
Cabin vacation rentals in Pioneer Valley
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Top-rated cabin rentals in Pioneer Valley
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Popular amenities for Pioneer Valley cabin rentals
Cabin rentals with a hot tub

Stockbridge Snug- cabin luxury just steps to lake!
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.

The Red Cabin-Secluded Getaway with backyard Brook
I was on the hunt for a cabin in the woods and finding Williams place was a dream. It’s 15 minutes from Torrington but you feel like you’re more isolated. It was perfect for my husband’s birthday getaway. William is friendly, helpful and responds quickly. He even gave us a late check out time. The house has amazing antiques and interior. I’m sure he sourced from several of the local antique and flea markets in the area.(Don’t forget to hit an ATM prior to going antiquing) He has a book in the cabin with a ton of local recommendations. We mostly just kicked back and relaxed at the cabin. Soaking up the sun in the hot tub outside next to a lovely bustling river/creek in the back yard. It was a bonus given I have a bad back and it was a little tough adjusting to not sleeping in my own bed. We have already decided to book this place for our anniversary. Thank you again for hosting us and we can’t wait to come again!

“Dragonwood” Rustic Micro Cabin Retreat
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.

Tolland Cabin w/ Private Hot Tub & Grill!
Definitely an amazing place, beautiful! But secluded make sure to stock up on groceries and essentials before arriving nearest market is about 16 minutes away. Overall great stay!

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
This place is a hidden gem in a great location, especially if you live ski or other winter sports (perfectly located close to several mountains). Regarding the property, it was pristine clean, well arranged and had everything we needed (or even more). The rooms were comfortable and the hot tub was a great touch. I would completely recommend this place to anyone visiting west mass, will not disappoint.

Beautiful Lakefront Log Cabin15 Minutes from Mount
We had a great visit and would definitely rebook. We loved this beautiful house in such a peaceful setting close enough for our day trip to Mt. Snow. The accomodations were perfect for our group of 10- 5 adults & 5 kids. Very nice bedrooms, and beds with plenty of bathrooms. The living room is spacious and open, containing a charming fireplace and wraparound deck with a gorgeous view. The bunkbed room was perfect and gave all the kids their own space. Cons- 10 am checkout - way too early! The back slider door is broken and difficult to keep on its track - safety issue. The hot tub was insanely hot and hard to regulate. Not even one ping pong ball at the house for the table so the kids couldn't even play. Such a small thing but such a big bummer! :(

Mid-mod VT Dream Chalet near skiing, lake & forest
This chalet is a wonderful place to decompress. The owners go to great lengths to ensure that it is stocked with wholesome family fun. We definitely hope to come back one day.
Pet-friendly cabin rentals

La Cabañita - The Little Cabin
Super neat cabin on private lot. Great for a small group getaway and feels very spacious. Fireplace was a charm to use and host has the rental stocked well. Caution with snow, driveway can be a little tricky to get up and down if it’s not plowed. Nick is super help if anything is needed!

Whispering Woods Cabin | Sauna/Fireplace/Serenity
We had a wonderful stay at this cozy and beautiful cabin! It was exactly the quiet, relaxing, and secluded getaway we were looking for. We were welcomed with a beautiful basket full of goodies. The bed was comfortable, and the sauna and large jacuzzi tub were perfect for unwinding. The kitchen was well-equipped, and having both a crock pot and air fryer made meal prep super convenient. We really enjoyed the cozy wood-burning fireplace. Communication with Elle was excellent—she was very responsive and helpful throughout. Although it rained during our visit and we didn’t get to use the outdoor spaces much, there are some lovely spots for enjoying a fire or just relaxing outside.Highly recommend this cabin for anyone looking to recharge in a peaceful retreat!

Panoramic Sunroom | Soaking Tub | Modern Cabin
Fell in love with this place! Honestly wish we could've stayed longer. Amanda was such a great host - super nice and incredibly accommodating when I booked last minute. My biggest disappointment? Not having time to soak in that amazing tub! Definitely won't make that mistake next time. I am sure this spot is serene any time of year, but I bet it's absolutely stunning in the summer. Highly recommend.

