House
4.89

Elegant Pittsfield Home Near Downtown & Skiing!

Property ID: 458144PittsfieldMAUS
Sleeps 105 BR3.5 BA
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Most trips qualify for free 48 hour cancellation. Add dates for more information.

Description

Experience a fun-filled group getaway at this Pittsfield vacation rental! Named 'The Duchess of Pomeroy' for its charming historical features, this 5-bedroom, 3.5-bath home boasts a furnished deck, a foosball table, and a screened porch that's perfect for enjoying morning coffee or evening cocktails. Looking to venture out? Catch live music at Tanglewood or shred the slopes at Bousquet Mountain Ski Area. Afterward, cook a meal on the grill and dine al fresco. A memorable stay awaits!

Amenities

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

Map

Location Details

ATTRACTIONS: Colonial Theatre (0.4 miles), Berkshire Museum (0.5 miles), Kidding Around Consignment (1 mile), Lake Onota (3 miles), Pittsfield State Forest (6 miles), Tanglewood (8 miles), TurnPark Art Space (11 miles), Notchview Nature Preserve (14 miles), Clark Art Institute (21 miles), Mohawk Trail (36 miles)

RESTAURANTS: District Kitchen & Bar (0.6 miles), Thistle & Mirth (0.6 miles), King Kone (0.6 miles), Crust Pizza (0.6 miles), Trattoria Rustica (0.7 miles), Dottie's Coffee Lounge (1 mile), La Fogata (2 miles), Proprietor's Lodge (4 miles)

SKI RESORTS: Bousquet Mountain Ski Area (4 miles), Jiminy Peak Mountain Resort (12 miles)

AIRPORTS: Albany International Airport (43 miles), Bradley International Airport (59 miles), Hartford–Brainard Airport (65 miles)

Reviews

4.89
19 reviews
  • Charming lovely home with a wonderful and accommodating host!

    5/5

    This lovely home in Pittsfield, Mass. had a special charm all of its own. It was located in a quaint small town within walking distance. The host could not be more accommodating. Everything that anyone could possibly need was available. She even offered to buy baby gates for my young grandchildren. There were many toys for them to play with. The pantry and refrigerator were stocked with food necessities that were available for our use. She bought chocolate chip cookies for them when we arrived. When we checked out of the house my granddaughter left a small stuffed animal and the host called me to let me know. She promptly offered to mail it and immediately went to the post office to do so. We appreciated everything so much and we had a very enjoyable stay!

    *This review was originally posted on Vrbo

    Eileen
    Published August 11, 2025
  • Happy with our stay

    5/5

    We were very happy with our stay. Everything was as it appeared on the listing. House was clean, had a great layout for what we needed and owner was communicative and very knowledgeable about the area.

    *This review was originally posted on Vrbo

    Rachel
    Published July 27, 2025
  • 4/5
    Richard
    Published July 13, 2025
  • Wonderful stay at The Duchess

    5/5

    We truly enjoyed our week in Pittsfield and the Berkshires. The kitchen was extremely well-stocked with every appliance imaginable and access to a full pantry. Loved the location. Gas fireplace was an added benefit. Rooms, bathrooms and closet space were perfect. Definitely recommend!

    *This review was originally posted on Vrbo

    Mitch
    Published December 8, 2024
  • All the Comforts of Home!

    5/5

    Our group of three families, including four young children, had a wonderful fall stay at The Duchess! The space was perfect for a group of this size, and we so appreciated the family-friendly amenities like booster seats and toys.

    The house is lovely, with many interesting and eclectic decor touches. My son, age 3, took to wandering the housing pointing and exclaiming, "art!" The rooms were spacious, comfortable, and well-appointed. We also appreciated the refrigerator and pantry staples provided. It felt like staying at a friend's home prepped with us in mind rather than a rental property.

    The location is great—walking distance from town and a short drive to lots of local events and attractions.

    We didn't require much support from the owners, but they did check in and provided timely responses both before and during our stay.

    We would definitely come back and would highly recommend!

    Stacy
    Published October 1, 2024
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Add dates for prices
4.89
19 reviews

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  • This property has a maximum occupancy of 10 guests, not including infants.
  • Pets are not allowed at this property.
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