Elegant Pittsfield Home Near Downtown & Skiing!
Pittsfield, Massachusetts
5
Bed
3
Bath
Private Vacation Home
Property Type
10
Max Sleeps
30 nights
Min Stay
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!
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Features
Map
Availability
Review
Features
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PETS
Service Animals Only (pets Not Allowed) -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
5 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 2718 Sq Ft (253 Sq M) -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Refrigerator Spices Stovetop Toaster -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
PARKING
Onsite Parking -
INTERNET
Internet Access -
OUTDOORS
Garden Gas Grill Patio -
BATHROOMS
3.5 Bathrooms Hair Dryer Towels Provided -
WORKSPACES
Desk -
LANGS SPOKEN
English French German Spanish -
ENTERTAINMENT
Books Foosball Table Games TV -
LIVING SPACES
Dining Room Fireplace -
CLIMATE CONTROL
Air Conditioning Heating -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Check-in : 03:00 PM
Check-out : 11:00 AM
No Wheelchair
No smoking
No pets
Children allowed
Max occupancy : 10
Map
Availability
Review
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Eileen W.
Submitted Aug 5, 2025
Stayed Aug 1, 2025This 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!
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Rachel W.
Submitted Jul 27, 2025
Stayed Jul 18, 2025We 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.
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Mitch W.
Submitted Dec 8, 2024
Stayed Nov 23, 2024We 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!
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Stacy
Submitted Oct 7, 2024
Stayed Dec 31, 1969Our 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!
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Renata H.
Submitted Sep 8, 2024
Stayed Aug 16, 2024We stayed at this house for extended weekend while visiting Tanglewood. The entire property is very charming, elegant, spacious, and well equipped. It's located at a beautiful, quiet neighborhood. We absolutely loved our stay at this house. The property owner was very nice and very helpful with our every need. We will definitely come back soon!!!
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Susan B.
Submitted Dec 3, 2023
Stayed Nov 30, 2023A wonderful property, centrally located and stocked with anything you might need. Even though it was early in the season there was a decorated tree, other festive decor right down to stockings for the children!
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Pat G.
Submitted Feb 21, 2023
Stayed Feb 18, 2023Lovely home. Close by restaurants and Bousquet Ski Resort.
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Al H.
Submitted Jan 23, 2023
Stayed Jan 19, 2023The property was interesting . I booked this for a corporate gathering. For us the Duchess provided a great back drop for our discussions and meetings . It made us all feel more connected. Ironically the many doors of the house that connected rooms together in interesting ways was a symbol of all the channels of communication we need to leave open to work better together. The dinning room was a great size for us to work and play card games. Would book again for sure.
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Juv M.
Submitted Jan 2, 2023
Stayed Dec 29, 2022Very good rental experience and nice, clean and functional home.
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Anne D.
Submitted Nov 23, 2022
Stayed Nov 18, 2022The house was a lovely older home with an interesting layout and plenty of room. Our stay was short but very comfortable, and the location is great.
