In Pittsfield .Your stay at this Pittsfield vacation home places you within a 10-minute walk of Colonial Theater and Berkshire Athenaeum. Also, Berkshire Museum is within half a mile (1 km) and Housatonic River is within 2 miles (3 km).
Barrington Stage Company - 14 min walk - 0.8 miles
Bousquet Ski Area - 8 min drive - 4.0 miles
Tanglewood Music Center - 16 min drive - 8.8 miles
Getting around
Pittsfield Intermodal Transportation Center - 16 min walk
Pittsfield, MA (PSF-Pittsfield Municipal) - 8 min drive
Restaurants
Dunkin' - 9 min walk
Burger King - 9 min walk
Dunkin' - 11 min walk
Tito's Mexican Grill - 15 min walk
Patrick's Pub - 10 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Elegant Pittsfield Home Near Downtown & Skiing!
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!
-- THE PROPERTY --
C0344732360 | Gas Grill | 8 Mi to Tanglewood | Fully Equipped Kitchen w/ Food | 2,718 Sq Ft
Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bed | Bedroom 5: Full Bed | Additional Sleeping: Twin Rollaway Cot
OUTDOOR LIVING: Private yard, screened porch, outdoor dining areas, deck, picnic supplies w/ cooler blanket, ice packs, recyclable cutlery, bug spray & umbrella INDOOR LIVING: Smart TV, laptop-friendly workspace, dining table, board games, books, 4-in-1 game table (foosball, ping-pong, air hockey, billiards), fireplace, piano, 2 staircases, butler's pantry KITCHEN: Cooking basics, dishwasher, blender, Keurig & drip coffee makers, complimentary coffee beans, pods & tea, coffee grinder, 2 Crockpots, dishware & flatware, microwave, ice maker, toaster, spices, water filter GENERAL: Free WiFi (146.6 Mbps), A/C units (every bedroom + living room), central heating, towels/linens, hair dryer, hangers, in-unit washer/dryer, complimentary toiletries, iron/board, distilled water (for iron) FAQ: Garage not available for guest use ACCESSIBILITY: 3-story home, exterior stairs required to enter, all bedrooms on 2nd & 3rd floors PARKING: Driveway (4 vehicles), free street parking
-- THE LOCATION --
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)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking or vaping of any kind - No pets allowed - No events, parties, or large gatherings - No candles or incense inside the house. A citronella candle outside is allowed and found on the back deck to help shoo away mosquitoes - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 3-story home requires exterior stairs to enter. All bedrooms are located on the 2nd and 3rd floors and require additional interior stairs to access - NOTE: This property sleeps 9 guests in 5 beds, with room for 10 total by using the twin rollaway cot - NOTE: The garage is not available for guest use - NOTE: WiFi speed: 146.6 Mbps download, 17.1 Mbps upload, 29ms latency - NOTE: The owner provides milk, fruit, bread, butter, peanut and almond butter, jam, and various coffee and teas. Various staples are also provided in the pantry. Let the Guest Contact know of any food allergies in your group so the food available can be adjusted to your greatest welfare
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
General
Garden
Unit size: 2,718 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
No pets allowed, but service animals are welcome
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.
Property Registration Number C0344732360
Property is also known as
458144
Frequently asked questions
How close is Elegant Pittsfield Home Near Downtown & Skiing! to the airport?
This vacation home is 4.4 mi (8-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.
Does Elegant Pittsfield Home Near Downtown & Skiing! have an airport shuttle?
Airport shuttle services are not available at this vacation home.
Does Elegant Pittsfield Home Near Downtown & Skiing! offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Elegant Pittsfield Home Near Downtown & Skiing!?
No, there is no casino at this vacation home.
What time is check-in at Elegant Pittsfield Home Near Downtown & Skiing!?
Check-in begins at 3:00 PM.
Is there free parking at Elegant Pittsfield Home Near Downtown & Skiing!?
Free parking is not available at this vacation home.
Does Elegant Pittsfield Home Near Downtown & Skiing! have a pool?
This vacation home does not have a pool.
Does Elegant Pittsfield Home Near Downtown & Skiing! have a spa?
There are no spa services available at this vacation home.
How close is Elegant Pittsfield Home Near Downtown & Skiing! to downtown Pittsfield?
This vacation home is 0.4 mi away from Pittsfield.
Elegant Pittsfield Home Near Downtown & Skiing! Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 17 out of 19 reviews
10 - Excellent
17
Rating 8 - Good. 2 out of 19 reviews
8 - Good
2
Rating 6 - Okay. 0 out of 19 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 19 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 19 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Eileen W.
