
Vacation rentals with a fireplace in Pittsfield
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Top-rated fireplace rentals in Pittsfield
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House rentals with a fireplace

Spring Hiking Pet Retreat I Game RM l ChimneyHill
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

Rhinebeck Home with an amazing outdoor space+H/tub
Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.

Relaxing 3-bedroom with indoor fireplace
Had a great time! The perfect place to get away from it all while still being in a great location to explore nearby towns. The house is super cute, very cozy, with spacious rooms and an excellent kitchen. Would definitely stay again!

Quaint One-Story Vermont House with Mountain View
Great stay. Very quiet and peaceful. Place was immaculate on arrival.

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres
Beautiful house in upstate with a hot tub and barbecue that allowed us moments that we won’t forget. Chris was very responsive and maintained the communication throughout our stay. The house was spacious, clean, great amenities and extra care from the host. The location was also good, close to Hudson but private. We loved it and hope to be back soon!

Chic Hudson Farmhouse w/ Fireplace & Porch
We had a peaceful stay and felt right at home. The house was clean and cozy. All of the beds were comfortable and made with quality linens. Everything was as described and communication was exceptional. This house is close to the most beautiful waterfall and swimming hole in the area. A perfect place to relax and reset. Thank you!

Berkshire Lake- Modern and Updated-close to skiing
Home was beautiful, clean and close to Jiminy Peak, 16 minute drive! Great kitchen and living area to hang out

The Gatehouse at Raspberry Ridge
If your looking for a great quiet stay while visiting Hudson or other local places this home is it. Very clean, super dog friendly. Close to the highways and hidden enough to really be apart of nature.
Apartment rentals with a fireplace

Light filled three bedroom apartment DT Florence!
I chose to stay at Donna's a second stay because I appreciate the quiet neighborhood and very, clean comfortable home. Communication with Donna is easy and friendly.

Suite 23 - Spacious Sunny 2-BR with Mountain view
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

The Ivy on the Stone
I wish we could have stayed longer to really enjoy the beautiful part of the old home that Katherine shared with us. The place is quaint, cozy, charming. The screened in porch beckoned for a cup of coffee, a good book or conversation. I have no complaints at all. I wish all our stays were as lovely as this place was and with such a great hostess. Thank you again for a being part of our little getaway.

Steps to MoCA: 2bd + SAUNA!
This was our second stay at this getaway in North Adams, and it was every bit as enjoyable as our first. A very convenient walk into town, a unique property with a very spacious yard, and lovely trees and grounds. Definitely a favorite home base to explore western Mass.

Secluded but not isolated Berkshire Retreat
This was our 2nd weeklong stay. The space is clean and bright. Heating details were clearly explained. It was quiet and peaceful but only a 7 minute drive for milk I forgot to bring for coffee. We saw a small bobcat in the front yard on our last morning. Beds were very comfortable. Hosts were friendly and responsive. I’d recommend this place to friends/family and hope to stay again.

Down town Florence Temperance Hall
My fiancé, son and I stayed here while we were looking at colleges. We absolutely fell in love with the place. The AirBnB is beautiful. The artwork and decor is modern and funky. It's got a wonderful, welcoming vibe. We loved using the record player and the album collection. It rained all weekend so it was fun to play video games and ping pong. When the rain let up we walked to the rail trail. We also walked to the corner market and other stores on Main St. Ginny is proactive, responsive and friendly. I highly recommend booking a stay here. We plan on returning soon!

Brian Peace of Heaven
We has a very relaxed stay at Brian's. Very peaceful. everything we were looking for. Hosts were super friendly, communicated well and very welcoming.

Newly renovated cutie
This was a very comfortable place to stay. It is set back from the road so was nice and quiet; peaceful. Although the unit is below the main house it felt very private. The kitchen is very well stocked for those of us that like to cook when travelling. Lisa provided clear information on the unit, making it easy to check in.
Villa rentals with a fireplace

Dancing Bear Lodge The Charm of Chimney Hill
We had a great stay at Marlene’s guest house. 15 min drive to Mount Snow and 5 min drive to the grocery store. We had plenty of space for two families with bunk beds for the 4 kids on the lower level. The air hockey table and access to the clubhouse swimming pool was a big hit. There were two tvs and board games to keep the group occupied after a long day of skiing. Host was also very responsive to any questions we had. Place was very clean and well stocked. Would highly recommend this place.

5-BR Villa with Pool and Dog Friendly!
The villa is exactly as promised. It’s on a hill overlooking the Hudson with great views and outdoor space. It’s dog friendly with a fenced in yard, a wonderful feature for dogs and people. We were there for a family wedding so did not make full use of the outdoor spaces, but the pool and fire pit are very inviting. The bedrooms were comfortable and we enjoyed lounging in the living room with tv football games. The location is a short walk from downtown Coxsackie for coffee and treats. You should know that access to front door is up about 12 or so steps but there was a railing if anyone has mobility issues. We would return if we were to come back to the area. Lakpa is super responsive.

Vermont Vacation Villa—Grapevine Getaway
lovely stay for my group’s annual ski trip! beautiful home - would love to stay here again :)

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool
My daughters and I really enjoyed our stay at Jacks place. The house is beautiful, and the surrounding private property is stunning. Nicole was very helpful whenever I had any questions.

Mountain-View Retreat @ Hudson
Sourove’s place is great. It is a spacious and well apportioned home that is perfect for a family. The view of the mountains from the front window is beautiful and provides a relaxing sunset view. We absolutely recommend this house for anyone looking for a modern, well equipped place to stay in Hudson. Thanks again!

Mediterranean Villa with Pool
Extremely responsive host. INCREDIBLY well stocked kitchen, most appliances were doubled. Nestled away location, with one neighbor within eye sight. Very little street traffic.
Quick stats about vacation rentals with a fireplace in Pittsfield
Total rentals
50 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Stratton Mountain
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Six Flags New England
- Berkshire East Mountain Resort
- Taconic State Park
- Mount Snow Ski Resort
- Zoom Flume
- John Boyd Thacher State Park
- Mohawk Mountain Ski Area
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Opus 40
- Norman Rockwell Museum
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Naumkeag
- Beartown State Forest
- Otis Ridge
- Ekwanok Country Club
- Bright Nights at Forest Park
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