
Cabin holiday rentals in Windham County
Find and book unique cabins on Airbnb
Top-rated cabin rentals in Windham County
Guests agree: These cabins are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham County cabin rentals
Cabin rentals with a hot tub

The Owl’s Nest in Landgrove
I was looking for a stay at a quintessential Vermont cabin with modern amenities and this fit the bill perfectly! It was cute, tastefully decorated, private, and had great amenities. Definitely pay attention to their directions regarding saving information and instructions before leaving cell service because cell service disappears. The cabin was private and located in a serene area, but only 20 minutes from Manchester and an easy drive from Bennington or White River Junction (we did both). HIGHLY recommend both location and hosts! Host was even kind enough to invite us to a local concert.

“Dragonwood” Rustic Micro Cabin Retreat
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!!

Jamaica Mod A Frame
Amazing, beautiful, comfortable, designed with every detail thoughtfully curated. Welcoming, incredibly spacious, calming… all while listening to the rushing waters of the river. You will not be disappointed. In fact, your expectations may well be exceeded. Thank you 🙏🏽.

Stylish Getaway w/ Hot Tub & Firepit Near Stratton
It was same like looked in pictures. Secluded nice place. Our family enjoyed the stay. Irina helped us with everything needed and we loved the stay. In winter we will come back again. Only thing for summer is NO air-conditioning but she has fans in every room.

Rustic Cabin in between MountSnow & Stratton
Amazing stay right on the stream! Dog loved it. Hot tub was incredible. Very peaceful and calm weekend away! Great for any season.

Contemporary 4 bdrm Cabin Hot Tub and Sauna
John was an amazing host. Everything was like the pictures. He had binders with things to do around the area, which was amazing. He had trail maps and board games. The sauna and hot tub were both great and well maintained. Would definitely recommend for any family for a relaxing time. The loft was a nice little hiding spot. Plus it was only a 12 minute drive to Jamaica State Park with amazing views and right down the street from Stratton Mountain. I will definitely be booking this again!!!! It was an absolutely amazing weekend with an absolutely huge outdoor fire pit for the whole family!! The kitchen has everything you need just bring food. Towels and sheets are included as well and an absolutely beautiful view from the dining room table!!

Stunning Rustic Apple Barn - hot tub & sauna
We had a wonderful stay! It's such a beautiful and unusual cabin. It would be great for two couples as there are 2 equally great bedrooms that are quite separate, and a very nice sitting area around the amazing wood stove. (Which we didn't use because it's June and not necessary.) The hot tub was such a treat, and the bedroom with the boat was so cool. (OK, so maybe the bedrooms aren't quite equally great.) The kitchen is outstanding! We sat out on the porch a lot looking over the meadow, and I really liked that we were able to bring our dog. About the notes and instructions: they didn't bother us at all. There's a few non-intuitive features of the cabin, and it was useful to have clear guidance on those things. I want to make clear why I gave 4 stars for "cleanliness". I think they do an excellent job cleaning this cabin! But a rustic cabin like this is impossible to make "5-star clean". If you want or need that level of cleanliness, then "rustic" isn't for you! Go find a nice hotel.

Cozy Ski Cabin with Hot Tub, Fireplace, EV Frndly
Great Cabin to have some friends or family with and to get away from surburbia. Enjoyable hot tub, outdoor and indoor fire pit and a deck to be with all guests. Adequate sleep set-up for familys. Would stay here again!
Pet-friendly cabin rentals

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly
Christina was an excellent host who ALWAYS responded to any of my questions or concerns immediately and courteously. Her space was exactly as described and very spacious as well as a fantastic environment for a group to get together and have a great time! I highly recommend Christina’s place for a great time with a large group, she is the ideal host who works tirelessly to provide an amazing space for her guests!

Vermont Retreat Cottage |Exquisite Romantic Escape
Spent a beautiful weekend at this cottage. The property is beautiful. Lovely to hear the birds and view the gardens. It rained most of our trip but we didn’t mind because it was so restorative to hunker down and relax here. Well stocked kitchen. Nice bedding. Close to Brattleboro and easy access to hiking/farms etc. Kathleen was the perfect amount available. We’re sorry we didn’t get to meet you in person!

Peaceful A-Frame in VT | Sauna, River, Cozy Porch
Great place to stay if you’re looking for a peaceful retreat into the woods. This is a quaint, quiet retreat that provided us a relaxing getaway from the city. The property is surrounded by lush greenery and a beautiful stream. Inside, the projector makes for awesome movie nights. The kitchen provided everything one would need. The bedroom is good, but be mindful of a large step up to get into bed. This place isn’t for the faint of heart if bugs aren’t your thing. Came across a bit, but friendly spider and our dog picked up a couple of ticks. Nothing the hosts can do and they provided tick spray. The hosts are super responsive, helpful, and accommodating. You can’t ask for a better host honestly. Great place, highly recommend!