Aug 5, 2025
Liked: Cleanliness
Charming lovely home with a wonderful and accommodating host!
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!
Eileen W.
Stayed 3 nights in Aug 2025
10/10 Excellent
Rachel W.
Jul 27, 2025
Liked: Cleanliness
Happy with our stay
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.
Rachel W.
Stayed 2 nights in Jul 2025
8/10 Good
Richard K.
Jul 13, 2025
Liked: Cleanliness
Richard K.
Stayed 4 nights in Jun 2025
10/10 Excellent
Mitch W., United States
Dec 8, 2024
Liked: Cleanliness
Wonderful stay at The Duchess
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!
Mitch W.
Stayed 8 nights in Nov 2024
10/10 Excellent
Renata H.
Sep 8, 2024
Liked: Cleanliness
Gorgeous Property
We 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!!!
Renata H.
Stayed 2 nights in Aug 2024
10/10 Excellent
Susan B.
Dec 3, 2023
Liked: Cleanliness
Early Christmas celebration
A 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!
Susan B.
Stayed 3 nights in Nov 2023
10/10 Excellent
Pat G.
Feb 21, 2023
Liked: Cleanliness
Cozy and Warm
Lovely home. Close by restaurants and Bousquet Ski Resort.
Pat G.
Stayed 3 nights in Feb 2023
10/10 Excellent
Al H.
Jan 23, 2023
Liked: Cleanliness
Corporate Snow Trip.
The 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.
Al H.
Stayed 3 nights in Jan 2023
8/10 Good
Juv M.
Jan 2, 2023
Liked: Cleanliness
Pleasant Stay
Very good rental experience and nice, clean and functional home.
Juv M.
Stayed 3 nights in Dec 2022
10/10 Excellent
Anne D.
Nov 23, 2022
Liked: Cleanliness
Lovely home
The 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.
Anne D.
Stayed 2 nights in Nov 2022
10/10 Excellent
PATRICIA B.
Oct 12, 2022
Liked: Cleanliness
The Dutchess Delivers
This beautiful old home on a nice street is a pleasure to stay in. The whole house is full of light and little treasures to entertain you. Fine china and a set of silverware in well appointed pantry and kitchen- chef’s dream - we ate out! It’s a bit of a maze with front and back stairs that kids would have a blast with. Also a fuss all table and little backyard. All bedrooms are up stairs with the 5th another 15 steps up….. a bit of a strain on old knees but we prevailed! Beds were comfortable. Lots of extras and a very hospitable host. Recommend this home for small family or friend gatherings.
PATRICIA B.
Stayed 3 nights in Oct 2022
10/10 Excellent
Charlotte A.
Aug 26, 2022
Liked: Cleanliness
Great property - lots of character
Came to a wedding in Lenox and stayed for a long weekend. Very charming property with lots of amenities and all the things you need like washing detergent / refuse sacks / well stocked kitchen.
Charlotte A.
Stayed 3 nights in Aug 2022
10/10 Excellent
Suzanne T., Berkeley Heights, NJ
Aug 22, 2022
Liked: Cleanliness
Wonderful home in the Berkshires
Terrifically maintained, updated, spacious, clean….lots of room for an extended family of 9.
Excellent host/manager; very responsive!!
Close to Tanglewood, Lenox, etc
We loved our stay and hope to return.
We highly recommend this home💕
Suzanne T.
Stayed 3 nights in Aug 2022
10/10 Excellent
judy j.
Aug 21, 2022
Liked: Cleanliness
Great stay in Pittsfield
The host was outstanding
Well equipped, beautiful home in the Berkshires
judy j.
Stayed 3 nights in Jul 2022
10/10 Excellent
Jenna F.
Jul 24, 2022
Liked: Cleanliness
Perfect berkshires house!
We had a great time at this house. The house was so cute and clean. It was filled with everything you could need for a comfortable stay (kitchen equipment, laundry, games, etc.). Communication with property management was so easy and helpful and they were very generous with extra goodies. The house is in a perfect location for exploring neighboring cities and hosting a large group.
Jenna F.
Stayed 3 nights in Jul 2022
10/10 Excellent
Clayton C., Crestview, FL
Jul 13, 2022
Liked: Cleanliness
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!
Clayton C.
Stayed 37 nights in May 2022
10/10 Excellent
Bart H., San Antonio, TX
Jul 10, 2022
Liked: Cleanliness
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.
Bart H.
Stayed 3 nights in Jul 2022
10/10 Excellent
Jamie H.
Jul 6, 2022
Liked: Cleanliness
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!