Tiny house holiday rentals in Windsor County

We had an issue with our previous rental and needed to find a place to stay that is pet friendly and available. Rad and Carol responded quickly to our reservation request. The house was made available to us early in the day and hot tub prepped last minute for us to enjoy! The Chalet is beautiful and spacious, the location is private and relaxing. The wood stove kept us warm and cozy while we enjoyed watching light snow fall. We would definitely stay there again and bring our family with us!

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!

Lovely cabin, private and quiet spot in the woods, interesting incinerator toilet. Note that there is no running water (but drinking water was provided), and you should bring your own linens and blankets, and also bring your own fire wood. Mike was upfront about this in the description, and reminded in his communications. To enjoy this cabin, you need to be physically able, because of the steep pathway down to it, and the steep ladder to the sleeping loft. Again, Mike spelled all this out in the description.

Our stay at the Mountain View cabin exceeded all of our expectations. Jinny has really created something special with this place! Would love to stay again.

Cabin was perfect for my partner and I. I’d recommend checking in with Ben whether your car is okay as mine is a FWD sedan and I had no issues this spring. The hot tub and fire pit was great. Unfortunately I didn’t get a chance to try the sauna but I had a look and it seemed awesome. Highly recommend New American Grill down the road. Will definitely come back one day.

Had a great time at Janie’s chalet. It was peaceful and quiet. Janie was a great host and very attentive.

Our fourth year in a row staying at the cabin 🤍 one of our favorite places on earth!

My stay with Jinny was wonderful. She’s a thoughtful host, and her land is more than just a campsite—it’s a peaceful, beautiful retreat. Her notes were super helpful, so be sure to read them. I highly recommend visiting!

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 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!

I was blown away with my first experience at a tiny house. Me and my girlfriend spent the weekend for some much needed getaway time from the busyness of life. There are beautiful views and a great outdoor experience right on the property!

We really enjoyed our visit this weekend. The cabin was private and a perfect place to bring our dog. She had SO much fun running, splashing and sniffing around the property. The bed was very comfortable and even though it was low 30’s at night, we were warm enough with the blankets provided + our own comforter. Would definitely love to return again!

Holy Smokes! So so peaceful and beautiful! My favorite was falling asleep (in the extremely comfortable bed) to frog sounds. Plenty of books and wonderful nearby hikes. We bought some maple syrup flower sprinkles from the farm stand on the property for gifts. The nearby town is lovely with a great family oriented bar called Babes. Would definately stay again!

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!

Wonderful area it was within, access to many stores around. The cottage was quiet and had everything you needed! The hosts were very kind and the check in and check out was smooth and there were no issues! Would go again! ☺️

What a wonderful home! My husband and I and our dog had a great time staying at this tiny house. Such thoughtful touches, peaceful (especially with the bubbling brook in the back), and so cozy. Lots to do in the area, and only a 5 minute drive to Mt. Ascutney for hiking. Mark was super responsive and provided helpful recommendations. We loved staying here and would 100% recommend to anyone!!

We went up to the area for 2-day wedding and this was such a great option for relaxation and restoration in between events. Thanks so much for a wonderful weekend!

Despite the highway really close to the house everything is perfect. Nice and quiet.

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.

Our stay at Tim and Renee’s was perfect. Gorgeous tiny house, super comfy, the hot tub was amazing. The spot the Airbnb is on is very private and peaceful. South Royalton is a cute little town with a nice food coop and coffee shop. Tim and Renee were super responsive the couple of times we had questions. Would absolutely come back.

Loved staying here! So peaceful with great views. Very private and comfortable! Derek was very friendly and did an amazing job on the treehouse, two thumbs up!

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.

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!

loved getting to stay in the treehouse. if you're up in Woodstock solo or as a couple, perfect accommodation! be prepared for the walk to the bathroom, but that's treehouse living for you. if you know what you're getting into, it's a fun little adventure!