
Cabin holiday rentals in Windham County
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Top-rated cabin rentals in Windham County
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Popular amenities for Windham County cabin rentals
Cabin rentals with a hot tub

Timber Frame Contemporary w/ Hot Tub at Mount Snow
I came here with my family for a winter getaway in Mt Snow and we felt it was comfortable for 5 adults and a great location. The location to the mountain is a short drive or a quick 10 min walk. The house has a nice cozy interior and Preston was very responsive.

Log Cabin: Amazing Views, River Frontage, Hot Tub
I booked Lasse’s cabin for a peaceful, scenic getaway with my family and that was exactly what we got. The cabin is immaculately clean and equipped with everything we needed. The view from the cabin was absolutely stunning. The land was so fun to explore. Lasse was a gracious host and very attentive to anything we needed. Thank you Lasse! I miss it already!!!

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.

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
The cabin was lovely! We went for a little weekend getaway with some friends and it is a great space for such an occasion. There is a surprising amount of space in and around the house and we didn't even use the three season porch. The hosts were also very responsive and easy to communicate with. Definitely a cute little home away from home!

Jamaica Mod A Frame
Awesome place near Stratton and Mt snow. Beautiful surroundings and tranquil stream nearby. Wood burning hot tub worked really well. I started it and went to dinner for a couple hours and when I got back it was over 100 degrees.

Chalet with Amazing views+ Hot Tub + privacy
This was a beautiful and relaxing place to stay for my son’s wedding.

Stunning Rustic Apple Barn - hot tub & sauna
We stayed at Apple Benton Farm in the Barn and it was everything we hoped for and more. The barn was beautifully decorated with charming rustic touches that made the space feel cozy and inviting. It was the perfect place to relax and unwind. The hot tub was amazing—clean, private, and ideal for stargazing at night. The views and surrounding land were absolutely phenomenal—peaceful, scenic, and exactly the escape we needed. Our host, Ben, was fantastic—he responded quickly to our messages, gave clear and thoughtful instructions, and really made the stay feel like a personal, human experience. It’s clear he takes pride in creating a welcoming and clean environment. We drove three hours just to stay here for a couple of nights, and it was completely worth it. We would absolutely stay at one of Ben’s places again, and we’re already looking forward to coming back!

Cozy Ski Cabin with Hot Tub, Fireplace, EV Frndly
Our family had such a wonderful stay at Gary’s home! It was a very accommodating and cozy space for us to relax and unwind. Thank you for everything!
Pet-friendly cabin rentals

Vermont Retreat Cottage |Exquisite Romantic Escape
Where to start, such a beautiful location, amazing views from every angle. Kathleen you have created the perfect little cottage, it feels secluded yet close to everything. Very convenient location, everything seems like it's a 10 to 15 minute drive, activities, grocery or just somewhere to be at peace. One of my favorite things was the five minute drive to the local CO-OP, it was such a change up to feel so involved with the local foods and produce provided, here from the Massachusetts south shore its something that we do not get a chance to experiance. Me and my girlfriend came for our anniversary and I'm not sure it couldve been anything less than perfect. Every single thing about the location, the ammenities, the activites, even Kathleen could not have been more transparent, she was very responsive during the booking proccess and more when we were on location, she stressed that if we needed anything to let her know. This is without a doubt somewhere that we are going to stay again.

VT Cabin | AC | Firepit | Hike | Swim | Ski
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!

Cottage
The place was perfect for what we needed….a place sleep and relax intermittently with our dog. It’s a cabin and not the most luxurious accommodations but it was fitting for us. Would certainly use it again when the time arises—and it will.

Starry Skies 7min to Stratton Dogs OK Pikes Falls
Cute place with a large property. Great for dogs. Super close to Stratton, and other ski resorts are also close by. Fantastic value for the money.

