Cabin holiday rentals in Pioneer Valley

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Popular amenities for Pioneer Valley cabin rentals

Cabin rentals with a hot tub

Guest favourite
Cabin in Stockbridge
4.96 out of 5 average rating, 26 reviews

Stockbridge Snug- cabin luxury just steps to lake!

JenRating, 5 stars6 days ago
What a treat to stay at McCaela's magical, cozy, home! Everything – from the surroundings, to the furnishings, to the amenities – were just perfect. Entry into the house was no problem, and inside we found a delightfully thoughtful and intentional home that was extremely comfortable and spotlessly clean. Just as key, the bed in the primary bedroom was supremely comfortable! We had no reason to ask any questions, and we had no issues at all; still, McCaela reached out to make sure we were settled and to see if we needed anything. We SO appreciated her generosity, kindness, and insight into (and commitment to) the local community. It's clear that a great deal of thought and care has gone into this house, and we would stay there again in a heartbeat. The location is perfect – off the beaten path and extremely private, yet close to everything we wanted in the Berkshires. I highly recommend staying here, ideally for longer than the two nights we did. We can't wait to return!
Superhost
Cabin in Brattleboro
4.9 out of 5 average rating, 41 reviews

“Dragonwood” Rustic Micro Cabin Retreat

Kayla-AnneRating, 5 stars3 weeks ago
So thankful we were able to get away for a few nights and visit camp! Absolutely beautiful location with gorgeous views. We loved having the summer camp feel and getting to be away from our devices. So many cute cats on property :) also loved the hot tub!!
Guest favourite
Cabin in Dover
5 out of 5 average rating, 22 reviews

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

DylanRating, 5 stars1 month ago
This was a great retreat. We plan to visit again in the other seasons. My family loved it and didn’t wanna leave.
Top Guest favourite
Cabin in Wilmington
5 out of 5 average rating, 71 reviews

Modern Chalet-private deck/firepit/ clubhouse pool

LoremyRating, 5 stars3 months ago
Michelle and this property are absolute gems. The place is spotless, full of clean and well-maintained pots, pans, kitchen utensils, appliances, and tableware. All the rooms are well appointed and comfortable. We have learned from past rentals that the home is not always cleaned properly. So we normally wipe down all the counters, faucets and tables prior to use. This is the only home that we’ve rented that came away with ZERO dirt. Michelle’s very prompt communication contains very detailed information regarding the house and things to-do around the area. We are in awe of this house and Michelle. We hope that all future renters continue to respect the property so that many more can continue to enjoy it for years to come.
Top Guest favourite
Cabin in Wilmington
5 out of 5 average rating, 39 reviews

Stunning Family Cabin HotTub-Pool Arcade

MicheleRating, 5 stars3 months ago
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!
Top Guest favourite
Cabin in Norfolk
4.99 out of 5 average rating, 95 reviews

The Red Cabin-Secluded Getaway with backyard Brook

JenRating, 5 stars1 week ago
Pictures don’t do it justice! The place is super adorable and relaxing. Great views and vibes. Personal touches that make you feel like you’re visiting a friends home instead of an Airbnb. Highly recommend!
Superhost
Cabin in Petersburgh
4.86 out of 5 average rating, 7 reviews

Off Grid Oasis w/ Wood Fired Hot Tub!

JeremyRating, 5 stars6 months ago
We had a wonderful stay at Zak’s cabin! It’s a very cozy and private place well away from the road. It was nice and warm inside and the hot tub was lovely (make sure to start heating it a few hours before you plan on using). There were a couple things that seemed unfinished: no hand towel or toilet paper holder in the bathroom, no blinds on one of the walls, etc. but it was overall very charming. I would mainly recommend it to people that are used to camping rather than someone looking for a luxury experience: there is a compost toilet inside for #1 which you bring outside at the end of your stay, and you have to go outside to a portapotty for #2. There’s also only 35 gallons of water to begin with and you need to request instructions to refill the tank if you need more (lasted us about two days). This water is only for showering, and you have to bring your own drinking water. Very cool spot to stay! We had a great time!
Guest favourite
Cabin in Hinsdale
4.92 out of 5 average rating, 106 reviews

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere

AmeliaRating, 5 stars1 month ago
The place is overall awesome - just don’t miss the fact there isn’t air conditioning - I didn’t notice that in the listing, and there happened to be a hot day. The hot tub isn’t quite private. One set of neighbors or folks turning down the side road can see you. However, it was very comfortable, especially on a cool evening.

