
Cabin vacation rentals in Windsor County
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Top-rated cabin rentals in Windsor County
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Popular amenities for Windsor County cabin rentals
Cabin rentals with a hot tub

~The ClubHaus~
The Clubhaus was the perfect private getaway my girls and I were looking for. The area was secluded and beautiful, but not too far from local favorites that we felt out of the way. It was the most relaxing and homey place I’ve stayed to date- I can’t wait to come back and enjoy the serenity again!

Beautiful Art Studio with hot tub/sauna #1 Airbnb
We had a wonderful time in this beautiful rural Vermont oasis. Exactly what we were looking for! The place is quintessential VT…. So if you are looking to spend a few nights in a reconverted barn on farmland…. Well, this is it. We loved being able to walk the property, and the jacuzzi and sauna were a real highlight. Directions getting in and figuring out our building were a bit confusing at first but we figured it out. We had a few small issues but Ben was responsive and did his best to take care of them quickly - with varying levels of success. The outdoor area could use some easier access and a bit more attention, but we were told that it is in the works. We would stay again in a heartbeat!

Luxury Cabin#1 Hot Tub Fire Pit Kayak Paddle Board
One of our favourites on our travel through the country. Definitely recommend a visit and a couple of nights!

Cozy Log Cabin with Hot Tub | 1/2 mile to Okemo
The perfect place for our family’s ski trip. The cabin is exactly what you picture for a winter VT trip. Charming log cabin with a wood burning stove, but with all the modern comforts. We were only 5 minutes from Okemo and the hot tub was amazing after long ski days. Locked ski locker on the porch was convenient. Great kitchen so we could cook breakfast and hit the slopes early. The host gave clear instructions and lots of helpful recommendations - very friendly and quick to respond. Fire wood and log starters made the cabin cozy at night. Despite all the snow, the driveway was well plowed. It’s a quiet dead end road without traffic. We will definitely be back!

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.

Charming Lg Cabin, 4bd, 3ba, 14 beds *NEW*
This place was exactly as described and in a great location! It was so close to killington mountain and even closer to the town of killington. The host was very responsive and gave helpful details and instructions. Highly recommend this place for a mountain weekend!

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
Such a quaint beautiful home! We absolutely loved the decor, the layout, hot tub, there was little special touches everywhere. It was easy to find and close enough to everything. Highly recommend to other guests and would love to come back and stay longer next time!

Mountain Edge A-frame
We really enjoyed our stay at the A-frame. For a group of 11 there was ample space and we had a great time together. The 20min drive to Killington was quick and easy in the daytime, although note that this location is outside the radius for shuttle transport to/from the bars at night. We got fresh snow on our drive up, which made for great skiing, but not great driving conditions. It is mentioned in the listing, but please be aware that AWD is absolutely necessary to get up the final 2miles of the drive in the winter. One of the cars in our group could not make it up the hill, which caused some hiccups in our travels. Would definitely recommend this stay, just come prepared!
Pet-friendly cabin rentals

Peaceful escape
Had a wonderful time at the cabin can’t wait to book again. The space heaters came in handy as it got cold at night. Plenty of water there for us to use, and extra camp wood for a fire. It was a beautiful, peaceful, quiet place to rest and be in nature in so glad we could have this experience.

Cozy Vermont Cabin near Okemo.
A very clean, cozy, and comfortable home! We came to ski at Okemo and were pleased that the house is only about a 10 minute drive from the resort and the town of Ludlow where there are great restaurants and shops. The living area of the home is spacious and great for hanging out - there were tons of movies on DVD and video games to enjoy. The kitchen was well-equipped and perfect for cooking meals at home. The beds were comfy. Overall a wonderful stay! We hope to be back in the future.

Modern Okemo Smart Cabin - As Seen On DIY Channel
Aaron’s modern cabin in Ludlow was wonderful. Close to ludlow but nice and set back in the woods near town. Quiet and peaceful. The house is a newer build so it has all the creature comforts of home! My family had a great time and our 9 year old loved the loft space. Great to have a washer dryer and dishwasher in the Airbnb. Aaron was a responsive and helpful host with easy to follow rules. We enjoyed our time at the cabin and highly recommend. We will be back!

Stunning Artist Retreat Cabin
Such a cute, unique cabin! It has inspired me to maybe build one back at home! We especially loved the tiny fireplace, seeing the stars from the loft, and the frog music. Only note for future guests is to make sure to read the full description as she notes that the Internet is spotty and didn't work the entire stay for us.

