Tiny house holiday rentals in Windsor County

Great place, close to the mountains and remote enough to avoid the hustle and bustle. Hot tub was great! Only warning would be to make sure you have snow tires for the driveway in the winter!

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 Cabin - description was fully accurate and be sure to read. Winter snowstorm when we went and could not have been a better weekend. Sled was provided to bring our stuff to the cabin and if you want to unplug and experience beautiful VT, this is the place. Thanks again Mike

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!

The sauna is real but takes some work to get warm due to subpar insulation (heat loss through the door and window). The hot tub area was very nice with a beautiful view. The property overall was very scenic and we had a great walk in the morning. Proximity to Stratton is great, where we skied. The cabin was cozy as advertised. Overall price is fair. Not a steal, but you do get a lot of amenities and a place to yourself in the Vermont woods. It was not made clear in the listing that there are multiple other cabins, so there might be other guests competing for the hot tub and sauna. Worth checking with host beforehand if the other cabins are booked if privacy is important.

Janie’s chalet was so cozy and perfect for our weekend ski getaway. The place is dog friendly and peaceful! There were extra snacks left for us and Janie was very responsive. Janie is a great host!

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!

Heather was very responsive and flexible, and the house was clean and cozy! Thank you Heather!

Tiny house with a Big personality! Immaculate. Impeccable design. Down the street from Brownsville Butcher and Pantry. 20 minutes from Woodstock and Woodstock Nordic Center. Mark and Yulia were great hosts. Perfect ‘little’ getaway.

It felt like I was visiting a an old friend’s house. We felt right at home and be rug welcome! It was so cozy and peaceful. It’s unique set up and spunky decor were so fun to explore and we appreciated every fun quirk about the home! All of the little details had been thought of, even the soap and lotion available to use were wonderful. We are looking forward to our next visit!

Rebecca was very attentive to everything we had questions about. Looking forward to coming back next year. Loved the back porch. Fire pit was fun. Bring wood and enjoy the stars at night. Quiet snow is a thing! Hardly no traffic at all. We went to a number of restaurants in the area.

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

Jessica was a great host and helped us out with some car troubles. The cabin is very nice and clean and has everything you will need for an affordable price. There is ski resorts and outdoor activities within short distances. I recommend this place and if we are in the area we will stay again.

Super sweet spot!! Would 100% stay here again. There were loads of personal touches and character in the cabin, and you can tell they care about the land deeply. We stayed in the winter and it was super cozy, got to go for a xc ski around the property and down to the river, and saw some wildlife!! Highly recommend! The futon mattress that’s upstairs s and larger is pretty hard, fyi. Just in case you’re someone who is sensitive to that.

This cabin was everything we wanted, needed and more. Very serene, homey and relaxing. The cabin is perfect distance to okemo mountain and we were able to bring our dog which was a huge added bonus. Pet friendly places are usually less clean from past experiences, but the cabin was pristine. Darrin and Tom are extremely commutative and made sure to keep us updated and informed with everything. We had such an amazing stay here.

Great host, great location. Place is beautiful and definitely worth the trip!

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.

Addison’s tiny house was the perfect place to relax and enjoy some peace and quiet. The landscape is beautiful and the area quite peaceful. Woodstock is only a short drive away which offered all the amenities we needed. The space is small but cozy and comfortable, and we had everything we needed to enjoy a few days of R&R.