on the Lee/Lenox border. Stockbridge and West Stockbridge are also nearby. Property management is on call to assist.

A welcome basket of local goods and fresh cut flowers greet your party.

Breakdown of sleeping areas with a number for each bed below:

Bed 1) Primary suite with queen bed, sitting area overlooking Victorian courtyard and in-suite bath and pedestal bathtub with a view

Beds 2, 3) Main floor bedroom with two twin beds

Bed 4) Main floor bedroom with a full size bed

Bed 5) Main floor bedroom with a queen bed

Beds 6, 7) Loft / office with queen and twin sleepers (semi-private)

Bed 8) Downstairs bedroom with queen bed and dedicated bath

Bed 9) Downstairs main room one convertible queen sleeper

Beds 10-15) Downstairs 600 square foot yoga room is convertible to a bedroom with dedicated bath. One convertible full sleeper and five high-end queen Aerobeds can be set up there

The five bathrooms have radiant floor heating and there is a pedestal tub in the Primary Suite; all bathrooms with custom reclaimed 300-year old heart wood vanities finished in the Japanese shou sugi ban style.

Central air conditioning and heating is by high efficiency heat pump.

The Playhouse is for residential use only, and the rental policy includes the requirement to adhere to the Rules and Regulations noted in the Rental Agreement.

The maximum number of guests is 20, but there is an additional $30/day per guest above 14.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

About the neighborhood

Lenox

Lenox is home to this vacation home. The area's natural beauty can be seen at Pleasant Valley Wilderness Sanctuary and Monument Mountain Reservation, while Tanglewood Music Center and Animagic Museum of Animation are cultural highlights. Traveling with kids? Consider Lenox Arts Center and Berkshire Performing Arts Center. Take in the nearby slopes with cross-country skiing, snowboarding, and skiing, or check out other outdoor activities such as sledding.
Map
Lee, MA

What's nearby

  • The Mount - 4 min drive - 2.9 km
  • Housatonic River - 4 min drive - 2.5 km
  • Wyndhurst Golf & Club - 5 min drive - 2.9 km
  • Berkshire Mountain Country Store - 5 min drive - 3.2 km
  • Lee Library - 5 min drive - 3.2 km

Getting around

  • Pittsfield Intermodal Transportation Center - 18 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 17 min drive

Restaurants

  • ‪McDonald's - ‬22 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪Vivaldi's Pizza - ‬6 min drive
  • ‪51 Park Restaurant & Tavern - ‬6 min drive
  • ‪Starving Artist Creperie and Cafe - ‬6 min drive

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 233 out of 250 reviews
Rating 8 - Good. 16 out of 250 reviews
Rating 6 - Okay. 0 out of 250 reviews
Rating 4 - Poor. 0 out of 250 reviews
Rating 2 - Terrible. 1 out of 250 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mackenzie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The playhouse is one of the best rentals I’ve ever stayed in. The pictures don’t do it justice. It was the perfect place for our large group and the hosts were very accommodating setting up the beds for us and providing lots of great recommendations, etc. Would 100% stay here again.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Justin K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
everything was perfect!
Stayed 5 nights in Feb 2026
Verified

10/10 Excellent

Joshua G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for a family and friends get-together, with tons of space for fun and clean, new bathrooms. Great experience for us.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Kendra D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very prompt in answering any questions we had. All the beds/linens were very comfortable. Great location - easily accessible to Stockbridge, Great Barrington, and Jiminy Peak.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Lizanne C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location and beautiful home. House lay-out supported distinct living spaces for multiple family members. Kitchen was incredibly well-stocked, and we loved the Yoga Room!
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Jordan Kevin Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Daniel was very caring and understanding the communication was great and the way we had a time at that house was everything!!
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Jeff S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had activities and entertainment for all ages and the kitchen had every item imaginable.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Norain S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay in the Berkshires. Property was amazing. Home was perfect for 5 couples and 7 kids under the age of six. Loved the history, layout, playroom, and grounds.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Kathryn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a roomy, beautiful house. Loved the location too. We enjoyed our stay very much! Very clean and everything you could want or need was there.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Julie C.

