Vacation rentals with a fireplace in Pioneer Valley

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House rentals with a fireplace

Guest favorite
Home in Becket
4.93 out of 5 average rating, 118 reviews

Beautiful, quiet and cozy home in Becket!

ShannonRating, 5 stars1 week ago
A beautiful serene home set up with everything you need. We loved the space, both inside and out. There was a country store right down the road that had amazing food. Enjoyed relaxing on the deck after a great day of hiking. With so much hiking in the surrounding area, we are already looking forward to booking again.
Guest favorite
Home in Becket
4.94 out of 5 average rating, 150 reviews

Lake front retreat - Stylish Berkshire home

ShaiRating, 5 stars2 weeks ago
We had a wonderful time at this beautiful lake house! The home itself is lovely—spacious, comfortable, and perfect for a family getaway. The lake and boats were a big highlight for us, offering plenty of fun and relaxation. Our host was incredibly responsive and helpful throughout our stay. While there were a few small things that needed fixing, she addressed them right away and was very communicative, which we really appreciated. Overall, it was a great experience and a memorable holiday for our family. We’d definitely love to come back!
Top guest favorite
Home in Bennington
4.98 out of 5 average rating, 297 reviews

Cozy Modern Sugar House with spectacular views.

CassandraRating, 5 stars5 days ago
Beautiful home, very clean, peaceful, great location, extremely comfortable bed, restaurant and to-do resources available.
Top guest favorite
Home in Vernon
4.99 out of 5 average rating, 153 reviews

Luxe Bolton Lake

JoeRating, 5 stars2 days ago
Jason has a wonderful home right on Bolton Lake. House is very clean, very modern with lot's of ammentities. If you want a nice relaxing lake visit perhaps to visit family in the area (which is what we did) it is perfect. He was always super responsive usually inside of30mins, and getting into the home was a breeze.
Guest favorite
Home in Ashfield
4.98 out of 5 average rating, 57 reviews

An 18th century farmhouse

NateRating, 5 stars2 weeks ago
What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!
Guest favorite
Home in Great Barrington
4.97 out of 5 average rating, 262 reviews

Jaw dropping mountain & lake views

AbigailRating, 5 stars1 week ago
We had a wonderful time at Johanna’s home. The inside was lovely and as described - although it was hard to pay attention to anything inside when the view through the window was so breathtaking. The beds were comfortable, the kitchen was easy to use, and Johanna was very kind and responsive. I recommend to anyone looking to get away.
Top guest favorite
Home in Lanesborough
5 out of 5 average rating, 114 reviews

Tranquil mid-century modern Berkshires retreat

EkaterinaRating, 5 stars3 months ago
Sylvia’s house is absolutely beautiful! The house itself is amazing, lots of windows and natural light, fairly secluded and private but not remote, it felt safe and serene. Sylvia is a great host, always in touch, and the house was ready for our arrival. It’s probably one of the best homes we stayed at in terms of how well organized it was, the kitchen and the bathrooms had absolutely everything you might think of and even more. We’d absolutely recommend Sylvia’s place to anyone and will happily come back ourselves. Thank you Sylvia!
Top guest favorite
Home in Granby
4.95 out of 5 average rating, 250 reviews

FULLY stocked Ranch Home, * Gardens* Gameroom

NancyRating, 5 stars3 weeks ago
Absolutely amazing stay! Based off of the pictures it was hard to make out the set up of the home but it’s a very cute home and the host is amazing. She was very responsive and helpful with any questions we had. The backyard is like your in a whole different world/sanctuary. Dianne wrote me a sweet welcome note and came out and took pictures for our group during our departure, it was a very great time minus me being hungover. Dianne is truly an amazing host and I would definitely stay at her home again or recommend it to friends as well. There were 8 of us and more than enough places to sleep and enjoy our stay. Highly recommend!