Pet-friendly cabin rentals

Guest favourite
Cabin in Brattleboro
4.89 out of 5 average rating, 499 reviews

Cottage

LizRating, 5 stars1 day ago
A great spot, only a short drive from downtown Brattleboro. The host was friendly and responsive. It’s a lovely cabin and the surrounding nature is very peaceful. It’s a cozy, quiet spot.
Superhost
Cabin in Woodford
4.85 out of 5 average rating, 368 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

JianaRating, 5 stars3 weeks ago
We had a wonderful stay at Ali and Carson’s cabin! They were incredibly helpful and welcoming hosts. The Mountain View from the cabin is absolutely stunning, even with the rainy weather, it was breathtaking. We also enjoyed exploring the charming nearby towns, and our two dogs had a great time as well. Despite the rain, we loved our stay and are already looking forward to coming back when the weather is better. Highly recommend!
Guest favourite
Cabin in Becket
5 out of 5 average rating, 6 reviews

WALK to lake! Dog friendly, A-Frame in Berkshires!

FranciscoRating, 5 stars1 week ago
Beautiful little cabin, peacefully in the woods. Great, friendly, and responsive hosts. Perfect location to relax, walk around, find closeby hikes and hidden gems, including some great breakfast spots. 10/10 would recommend.
Top Guest favourite
Cabin in Whitingham
4.99 out of 5 average rating, 107 reviews

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!

CoreyRating, 5 stars3 weeks ago
Beautiful house, perfect for our family retreat. After another host cancelled on us last minute, we found Brian's place and were very happy we did! Brian was very responsive to our needs, and was very helpful throughout the weekend. the kids loved the game room, we set a new record on the Pacman machine. We made s'mores on the front porch in rainy weather, and visited some of the local breweries nearby. We were very pleased with the home, and it was perfect for our long weekend.
Guest favourite
Cabin in Bloomfield
4.98 out of 5 average rating, 126 reviews

Hidden Cozy Waterfront Eco Cabin Nature Sanctuary

JeaninneRating, 5 stars1 month ago
The cabin was incredibly peaceful and comfortable. I especially enjoyed relaxing on the deck, just taking in view and sound of the rushing water from the brook. Every room has great views. It was the perfect reset for my nervous system. I'm so glad I brought my journal. Cori & Ruben were very proactive and responsive. It's abundantly evident they are genuinely committed to being environmental stewards which is inspiring.
Top Guest favourite
Cabin in Becket
4.98 out of 5 average rating, 41 reviews

Entire Private Log Cabin in the Berkshires

JudithRating, 5 stars5 days ago
What a wonderful place to celebrate our anniversary! The cabin was very homey, private and peaceful. We enjoyed the delicious coffee provided while sitting on the screen porch enjoying a spectacular view of the Berkshires. Watching the sunrise without having to get out of bed was a bonus! The cabin had everything we could have needed: kitchen items, bathroom supplies, brochures of places to visit and even a wonderful little shop to go out for breakfast and lunch less than 5 minutes away. We will definitely be returning.
Top Guest favourite
Cabin in Lee
4.91 out of 5 average rating, 123 reviews

Secluded Berkshire cabin with scenic views

LindaRating, 5 stars3 months ago
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.
Top Guest favourite
Cabin in Cornwall
4.95 out of 5 average rating, 172 reviews

Vibrant, secluded dome home in Litchfield County!

JarrenRating, 5 stars2 weeks ago
We loved our stay at this unique dome house! Our son was graduating from Kent School and it really made our last time in Kent very special! The craftsmanship is incredible and it is decorated with a lot of attention to detail. The kitchen is well stocked and there are plenty of beds for people to stay for a large family. It’s also very private and close to Kent Falls state park which is beautiful and fun to see. Ana was very responsive and a great host! I highly recommend this property!

