Tiny house holiday rentals in Windsor County

Rad took us last minute. Our first host canceled his reservations on us. Rad was able to clean his place and get us within two hours. The place was clean and lots of beds. Overall it was great stay and I will do it again.

The place is advertised and looks as nice as it is. Hot tub was not private as advertised and listing needs to be updated being a shared hot tub with the main house on the property. Besides that house was nice, will look to book one of the tree house properties in the future.

Beautiful, secluded cabin. Lots of things to do nearby. Mike is an excellent host. Very communicative and helpful. He even built a fire in the woodstove prior to our arrival. Would definitely recommend to others.

We had an awesome getaway at Kevin and Lesley’s cabin! This was our last little getaway before we get married this fall and it was the perfect unplugged retreat to feel connected going into the stressful time before the wedding. The cabin is cozy, the bathroom is adequate and sort of surprisingly not as buggy as it could have been, and the porch was my favorite spot to feel connected to nature. Kevin was very communicative and the instructions in the cabin were very clear. Luce’s lookout was amazing at the top and a really great recommendation by our hosts. We would definitely go back!

Fernando's Cabin was amazing. Clean, quiet, and everything we were looking for to get away from our day to day lives. Would 100% book this cabin again and also look at other listings by Ben.

Janie's place was an absolute dream. The chalet was very cute - the perfect place for my fiance, son, and me to stay for our 2 day trip to ski/snowboard at Killington. I was injured the first day on the mountain so had to stay at the chalet on the 2nd day and it was so serene and peaceful. The snow in the surrounding area was an added beauty. The chalet overlooks Janie's beautiful log home next door. The inside of the chalet is just as it looks in pictures - very cozy. The kitchen and bathroom are well stocked. The stairs and rooms upstairs are very cool. Don't hesitate if you want a unique experience. Janie was very responsive during our stay. Thanks so much Janie!

No words can describe Bob and how beautiful his soul is. He welcomed us into his home and made us feel welcomed at every point in our stay. His place is gorgeous with a bunch of beautiful scenery, and one of a kind house decor. Bob is unlike any other host I’ve met, and we will definitely be back again!

Host was very easy to communicate with Rustic and uncomplicated

One of the best family get aways! Plenty for the kids to do, friendly family atmosphere, and a peaceful place for us parents. The cabin was beautiful and Sean was wonderful to deal with, helped in anyway possible! We will be back!

We had an amazing stay at the cabin. It was very cozy and clean, and had everything we needed. Just the right amount of comforts but still maintaining a remote cabin vibe. We would definitely stay here again!

What a beautiful cabin!! The scenery here was truly something else. From check in to check out everything was nice and easy. I couldn’t recommend this more. Very safe very clean.

After a rough start to our trip, arriving at this cozy cabin was a relief. It was warm, inviting, and just as pictured—though the views were even better in person. The peaceful rural setting made for a great night’s sleep, and helped with getting out of my writer's block. We were surprised by how much the mini fridge could hold (our Costco run fit with no problem!). Andrew was a fantastic host—helpful, friendly, and full of great recommendations. Babe’s Bar was a standout and unlike any place we’d been before. The cabin was well-stocked with everything we needed, making our stay effortless. Plus, its location was perfect, with easy access to both skiing and ice skating spots. Overall, a great retreat for adventure or relaxation. We’d definitely stay again!

Very cozy place to stay close to downtown Rutland and Killington! Great stay!

My wife and I stayed at this Airbnb for a weekend ski trip, and it was perfect! The place was cozy, well-located, and had everything we needed. After a day on the slopes, it was the ideal spot to relax. Highly recommend!

This was absolutely the best Airbnb I’ve ever stayed in! The cabin, the property, the scenery, absolutely beautiful! Would recommend to anyone for a nice relaxing peaceful vacation. In my experience with Airbnb Matt was the absolute most responsive, most proactive, and the most helpful host I’ve ever stayed with. During our stay we got hit with a massive snow storm, dumping around 16 inches of snow and before we even woke up the next morning everything was plowed and ready to go! Also, during our stay there was an issue with the hot tub and we weren’t able to use it but like I said Matt was extremely proactive and helpful through the situation and it didn’t hinder our stay at all. With all that being said this was absolutely the best Airbnb I’ve ever stayed at! Thanks again for everything Matt!

The Cozy Tiny Home on Black River was wonderful for our ski tip to Okemo Mountain Resort. It's less then a 5 minute drive to the mountain and there is also a shuttle but it's about a 15 minute walk. We loved that our pups were able to stay with us. They loved playing in the snow and we found a dog park up near the mountain that was great to be able to let them run around unleashed. Enjoyed being so close to town and the choices of restaurants were great! Thank you Rebecca!

David place was great, cute tiny homes in good location near local restaurants and super market. David is very responsive. We would stay again when we are in the area.

We had a nice stay, cozy place and peaceful yard.

We stayed for one night between ski days and had a fantastic time! This cabin was the perfect spot for a peaceful evening. Elizabeth was a wonderful host, meeting us out front and helping with our bags. The cabin was cozy and stayed plenty warm, even on a 0-degree night. We used the toaster oven for dinner, and it worked well. The setting was stunning, especially with the snowfall. The large cabin windows provided beautiful views. I would definitely stay here again. A couple of small areas for improvement: the WiFi wasn’t working and some dishes weren’t fully clean. Overall, a wonderful stay. I’d highly recommend it.

Really nice experience here…cozy place with everything we needed…hosts were informative and responsive we had no issues with arrival or departure…location worked out well for us and loved the area and the privacy we had…even our dog who gets very nervous in places away from home settled in immediately and seemed to love it all! We had everything we needed and would and hopefully will return again in the future…highly recommend! Thank you so much to our hosts!

Beautiful cabin- even better than the pictures! Such a cozy and relaxing place to stay. The breakfasts were delicious and such a nice bonus. Can’t wait to stay again!

We really enjoyed Richard's cabin for a "change of pace" night. The dogs enjoyed the pond and surroundings. We enjoyed the propane heater in the cabin (since it was a rather rainy, dreary day). I'm sorry we didn't have firewood, as it would have been nice to make a fire in the fire ring, but all in all, it was charming, peaceful and had just enough amenities to make it comfortable. I was surprised that the cost was about the same as the other other places we stayed in Vermont and New Hampshire that had full amenities plus breakfast.

An incredibly relaxing getaway! The morning sunrises were spectacular as were the views of the mountains in NH and VT. Such a comfortable place with warm, radiant passive solar heating on those sunny mornings!

We loved our stay! Was a great way to disconnect, while being pretty close to lots of local activities and restaurants