Vacation rentals with a fireplace in Pittsfield

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Popular amenities for Pittsfield fireplace rentals

House rentals with a fireplace

Top guest favorite
A wooden deck offers a serene escape surrounded by lush greenery. Comfortable seating is provided with blue and green armchairs facing a central table. A chiminea adds a cozy touch, inviting relaxation in this peaceful outdoor setting.
Home in Wilmington
5 out of 5 average rating, 14 reviews

Spring Hiking Pet Retreat I Game RM l ChimneyHill

LynnRating, 5 stars2 months ago
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!
Guest favorite
A modern house is surrounded by trees with colorful autumn leaves. The exterior features a wraparound deck, and snow lightly covers the ground and plants. Clear blue skies enhance the peaceful outdoor setting, creating a serene atmosphere.
Home in Rhinebeck
4.91 out of 5 average rating, 232 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

ShannonRating, 5 stars2 weeks ago
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.
Top guest favorite
A cozy seating area features a bench adorned with yellow and patterned cushions, along with a throw. A small table showcases a plate of fruit beside a mug and a teal kettle. Large windows frame a view of the surrounding greenery.
Home in Saugerties
4.98 out of 5 average rating, 45 reviews

Relaxing 3-bedroom with indoor fireplace

ScottRating, 5 stars2 months ago
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!
Guest favorite
A cozy living room features a brick fireplace as a central focal point, complemented by colorful seating arrangements on a warm-toned floor. A small table with a decorative tablecloth displays a notepad and pine cones. Natural light streams through large windows, creating a welcoming ambiance.
Home in Shaftsbury
4.86 out of 5 average rating, 127 reviews

Quaint One-Story Vermont House with Mountain View

JacquesRating, 5 stars2 weeks ago
Great stay. Very quiet and peaceful. Place was immaculate on arrival.
Guest favorite
A private mid-century country home is seen nestled at the edge of a grassy clearing, surrounded by lush trees. The home features a simple design with a light-colored exterior, under a partly cloudy sky, creating a serene and tranquil setting.
Home in Hudson
4.95 out of 5 average rating, 152 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

JoãoRating, 5 stars2 weeks ago
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!
Guest favorite
A historic white farmhouse is surrounded by lush greenery and a well-maintained lawn. The entrance features a welcoming porch with a railing and a single door. Large windows provide visibility into the bright interior, and tall trees cast soft shadows in the yard.
Home in Hudson
4.99 out of 5 average rating, 85 reviews

Chic Hudson Farmhouse w/ Fireplace & Porch

YodhiRating, 5 stars1 month ago
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!
Top guest favorite
A light-filled living area features large windows with views of the lake. A modern gray sectional sofa is positioned near a circular wooden coffee table, which holds a decorative box. An outdoor patio is visible through sliding glass doors, accompanied by a red umbrella.
Home in Pittsfield
4.97 out of 5 average rating, 115 reviews

Berkshire Lake- Modern and Updated-close to skiing

LaurenRating, 5 stars1 month ago
Home was beautiful, clean and close to Jiminy Peak, 16 minute drive! Great kitchen and living area to hang out
Guest favorite
A private house is framed by a white picket fence, with a gravel driveway leading to an entrance. Surrounding greenery and colorful trees hint at a natural, serene environment. The structure features a mix of siding and a chimney, suggesting a cozy, country aesthetic.
Home in Craryville
4.92 out of 5 average rating, 113 reviews

The Gatehouse at Raspberry Ridge

JenniferRating, 5 stars1 week ago
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

Top guest favorite
A cozy living space features a yellow loveseat adorned with patterned pillows, positioned next to a glass coffee table. Natural light filters through sheer curtains, illuminating the wooden floor and a decorative area rug. A small side table stands nearby.
Apartment in Northampton
4.97 out of 5 average rating, 349 reviews

Light filled three bedroom apartment DT Florence!

NicoleRating, 5 stars2 days ago
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.
Top guest favorite
A cozy lounge area is presented with a grey sofa and two white armchairs, set against a green wall. Natural light fills the space through large windows, highlighting the light wood flooring. A ceiling fan adds comfort, while a small lamp provides additional illumination.
Apartment in Charlemont
4.99 out of 5 average rating, 157 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars1 month ago
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!
Top guest favorite
A cozy reading corner presents a comfortable armchair beside an electric fireplace, providing warmth. A bookshelf filled with classic literature lines the wall, while a small potted plant adds a touch of greenery. Exposed wooden floors reflect the room's historical charm.
Apartment in Kingston
4.96 out of 5 average rating, 241 reviews

The Ivy on the Stone

AndreaRating, 5 stars4 days ago
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.
Top guest favorite
A spacious bedroom features a charming fireplace with a decorative screen. Natural light fills the room through large windows, complemented by tasteful artwork on the walls. Wooden furnishings include a wardrobe and a vintage chair, with a vibrant area rug adding warmth to the decor.
Apartment in North Adams
4.97 out of 5 average rating, 544 reviews

Steps to MoCA: 2bd + SAUNA!