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

Off-the-Grid Cabin in the Forest
Ideal cabin in the woods for a secluded forest getaway - well stocked kitchen, and the outhouse is 10/10. Very responsive and helpful!

A-Frame Mountain Retreat near Manchester
The place is beautiful, private, quiet, cozy. Monique is super accessible and friendly, I felt super comfortable being able to take my dogs. The house is complete in the details, they thought of everything to make the place as pleasant as possible! Thank you Monique...

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike
This was our 2nd time staying here and it was lovely! The house is clean and cozy. Great location by the river — lovely spot for an evening fire and morning coffee. Well stocked with kitchen essentials, towels, linens, etc. Thank you! We will be back!

The Woodland A-Frame
This was a beautiful stay! My boyfriend, and his dog, really enjoyed our time here. I would highly recommend anyone to stay here! 10/10 would stay there again! ❤️
Private cabin rentals

Log Cabin Escape Close to Skiing & Shops
Pristine, cozy cabin in the heart of the forest, but yet close to everything. So many little extras that make you feel at home. Directions to everything in the home are clear and precise. Ian and Mikayla checked in throughout the trip and were available for any questions. The views are amazing. Our family enjoyed our visit and will definitely be back. Thank you for sharing your beautiful home!

3 Bedroom Ski House / Near Mt Snow / Clubhouse
My friends and I had a wonderful stay here. This place is super cute and exceptionally clean, super close to Mt Snow as well! Would absolutely stay here again.

VT Cabin | AC | Firepit | Hike | Swim | Explore
They definitely have put a lot of thought in supplying everything you can think of needing in an Airbnb. It was unexpected but well appreciated. The home was very cozy and clean. The only suggestion I have is that the bathroom showers and floors could use an update. Otherwise, my family enjoyed the stay and would definitely stay here again if we can. Thank you for being a great host, Lorraine!

Craftsman woodland Cabin. Privacy meets Luxury.
Beautiful spot, friendly host and the host was very welcoming and responsive. We loved the great room and spent most of our time there by the fireplace

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
This was a great retreat. We plan to visit again in the other seasons. My family loved it and didn’t wanna leave.

Hike Stratton! Cozy Rustic w Deck + BBQ + Firepit
This house was beautiful and such a great place to stay with family/friends. Paul was friendly, responsive, and helpful when responding to my questions. Overall an amazing experience!

Wishing Well Cabin
This was the cutest, coziest place for our Stratton ski weekend. The cabin is beautiful inside and out, very comfortably fit the six of us, and was equipped with every amenity you could need. Also sparkling clean. The hosts were lovely and highly responsive. We are looking forward to coming back in summer and fall!

The Green Mountain Roost (Dogs Welcome!)
We were looking for a getaway romantic weekend while there was still a little bit of winter going on. It was a very cozy place. The kitchen is very well equipped as we both love to cook. We had an absolutely great time.
Destinations to explore
- House rentals Windham County
- Chalet rentals Windham County
- Rentals with lake access Windham County
- Rentals with a fireplace Windham County
- Apartment rentals Windham County
- Rentals with breakfast Windham County
- Fitness-friendly rentals Windham County
- Townhouse rentals Windham County
- Pet-friendly rentals Windham County
- Rentals with a washing machine and dryer Windham County
- Ski-in/ski-out rentals Windham County
- Rentals with a kayak Windham County
- Kid-friendly rentals Windham County
- Waterfront rentals Windham County
- Bed and breakfasts Windham County
- Family-friendly rentals Windham County
- Rentals with an EV charger Windham County
- Private suite rentals Windham County
- Tiny house rentals Windham County
- Beachfront rentals Windham County
- Farmstay rentals Windham County
- Rentals with outdoor seating Windham County
- Rentals with an accessible height toilet Windham County
- Rentals with a patio Windham County
- Rentals with beach access Windham County
- Rentals with a hot tub Windham County
- Condo rentals Windham County
- Rentals with a sauna Windham County
- Rentals with pools Windham County
- Rentals with a fire pit Windham County
- Cabin rentals Vermont
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- The Shattuck Golf Club
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Bousquet Mountain Ski Area
- Pineridge Cross Country Ski Area
- National Museum of Racing and Hall of Fame
- Clarksburg State Park
- Hooper Golf Course
- Brattleboro Ski Hill