The Creek Cabin at Sky Hollow
The stay was fantastic. The cabin is located in a perfect area surrounded by the woods, beautiful trails, a sauna and just so much greenery we couldn't believe it. The cabin itself was incredibly well put together, had everything you'd need and then some. Jess was very accommodating and answered every question we had. 100% recommend!

Fairlee Log Cabin
I was so happy staying at Brooke's cabin. There was so much to be happy with, I'll do my best to list them all! 1. Brooke was well responsive - I ran into 2 small problems and she was proactive and fixed them fast. 2. The whole place is super dog friendly! I am often worried where my dog is and isn't allowed in Airbnbs, not here! Brooke even left out dog toys, bowls,and beds as well! 3. All linens were cleaned, even the throw blankets! 4. the trail in the backyard is a nice touch! unfortunately I didn't have many non rainy days so only got to explore some of it, but it is a different world back there! 5. The kitchen is incredible: 3 different ways to make coffee along with a frother and a grinder! the pots and pans are chef's choice! and the knives aren't dull! I was well equipped to cook and theres plenty of space to do so. 6. the bathtub is a godsend! 7. incredible library! I cannot recommend this place enough!

100 Acres Views & Creek near Woodstock/Killington
Had a great stay with friends at Laura’s place. Laura was friendly flexible and reached out to make sure we didn’t have any issues checking in. Very nice place with a nice Vermont feel. 10-15 minutes from skyeship base. Had a great weekend. Would stay again.

Private Log Cabin near Quechee
Halley was very accommodating and kind! She has a list of things to do and places to eat on her fridge. The surrounding area is serene and it was such a nice escape!
Private cabin rentals

RZEKA Cottage: Riverfront home in the Green mts.
Angela's RZEKA COTTAGE is a true find! This was our second time visiting in the area, staying at Rzeka Cottage. It is a well-appointed, SUPER clean home on the White River. My husband spent his morning-coffee time, watching the sunrise over the mountain at the river's edge. Quite dramatic and a great way to start the day! The hot tub was new to us and a wonderful amenity! It was very easy to use and we did so on our last night at RZEKA. Angela is a very responsive and pro-active host. She gave us the information we needed and got back in touch promptly with any extra questions we had. It will not be our last time staying at Rzeka Cottage when we are in the area again!

Little Cabin on the Ridge
Beautiful home and area, very quiet and comfortable. Kelly is communicative and helpful. Thanks for having us and we'd definitely enjoy coming again!

Cozy Mountain Cabin | Fireplace | Secluded Getaway
Super cute, clean, and cozy cabin in a peaceful, remote location. Hannah was an especially responsive and accommodating host. Would definitely stay there again!

Cliffside Cabin # 2 South Royalton, VT
We were in town for the Vermont Law and Graduate School graduation weekend. This was a beautiful private alternative to further-away hotels for about the same price and we could bring the dog. Very private, pretty, and peaceful. The cabin had all the supplies we needed and more. Great hosts and a great stay, we will be back!

Four Season Escape | Near Lakes,Trails,Killington
Dan was a great host. The property is 15 minutes from Killington and a nice accommodation for those looking for a little more privacy and quiet compared to staying at an apartment complex. Would definitely consider coming back during a future trip.

Riverfront Golf Getaway – Walk to Fox Run Golf!
This was such a lovely Airbnb. We last minute had to cancel our reservation at another location because of impassible conditions. I booked this place and luckily Melissa responded in minutes and provided us with check in info. It is located right by the mountain. The house is updated with sleek mid century modern decor, very clean and cozy. House is very well stocked, kitchen had everything we needed, including coffee, tea and sugar, great cozy throw blankets, comfortable beds. We really lucked out!

Green Mountain Rustic Elegance
The house was really cool plus the location made it super private. And awesome spot for a snowboarding trip about 30 mins away from killington.

Charming Cabin in Central VT
We had a wonderful stay; this was the perfect launching spot to get to several different ski areas. The kitchen is well equipped so we were easily able to cook meals. We also loved the wood stove, the cosy seating, and the comfortable beds. We would definitely come back!
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Autumn Mountain Winery
- Fort Ticonderoga
- Dorset Field Club
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Northeast Slopes Ski Tow
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Hooper Golf Course
- Brattleboro Ski Hill
- Bretwood Golf Course
- Fox Run Golf Club
- Ekwanok Country Club
- Veterans Memorial Recreation Area Ski Hill
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