DavidRating, 5 stars4 days ago
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.
Guest favorite
The living room features a large, comfortable sofa and a day bed, providing multiple seating areas. An abstract painting adorns one wall, and a flat-screen TV is positioned nearby. Natural light enters through the windows, illuminating the wooden flooring.
Apartment in Great Barrington
4.93 out of 5 average rating, 193 reviews

Secluded but not isolated Berkshire Retreat

GretchenRating, 5 stars3 months ago
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.
Superhost
A spacious living area features wooden flooring and a mix of seating options, including a dining table and comfortable chairs. Light streams through large windows, highlighting the high ceiling with exposed beams. Decorative elements like area rugs and wall art contribute to the inviting ambiance.
Apartment in Northampton
4.85 out of 5 average rating, 748 reviews

Down town Florence Temperance Hall

Susan AmyRating, 5 stars1 month ago
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!
Guest favorite
A rustic wooden cabin exterior is shown, featuring a balcony on the upper level. Two garage doors are visible below, with a small seating area made of metal in the foreground. Lush green grass surrounds the cabin, framed by trees.
Apartment in Arlington
4.87 out of 5 average rating, 137 reviews

Brian Peace of Heaven

KarmenRating, 5 stars2 months ago
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.
Top guest favorite
The kitchen features modern white cabinetry with black handles, complemented by a light-colored countertop. A stainless steel sink is positioned under a wall-mounted faucet. A tile backsplash in neutral tones adds texture, while a fire extinguisher is mounted for safety.
Apartment in Pine Plains
4.98 out of 5 average rating, 169 reviews

Newly renovated cutie

MargaretRating, 5 stars6 days ago
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

Guest favorite
The wooden lodge is set among lush green trees, with a gravel driveway leading to it. A two-car garage is visible to the left, and a spacious deck extends from the lodge. Large windows and skylights allow natural light to fill the space.
Villa in Wilmington
4.95 out of 5 average rating, 22 reviews

Dancing Bear Lodge The Charm of Chimney Hill

EmilyRating, 5 stars2 months ago
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.
Guest favorite
The exterior of the house features a multi-story design with a large wooden deck overlooking the surrounding greenery. A circular fire pit with seating is visible in the backyard, complemented by a fenced area and a mature tree. The sky is partially cloudy with blue hues.
Villa in Coxsackie
4.89 out of 5 average rating, 47 reviews

5-BR Villa with Pool and Dog Friendly!

DeliaRating, 5 stars6 months ago
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.
Guest favorite
Villa in Pownal
4.94 out of 5 average rating, 69 reviews

Vermont Vacation Villa—Grapevine Getaway

CindyRating, 5 stars2 months ago
lovely stay for my group’s annual ski trip! beautiful home - would love to stay here again :)
Superhost
The exterior of the spacious home is viewed from the lawn, showcasing a large stone chimney at the center. Two levels of balconies and decks are visible, bordered by lush greenery, creating a welcoming outdoor space. The structure features wooden siding and multiple entrances.
Villa in Taghkanic
5 out of 5 average rating, 3 reviews

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool

ThomasRating, 5 stars16 months ago
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.
Guest favorite
A bright living room features a comfortable seating area with a white sofa and chairs. A large artwork is mounted above a fireplace, while a decorative mirror is positioned nearby. Natural light enters through a large window, revealing expansive views outside.
Villa in Hudson
5 out of 5 average rating, 17 reviews

Mountain-View Retreat @ Hudson

Tim And LilyRating, 5 stars1 week ago
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!
Superhost
A spacious outdoor balcony is featured, bordered by elegant arches and flanked by greenery. Several seating options, including lounge chairs and a table, are present. Large glass doors offer access to indoor spaces, allowing for a blend of outdoor and indoor living.
Villa in Catskill
4.74 out of 5 average rating, 474 reviews

Mediterranean Villa with Pool

AngelaRating, 5 stars1 month ago
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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