Private cabin rentals

Superhost
Cabin in Otis
4.81 out of 5 average rating, 21 reviews

Simple, rustic, cozy get away

ChrisRating, 5 stars9 months ago
It was a perfect price. With the ABNB it was double+. I would rather pay John more for the one night personally, than what I did. And have done twice. I have always left the place the same or better than I found it. I understand the cleaning fee, but kills single fathers like me for a 1 night trip. That being said. Walker cabin is great! Kayaks, all safety gear, fully outfitted down to toothpicks, brushes, floss, ect. You think you forgot it. It’s there. Baby monitors!
Superhost
Cabin in New Marlborough
5 out of 5 average rating, 3 reviews

Cosmo Cabin: Your Cozy Escape

DavidRating, 5 stars1 month ago
We absolutely loved our stay at this cozy, charming cabin! It’s the perfect place to unplug and unwind. Nestled in a peaceful, quiet setting, the cabin feels like a true retreat from everyday life. We especially enjoyed the screened-in porch for morning coffee and evening chats. The nearby waterfalls (a 30–40 minute walk or 10-minute drive) were a wonderful way to enjoy the area’s natural beauty. The two-person soaking tub was a highlight—so relaxing after a hike! The cabin is thoughtfully equipped with a small but functional kitchen, which made it easy to prepare simple meals. We also appreciated the high-quality linens and comfortable bed—such a nice touch that made our stay feel special. While it’s ideal for unplugging, there is Wi-Fi if you need it. There are also some cute towns nearby, full of antique shops and local charm. It was the perfect blend of nature, comfort, and low-key exploration. We’re already dreaming of our next visit!
Superhost
Cabin in Dummerston
4.87 out of 5 average rating, 46 reviews

Coverd Bridge Cabin

JelaniRating, 5 stars3 weeks ago
This was everything we asked for and more! Beautiful cabin with amazing views, privacy and amenities inside and out. A lovely hiking trail with access right in your backyard, a stream as well and plenty of seating. Everything you would need and imagine for a weekend getaway just to enjoy the peace and tranquility to connect with nature is right here. Couldn’t ask for a better experience.
Top Guest favourite
Cabin in Tolland
5 out of 5 average rating, 10 reviews

Whispering Woods Cabin | Sauna/Fireplace/Serenity

LaurieRating, 5 stars2 months ago
amazing! both the host and the house. secluded feeling. magical!
Superhost
Cabin in Florida
5 out of 5 average rating, 4 reviews

Lux Berkshires Mtn Cabin: Near MassMOCA & Williams

JordanRating, 5 stars3 days ago
We loved staying at Tito's cabin. The land is beautiful and the space is well taken care of. It's a cozy, restful cabin that's off the beaten path and has everything you need for a weekend away.
Guest favourite
Cabin in Winchester
4.85 out of 5 average rating, 27 reviews

The Ironclad Mountain Retreat

JenniferRating, 5 stars3 weeks ago
Could not have asked for a more perfect and peaceful stay at the mountain house. It is a dream of a place, in beautiful surroundings.
Superhost
Cabin in Ashford
4.86 out of 5 average rating, 86 reviews

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

DoreenRating, 5 stars2 days ago
Even though the weather wasn’t ideal during our stay, we had a wonderful time. Joe was great about checking to make sure we had all we needed for our long weekend stay. The house was stocked with everything you would need except for the food, and the kitchen was very clean! If you’re looking for privacy, rustic charm, and a lovely lake spot with a private dock just a few feet walking distance from the deck, this is the place. We all had a wonderful time.
Guest favourite
Cabin in West Brattleboro
4.94 out of 5 average rating, 18 reviews

Hidden Forest Cabin: Kitchen, Deck, Creek & Stars

RonnieRating, 5 stars2 days ago
Rented last minute for one night and everything went perfectly. Beautiful cottage in a beautiful location

Destinations to explore