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

The Playhouse is a great location!

Fantastic in every way. Thank you!
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Verified traveler

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

Great Stay for Large Family

Had a great stay with large family at this unique property. Plenty of room for everyone. Great location to explore the Berkshires. Highly recommend.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Smith Family

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

Perfect Vacation Home

Very unique home and a joy to stay in. So many things to do and see nearby.
Stayed 16 nights in Dec 2022
Verified

10/10 Excellent

Mary N.

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

Beautiful stay

Loved it!!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Steven R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My friends and family stayed at the playhouse for a long weekend together and had a lot of fun. We were a group of 10 adults and 8 children, and there was plenty of space to accommodate everyone. We really liked how open the entire first floor and kitchen were. It made for a lot of fun cooking big meals - and the kitchen was stocked with all supplies needed. And the downstairs made for a great play area for the kids
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Carlos E.

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

Excellent weekend

We were there for my wife's bday party every thing was so nice and we had a blast.
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

Michael B.

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

Beautiful place, great location

The Playhouse was a beautiful and dramatic space to host some close friends and family for our daughter's wedding. Everyone wants to go back next year for the anniversary!
Stayed 8 nights in Sep 2024
Verified

8/10 Good

Brandy B.

Liked: Check-in, communication, location

Yoga Retreat

The house was beautiful!
Stayed 2 nights in Mar 2023
Verified

8/10 Good

Karen G.

Liked: Cleanliness, check-in, communication, listing accuracy
Responsive host. House is great for large groups. Thuu is a us the second time we stayed here. Kitchen is well appointed. The bed situation limited. The bedroom on first floor really needs a queen bed. All the beds in the large bedroom in lower level are aero beds. Ok for kids but not real beds. Sheets are really cheap and the sofa in the main livining room is very cheap and very uncomfortable. Not really an actually sofa . More like a platform with foam cushions. Overall the place is great but could really stand some upgrades based on the cost to rent it.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Anna N.

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

Great spot!

The Playhouse was a great stay! Nice and private grounds, super clean, and responsive hosts. It was all we needed!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Patricia H.

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

Our Fourth Stay

This is our fourth time at the Playhouse and it’s a fantastic place to gather with our family in the holiday season. I can’t imagine celebrating anywhere else!
Stayed 3 nights in Dec 2019
Response from VrboOwner on Mar 23, 2020
I can't believe it has been FOUR years Patricia! This is just amazing. You were one of our first ever guests, and we are so proud to continue to host your beautiful family.
Verified

10/10 Excellent

Daniel P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Playhouse is absolutely spectacular. The home itself is full of history and honors its roots. This is a unique stay that can host 20 people, which was perfect for our friends trip. We had a great time cooking meals together and exploring the surrounding area. The location is perfect, private but still close to major towns. The hosts were extremely quick and helpful in their responses, provided great guidance/advice, answered all of our questions and addressed all of our concerns. Highly recommend staying here! Thank you Ashley and Daniel!!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Justin K.

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

Perfection

It was our 3rd year staying at the Playhouse and it has helped make our family vacations very magical and memorable. It’s a great place for big meals, family fun and entertainment, and super spacious.
Stayed 5 nights in Feb 2025
Verified

10/10 Excellent

Taylor T.

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

Bachelor Party Weekend

The property was clean, with enough space for all of the guests.
Stayed 2 nights in Feb 2024
Verified

10/10 Excellent

Allyse R.

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

Great family stay!

Cannot say enough good things about The Playhouse! The owner and property manager were accommodating and responsive, the house is well-appointed with everything you could need for your stay there, and my group felt right at home! Plenty of space for all of us, and plenty of things for all ages to do there.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Jackie K.

This property couldn't be more beautiful.

We had a wonderful time in the property - everything we needed was provided and close-at-hand, and it made for a truly beautiful escape.
Stayed 3 nights in May 2018
Response from VrboOwner on Mar 23, 2020
Jackie, Thank you for sharing! Glad we were able to help you disconnect! Hope to have you again soon at the Playhouse!
Tell us how we can improve our siteShare feedback