Cabin holiday rentals in Pioneer Valley

Immaculate, cozy cabin that’s the perfect balance of modern and rustic. My partner and I loved it so much, the view during fall was gorgeous! The record player, the wood fired hot tub - every little part of the experience was so relaxing. The Berkshires make for a stunning backdrop and you have tons of great restaurants and cafes nearby. Highly recommend, the hosts have been so thoughtful with how they designed this space.

This little cabin is adorable. Sitting in the hot tub watching the snow fall is so peaceful, the property is just gorgeous. Sean is a great host, would definitely recommend.

This was a beautiful and relaxing place to stay for my son’s wedding.

Matt & Sarah’s cabin was stunning. It was just as pictured, warm and inviting. There were lots of wonderful details throughout the space; it was very well curated for a relaxing weekend with family. Definitely more amenities than the average AirBnB, we felt right at home! We would definitely book again!

We had a wonderful week once again at this beautiful, cozy cabin. It is always spotlessly clean and comfortable. Adam and Filipa are exceptional hosts - very kind and responsive. The location is perfect - easy to get into town to enjoy restaurants and to ski at Mt. Snow and even though we got a lot of snow and ice the driveway was plowed and sanded to make it safe for travel. I highly recommend this home for your trip to Southern Vermont. I can't wait to return!

Tim and Dawna's cabin in the Chimney Hill community is an absolute gem, offering a perfect blend of comfort and convenience. The cabin itself is incredibly cozy, making us feel right at home from the moment we arrived. It’s equipped with everything we needed, from a fully stocked kitchen with pots and pans to tennis and pickleball rackets that the whole family enjoyed. The attention to detail in the house is impressive, and Tim and Dawna were super prompt in responding to our questions, which made our stay even more seamless. The community's amenities are fantastic, keeping our kids entertained throughout our stay. We enjoyed both the indoor and outdoor heated pools, the hot tub, and the well-maintained game room. There are also tennis, basketball, and volleyball courts, adding to the variety of activities available. The convenience of having a space to cook our own meals was a bonus, making our stay even more enjoyable. The cabin's location is ideal, close to great outdoor activities

William's cabin was nothing short of magical! The kitchen was fully stocked with everything needed to make home- cooked meals. The decor was stunning, we lost ourselves checking out the various paintings, books and other antiques. The fireplace kept us cozy with plenty of seasoned firewood and easy to use instructions. The hot tub was an added treat, so soothing! The location was picturesque with the babbling brook out back, perfectly quiet and peaceful! William seems to have thought of everything with board games, yard games, and the plentiful selection of records. We hope to visit again in the warmer months to appreciate all of his gardens and landscaping, including the brookside hammock. A truly unique gem!

The alpine cottage sleeps 10 comfortably. Super roomy kitchen and large dining room table. Two TV areas. Access to pool and other amenities. Recommend highly.

I had a fantastic time here with my little dog! The cottage was super easy to spot from the road and the proximity to downtown Brattleboro was amazingly convenient. The cottage was comfy, cozy, and exactly as described.

The most relaxing, breath taking stay i’ve had in a while! Thank you again for a wonderful weekend.

We loved our stay at the Otter Falls Inn. Cori and Ruben are exceptional — and incredibly responsive — hosts. The cottage is beautiful and proactively stocked with anything you might need, from dental floss to honey for your tea. During our stay, we watched snowflakes gently fall outside while enjoying a fire in the wood stove. I can't recommend this spot enough for a cozy, quiet getaway.

This was my 2nd time staying here and it was just as great! This time it was during the winter when I really needed to rely on the woodstove for heat. That stove gets cranking after a good layer of hot coals are established. I have to say, though, the only thing I would love to see is a damper/flue on the stove. Without those them it causes a lot of smoke to come out into the cabin when adding wood/tending to the fire. I feel it would help control the level of heat and smoke that much better. Everything else was absolutely perfect. I can’t wait for my 3rd stay.

We had a wonderful time at the cabin. It was perfectly decorated and the couch was really comfortable. The kitchen had more than we were expecting and was well stocked for our needs. Linens and towels were new and fresh. The only thing I have to say that I wish it was listed is that the cabin is close to the road and you had a neighbor next door. It's not a deal breaker and not much traffic came down the road do to the fact we had a snowstorm come through, but it is a well used road.

Katie's house is warm and comfortable with a great wood stove/fireplace and a well equiped kitchen. You can walk out the door and into the lovely woods. Our three generation family of seven was very comfortable. We would love to return.

What a magical spot! I won’t forget drifting off to sleep in the screened bedroom listening to owls hoot in the distance. The cabin is amazing glamping, with lots of thoughtful amenities like plentiful candles, battery-powered lanterns, and even plush towels to dry off after a shower in the heated outdoor shower. Just don’t bring the Lamborghini, the drive in isn’t appropriate for low-clearance sports cars.

Had a great stay at this wonderful home! My family stayed here for a ski trip, and it was the perfect spot to relax after a day on the slopes. The place is super cozy, clean, and has a really cool design. It felt private and peaceful but still close enough to everything we needed. Ana was a great host, easy to communicate with and made sure we had everything we needed. Would definitely stay here again!

Loved our stay. Beautiful home. The property and grounds are amazing bc

Really cool property conveniently located near mt snow. We enjoyed our trip and felt very cozy in Lisa’s home. I feel as though it was a very reasonable price for the quality of the house. Lisa was easy to contact and very responsive if we had any questions. Would definitely rent again.

We had a great stay. Johannah had a welcome basket full of fun stuff waiting for us, she came over just to help us start a fire and shoveled the snow for us to get out. We are certainly looking forward to coming back in warmer weather to have that experience as well.

This is a beautiful spot , very peaceful and beautiful surroundings , I would highly recommend this stay, the one thing I would note is that if you are a bit older and have to use the bathroom at night ,is that the bathroom is on a different level of the house , so you will need to go down the stairs to use the bathroom in the middle of the night , but it was a very minor inconvenience for the price point as well as the beauty of the surroundings. And if you are tall you will love the shower do to the height of the shower head.

My family had a wonderful stay at the Bear Tracks Cabin. The cabin was very comfortable and had everything we needed. The location was perfect situated near a great ski town for restaurants. And the house is within a community with easy access to a clubhouse with indoor pool and fitness center. Most of all, we enjoyed skiing at Mt Snow just 10-15 minutes away.

Great stay and would definitely return! Stunning surroundings and Julie was very responsive. Plenty of games in the beautiful home to keep you/the family busy between adventures. Easy drive to downtown Bennington. Kitchen is equipped with solid cookware and utensils.

Theresa's home in the forest is absolutely lovely. You can always hear the sound of water flowing past in the creek just outside. The leaves were gorgeous this time of year. The home was warm and cozy even with temperatures dropping below freezing at night. It was exactly what we were looking for in a Vermont Autumn weekend getaway. Amazing host, too!

The cabin was beautiful, better than the pictures! Couldn't have asked for a more perfect place to spend our time! Highly recommend this cabin for a great vacation!