NEW! Pittsfield House - Sunroom, Grill, Pool Table

Sleeps 105 BR3.5 BA


Come to Pittsfield, Massachusetts for an eclectic mix of attractions and fun things to do that everyone can enjoy. With attractions like Tanglewood Music Center, The Bousquet Mountain Ski Area, and Lake Onota all less than 5 miles away — not to mention the numerous restaurants you can choose to dine at — navigating the Berkshires area will be a breeze! Brew coffee each morning and relax on the sofa in the living room in front of the fireplace, in the sunroom, or out on the deck for fresh air.


  • Self Check-In
  • Central Air Conditioning
  • Central Heating
  • Essentials
  • Laptop Friendly
  • Washer
  • Wireless Internet (WIFI)
  • Deck
  • Free Parking
  • Kitchen


Location Details

ATTRACTIONS: Colonial Theatre (0.4 miles), Berkshire Museum (0.5 miles), Kidding Around Consignment (1.2 miles), Lake Onota (3.3 miles), Pittsfield State Forest (5.8 miles), Tanglewood Music Center (7.9 miles), TurnPark Art Space (11.0 miles), Notchview Nature Preserve (13.7 miles), Clark Art Institute (21.4 miles), Mohawk Trail (35.8 miles)

RESTAURANTS: District Kitchen & Bar (0.6 miles), Thistle & Mirth (0.6 miles), King Kone (0.6 miles), Crust Pizza (0.6 miles), Flat Burger Society (0.7 miles), Trattoria Rustica (0.7 miles), Dottie's Coffee Lounge (1.0 miles), Mission Bar & Tapas (1.0 miles), La Fogata (1.6 miles), Proprietor's Lodge (4.1 miles)

SKI RESORTS: Bousquet Mountain Ski Area (3.6 miles), Jiminy Peak Mountain Resort (12.1 miles)

AIRPORTS: Albany International Airport (42.7 miles), Bradley International Airport (58.8 miles), Hartford–Brainard Airport (65.0 miles)


3 reviews
  • Such a great place!


    The property was great! However, the highlight was the accommodations of the homeowner, Carolyn, and the property manager, Danielle. We were lucky enough to be the first guests, and they went above and beyond to ensure that the stay was enjoyable. Being a crew that is on the road a majority of the year, we were able to help communicate improvements to the property for ourselves and future guests. They were extremely willing to listen to suggestions, and made sure that we were taken care of. We had a great time. The location was great, the nearby ammenities were plentiful, and the home was relaxing. We made full use of the grill, very well equipped kitchen, and very roomy home. It accommodated the 4 of us with absolutely no problems at all. I can’t say enough about the home, and the accommodations. Everything went as smooth as you could hope for, especially with it being the first time the home was rented. If you are looking for a great place to stay around the Pittsfield, MA area, this is the place!

    *This review was originally posted on Vrbo

    Clayton C.
    Published July 29, 2022
  • The Duchess of Pomeroy


    My family has made an annual tradition of attending James Taylor’s 4th of July concert at Tanglewood and this year our group has grown to 10 and we we’re looking for a local place to stay at the last minute. Fortunately we came across the Duchess of Pomeroy on VRBO and it proved to be a wonderful home base only 15 minutes from the venue. The owner Danielle was super-accommodating and reached out to me in advance of our stay to see if our group had any special needs or requirements. While I got the impression this was their inaugural rental, you would never know it by the accommodations on-site. We had everything we could ask for and more. The kitchen and refrigerator were stocked with drinks, fresh fruits, snacks and muffins from a local bakery. Plenty of games available as well as a multi-use game table (foosball/air hockey/tennis/pool) to keep the kids entertained. The “Duchess” is a charmingly restored home from the early 1800’s boasting 5 bedrooms, 3+ baths and plenty of space to sleep our group of 10 with a fold-out bed. We particularly enjoyed the screened in porch for morning coffee and evening cocktails and the nice deck out back with a table, chairs and a gas grill. A/C units throughout the house kept us cool when needed. As we wrapped up our stay we all agreed that the Duchess of Pomeroy would make a great addition to our annual trek to the Berkshires. Looking forward to a reunion in 2023!

    *This review was originally posted on Vrbo

    Jamie H.
    Published July 29, 2022
  • Wonderful spot and a special house


    Owner and management have done a fantastic job making this historic property (with updates that do not diminish its unique characteristics) a relaxing, comfortable, well-equipped place for family and friends. Great jumping off spot for festivals, museums, and biking etc. Great linens and small touches throughout.

    *This review was originally posted on Vrbo

    Bart H.
    Published July 29, 2022
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Property ID: 458144
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