Apartment rentals with a fireplace

Top guest favorite
Apartment in Brimfield
4.98 out of 5 average rating, 170 reviews

Quiet & Cozy Main Street Retreat

MichaelRating, 5 stars2 weeks ago
Always a pleasure to stay in this nice spot. Appreciate the fresh coffee and creamer in the fridge!
Top guest favorite
Apartment in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars3 months 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!
Guest favorite
Apartment in Lanesborough
4.89 out of 5 average rating, 127 reviews

Cozy Rustic Apt. in 18th c. Berkshire Farmhouse

IsaihaRating, 5 stars1 month ago
Wonderful place to stay for an anniversary clean rustic apartment with a welcoming feeling, it felt like a cabin 10/10 would recommend 🙂‍↕️
Top guest favorite
Apartment in North Adams
4.97 out of 5 average rating, 564 reviews

Steps to MoCA: 2bd + SAUNA!

ChristopherRating, 5 stars1 day ago
Beautiful place to stay, very friendly hosts! Easy to check in and check out.
Top guest favorite
Apartment in Newfane
4.97 out of 5 average rating, 455 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars2 weeks ago
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.
Guest favorite
Apartment in Ashfield
4.87 out of 5 average rating, 253 reviews

Zachariah House Main St. Ashfield

MaryRating, 5 stars1 week ago
We Minnesotans felt like we had a true New England experience during our delightful stay at Zachariah House! The decor made us feel like we had dropped into another century, yet we had all the modern conveniences, including cozy beds and delicious coffee. It was perfect for grandparents, parents, and baby.
Guest favorite
Apartment in Brattleboro
4.89 out of 5 average rating, 568 reviews

Cozy, Private & Great location for exploring VT !

JoanRating, 5 stars2 weeks ago
The location was very convenient to stores and attractions , yet was tucked away so that it was quiet and private. The view from the balcony was awesome -overlooking a "field of dreams " baseball field, which was green and expansive with no activity during our stay. The hosts Mary and Lance were friendly and their hospitality was exceptional.
Guest favorite
Apartment in New Lebanon
4.95 out of 5 average rating, 132 reviews

Sunny Duplex at the old boarding house

JosieRating, 5 stars6 days ago
thank you so much! we loved the space and will likely be back ! Joe was very helpful and welcoming and set the living room space up as a bedroom for our forth guest, which was so nice.

Villa rentals with a fireplace

Villa in Sharon
5 out of 5 average rating, 8 reviews

Litchfield Hills Estate w/Pool

AlyssaRating, 5 stars22 months ago
We really enjoyed our stay. The house was great and clean. The pool was perfect. Would definitely stay again.
Guest favorite
Villa in Wilmington
4.95 out of 5 average rating, 22 reviews

Dancing Bear Lodge The Charm of Chimney Hill

EmilyRating, 5 stars4 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.
Top guest favorite
Villa in Longmeadow
5 out of 5 average rating, 54 reviews

Comfort and Luxury - 180 year Old Gothic Estate

TomRating, 5 stars1 month ago
We’ve stayed in many places over the years (domestic & international)…this may be the best place we’ve stayed in. Paul was fantastic - super friendly, extremely responsive and very helpful. I can’t recommend this property enough - the house itself is beautiful and spacious…plenty of (comfortable) seating throughout the house…bedrooms are big with king size beds…just an awesome experience all around. We were there for a college graduation - this property was absolutely ideal for big family get-aways/celebrations.
Guest favorite
Villa in Pownal
4.94 out of 5 average rating, 72 reviews

Vermont Vacation Villa—Grapevine Getaway

ChristopherRating, 5 stars1 month ago
Anthony's house was an excellent venue for the weekend of our son's wedding in Williamstown. It easily fit the eight family members staying there with plenty of privacy on three floors and great gathering spaces on the main floor, deck, and pool deck. We're grateful the pool was open; the kids loved it on a hot afternoon of our stay. If you are looking at this house, don't let the backroads approaching it look like a liability. They are well maintained and allow easy access to Williamstown and the southern Vermont towns along route 7, yet the quiet location will insure you sleep well.

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