Cabin 7min to Ski Stratton-Wood Stove,Views,DogsOK
The cabin was perfect for a cozy weekend getaway! In fact, it was even more lovely in person than the photos. We did some lovely hiking in the area and visited nearby farms. Our dog loved the space and slept like a log after a day of hiking. On the day it rained, we had the best time staying inside, reading, playing games, and listening to music. There are clear instructions everywhere to help make sure everything is used properly. While it was too cold and rainy to make too much use of the outdoor amenities, we were able to easily grill. We hope to come back in the summer to make fire pits and swim in the nearby brook! Overall wonderful stay, it was everything we were looking for.

Quaint Remote mountainside cabin
Becky is a fantastic host! She communicated with us very clearly and in a timely manner. This cabin is in a very private location that allows you to connect with nature, all while still in the comfort of a cozy cabin with a smart TV! The place was very tidy and smelt great for a smaller space with a composting toilet. The lack of running water was not an issue for us, as we were still able to do things like wash dishes and brush our teeth with the resources Becky provided. When it came time to leave, we were stuck in the snow and Becky and her husband did not hesitate to help us. They got us out of there in no time! We will definitely be visiting the cabin again.

Mt Snow Château
What a great stay! Srini was very accommodating prior to our arrival and was always quick to respond. This home is a perfect in between to Stratton and Mt Snow which served our group well. Cozy doesn’t begin to describe the living areas and the garage was a great addition at night. We would absolutely recommend this property to anyone considering it. Can’t wait to visit again!

A-Frame Mountain Retreat near Manchester
Monique and Jason’s A-Frame cabin exceeded our expectations! They thought of every little detail you would need in a home away from home. The decor was great, the kitchen was stocked with so many utensils and gadgets (I was not expecting to find a zester for my dinner recipe but it was there!) and the bath towels were amazingly oversized, which is a rare find! The A-Frame was the perfect spot for a girls weekend. We loved the record player (especially Alanis and Noah Kahan) and had a great time celebrating our dog Harley’s 9th birthday pawty there. Would highly recommend and can’t wait to stay again!
Private cabin rentals

Peaceful A-Frame | River Dip, Sauna & Cozy Porch
We had such a lovely stay for my birthday weekend. Jonathan’s place was exactly as described. A great way to escape the city! Had a nice guide to the house with instructions on how to light the fireplace and work certain things around the house. Such a beautiful and peaceful stay!

Ski Cabin - 4 min to Bromley, near Stratton, Magic
Loved staying at Ryan’s cabin! Was perfect for a ski getaway with a handful of friends. Would highly recommend!

Craftsman woodland Cabin. Privacy meets Luxury.
Our group was two couples, a toddler and a dog. We absolutely loved the unique and funky space that Chris and Elizabeth created in Newfane. There were plenty of comfortable places to lounge, play games and eat. We loved the two woodstoves, which made the place extra cozy. We also enjoyed the sauna out on the deck. We explored the surrounding area a bit and had dinner at the Fat Crow one of the nights, which was delicious! It was the perfect place to get away and unwind for the weekend.

Stoni Woods: Log Home in Southern VT
We’ve stayed at Beth’s place a few times and absolutely love it - hence why we keep coming back and will continue to do so! She is very communicative and her place is squeaky clean and cozy. We love the log cabin feel and want to go back in the summer since we always go in the winter. This was the first time we brought our dog and she was in heaven! Thanks again, Beth!

Bear Tracks Cabin - VT Escape
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.

Log Cabin in the hills, fast wifi, beautiful views
Secluded cabin that felt right at home. Very easy to get in and fast communication when needed! You definitely will need 4wd or awd in the winter time to make it in and out. It’s in a great location close to the interstate by bellows falls and Springfield. Very quiet neighborhood!

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!

Fjällstugan - 2 br cozy log cabin
We always have a Great stay at Beth's Cabin. ot never disappoints. and she is one of the best hosts you could ask for. !!! We Will be back again !!!
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- Stratton Mountain
- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Saratoga Race Course
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Ekwanok Country Club
- Hooper Golf Course
- Bretwood Golf Course
- Baker Hill Golf Club
- National Museum of Racing and Hall of Fame
- Peebles Island State Park
- Northern Cross Vineyard
- Willard Mountain
- Hancock Shaker Village
- Pineridge Cross Country Ski Area
- Dorset Field Club
- Things to do Windham County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
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