Tiny house holiday rentals in New England

Christy and Richie were in constant communication and made sure that our trip was as good as the last time we stayed. Our dog does not do well with other dogs, and they were great at making sure that their dog was inside when we were out and about in their yard playing with our dog. Overall, they were just super hospitable and made sure that our stay was great!

We had such a great time at this cabin. We were skiing most of the time, but the cabin was the perfect place to come back to and unwind after being in nature all day! Thank you!

We had a great gateway weekend at the Shelly cabin. It was perfectly located near Belleayre and Hunter for skiing (easy ~30min ride). The place was equipped with everything one needs, from the kitchen to the bathroom, and was super cozy. The surroundings were very quiet and peaceful, and Renee and Andrew very responsive and flexible. We will recommend and try to come back, maybe in the summer!

Really nice little cottage! Super cozy and with everything you need. In a nice area, with the beach really close. Would stay again!

This was the perfect cozy getaway. We enjoyed a nice bonfire and love the aviary. Domenic was a great host host.

A gem of a cabin! Snug, warm, next to a creek, beautiful fields to walk - a special place of heaven.

What a great find! This adorable, cozy cabin in an absolute oasis of a yard, was perfect for my short stay in Portland. Darcy and Jennifer were wonderful hosts! Their communication was helpful and friendly. I loved meeting them and getting a tour of the garden. The cabin was so cozy and had everything I expected. They were very clear about the bathroom situation - composting toilet and schedule a shower at the main house - so my expectations were managed. I was able to Uber into Portland for a wonderful night on the town with some friends and then make the quick trip to the airport in the morning. I would definitely stay here again!

Third winter weekend at Leslie's beautiful cabins, this time at Hudsonview. Love having a couch and separate bedroom. Amazing views! Warm and cozy. Went cross country skiing at Garnet Hill just up the road, great groomed trail network. Sento a highlight too. Highly recommend!

Absolutely love this spot! Second time staying here and will definitely be back!

I cannot recommend Judith’s tiny home enough. I visited for a new nights as part of my first ever solo trip, and this was the perfect spot for a female solo traveler. The neighborhood is quiet, beautiful, and super safe—I was able to confidently walk to town in about 15 minutes and really enjoyed the view going both ways. Judith was readily available via text throughout my entire stay. She provided many relevant recommendations for things to do during the winter season (not quite as many options as summer), and we even got a chance to spend some time together on my final day. Her expertise in interior design is evident in the tiny home—it’s a perfect mixture of cozy & coastal with all of the needed amenities and more. Judith prepared the space with some cold water, snacks, and an up-to-date edition of the local paper for me to explore as I mapped out my plans for my stay. I would be thrilled to return to Judith’s space in the future—hopefully during warmer weather next time! :)

What a lovely little getaway. The hosts were extremely accommodating and friendly, and while you are on shared property, we had all the privacy we needed. The house was clean, cozy and had everything needed for a stay.

The hikers cabin was everything we expected. Rob was a very responsive to any request and in a very timely manner! I would highly recommend this place!

I had an absolutely wonderful, peaceful, invigorating stay at Mark's place. The home was perfectly appointed, I felt a positive energy the moment I stepped on the property. My dog had plenty of room to roam as I sipped on a cup of coffee in the Adirondack chairs around the fire pit in the backyard. Stunning attention to detail, every amenity you could imagine and many I hadn't considered prior to coming across another neatly affixed label or a helpful instruction. Mark is a true pro in terms of the AIRBNB experience and the home is the perfect wilderness getaway while just a few miles away from great restaurants and shops.

My husband and i absolutely love Pittsburg and back lake and Chantels place is perfect . We will def be back

Right from check-in, Elspeth made us feel at home. The friendly message and instructions helped us to get in easily after a long day on the road. The tiny house was well-equipped with everything we needed for the stay and extremely clean. The homemade bread was a lovely touch as well! It was great to have the opportunity to get out on the lake in the canoe to gain a new perspective of the area before hitting the road. We enjoyed learning more about the area and the donkeys from Elspeth as well.

This was our second time staying at the cabin. It feels like home away from home! Awesome location for a mini getaway. Lance is responsive, respectful & all around a great host.

Nancy and Bert’s place was euphoric and everything we could’ve asked for for our overnight stay here in Connecticut! Our senior pup had a fun time exploring their property as well. We have rented quite a few bnb’s in CT and this particular listing is our all time favorite. The tree house was beautifully decorated, their amenities were well thought out, and there were peaceful hiking trails right outside our door — we wish we could’ve stayed for a week! Our hosts were lovely and welcomed us warmly. We enjoyed it so much and will 100% be rebooking any of their listings when we’re back in CT! Thank you so much again Nancy and Bert! ♥️

Absolutely loved our stay at Angela’s place! She was so generous in allowing us to reschedule our visit day-of when our toddler went into the hospital. We were able to finally come a few weeks later and everything was exactly as expected! Beautiful and peaceful views and had everything we needed for a weekend away. Close to hiking, and downtown Northampton. Thank you Angela! Would definitely come back.

We had a very brief but enjoyable stay and would definitely recommend Kimberly‘s place to anyone coming from out of town. It’s an adorable, well appointed tiny house on beautiful grounds. It’s so quiet, down a long dirt road, and really enjoyed getting away for a night. This place is perfect for a little romantic getaway, especially when it started to snow!

Robert was an excellent host. Proactively reached out with help to find the home, and a whole host of recommendations. Great space, very private, and had everything you could need.

Thank you for sharing your little slice of awesomness! everything was perfect wishes we had more time to stay and enjoy the tranquilness.

Great location, great stay! Would stay again! They even offered to send some stuff home that I left there! Thank you!

Wonderful stay in the mountains with a wonerful host!

Very quiet and peaceful location. The place was clean and comfortable to be in. Would recommend to anyone visiting the area.