The Ironclad Mountain Retreat
This place looks even better in person! The styling of the interior is such a fun and funky get away! I immediately wanted to come back in better weather (we were there in January) and do a reading retreat. I wish we could have enjoying the adorable 3 season porch or actual outdoor patio overlooking the farm and the mountains in the distance but Mother Nature said no to that and dumped a ton of snow! It was a wonderful cozy week in the cabin! Will definitely be back! Patti herself came down to bring us a space heater- it was an unusually cold week. She was awesome! Friendly and told me about all her plans with the property! She just felt so genuine like someone I would sit down and have coffee with to discuss anything and everything! Can’t wait to go back with a stack of books and list of new recipes to try cooking!

The Green Mountain Roost (Dogs Welcome!)
My husband and I recently had the pleasure of staying at Fern's. It was an absolutely unforgettable experience. From the moment we arrived, we were struck by the stunning location and breathtaking views, making it the perfect escape from the hustle and bustle of everyday life. Inside, the cabin exuded warmth and charm, with a perfect mix of rustic touches and modern comforts. The space was clean and thoughtfully decorated, creating a relaxing and inviting atmosphere. The cozy fireplace was a highlight, providing the perfect setting. The house came with everything i mean everything you can possibly need kitchen wise. Would definitely stay here again

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
What a great find! We did a weekend trip with friends and this was the perfect lake house. Joe was a fantastic host, very responsive, and gave recommendations for the area nearby. The lake was beautiful, place well maintained with all the amenities we needed

Modern Luxury Log Cabin
Tim was a great host of a great house. We had a family of 8 including 3 kids and were so comfortable and felt that the house was clean, well-stocked, and welcoming. Tim responded to any questions within minutes and was so accommodating. Would recommend to anyone and everyone.

Cozy rustic cabin with beach on pond with 7 acres!
We really enjoyed our stay at the cabin. Our pets loved taking long naps by the fireplace. - clean place - responsive host - private and peaceful
Private cabin rentals

Guilford Grove Cottage
The hosts were very responsive. Cabin was as described and very cozy.

Two Geese Cottage, Private Home For Getaways!
Amazing ambiance, sensational amenities, really worked well for the isolate cabin feel my girlfriend and I were aiming for this weekend. Lots of blankets, heaters, board games, local maps and recs. Had a winter storm our last day and owner was up 6AM shoveling a path from the back of my vehicle to the road. An incredibly conscious pair of hosts, can’t wait to come up here again!

Luxe Log Cabin Minutes From Skiing, Hiking, & More
I planned a weekend getaway for my family as we all live about 2.5 - 3 hours from Great Barrington. Betsy's place worked perfectly for 3 couples and a baby. The kitchen was well stocked with all the equipment we needed to cook breakfast and dinners. The living room was very comfortable for our Saturday after-dinner game night! Everyone slept comfortably and enjoyed having their own space. Betsy is a great and responsive host and even though she was not in the area last weekend, we were also able to contact her local house manager with questions! I definitely recommend a stay at this cabin in Great Barrington.

Hidden Forest Cabin: Kitchen, Deck, Babbling Brook
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!

Vintage Riverview Cottage
We had a great stay at Sandra's place! Our car got snowed it and they helped us dig it out. Very friendly.

Serene Lenox Hills Cottage - Berkshires
We had a wonderful stay at Alex's cabin. The location was secluded yet still within a short drive to Lenox. The cabin sits at the end of a gravel road and is surrounded by trees. The vibe was rustic and the house was comfortable for our party of four. We found the house clean and stocked with everything we needed. Alex was a very communicative host. We hope to return again.

Berkshires Lakefront Boho Modern Retreat
What a beautiful home in a gorgeous setting. We unfortunately got caught in a winter storm during our stay. Christina went above and beyond to make sure we were taken care of during the inclement weather. We will definitely stay here again!
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- Jiminy Peak Mountain Resort
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- Otis Ridge
- Rockledge Golf Club
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- Bushnell Park
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- Norman Rockwell Museum
- Naumkeag
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