Tiny house holiday rentals in New England

What a wonderful, peaceful oasis! The treehouse at the Shire is just incredible! The hosts were very welcoming and communicative. The grounds and property are just stunning. There are also trails and a trail map to adventure on the property. They also have a very sweet pup, Bo, who became best friends with my dogs (after a friendly introduction and me asking if he was free to play). I can’t say enough positive things about this place! Great location to hike and have a peaceful respite, but close to restaurants too! Also, LGBTQ+ friendly!

I had a great weekend here! It’s a beautiful home in a beautiful place. I’ll absolutely be returning soon. Rose is a great host!

Overall, had a great experience and will return. Size of cabin was as described, small around 400sqft, however I am coming from a 300sqft studio apartment in NYC, so the space was big enough and comfortable for me (1 person) and my cat. Very pet friendly, with available treats and supplies in the cabin. Location is not far from neighboring towns, as well as a great brewery and diner 10mins away. I visited for 1 week during the end of March, and the property was quiet and sparse of other guests. The single cabin in question was not as isolated as I expected it to be (close to other guest cabins and the side road), however during my stay it was very quiet and peaceful. Was exactly the retreat I needed from the busy city. My favorite part was being able to spend a quiet morning on the front porch with my coffee and cat, taking in the beautiful scenery, fresh air, and the sounds of nature. Will bookmark for future visits.

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 a peaceful, adorable place to stay. The house manages to fit a lot into a small space, and feels surprisingly roomy. The location is beautiful, and it was fun to get to see the aviary! Would love to come back.

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!

This was perfect. Atop a field in the middle of nowhere we had what seemed like the world to ourselves. With amazing views all around and fields to walk thru and explore, this was just what we needed to unplug. We will be back.

My husband and I had a great time at The Alexander, it was the perfect peaceful getaway we were looking for. The view is just gorgeous and the A-Frame was so cozy and welcoming. No complaints, 10/10 would recommend to anyone looking for a peaceful retreat.

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! :)

Thank you for sharing your home tiny home with me. I felt right at home (we live in 630 square feet , lakefront cottage) I believe business will bring me back & will stay with you again if I can. Cheers KD

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!

Mark and Lori were great. Very responsive. Their home is very peaceful and quiet. Perfect for family retreat or just for yourself.

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.

The place was so beautiful, the hot tub was hot, it was so peaceful and I never wanted to leave

Very nice couple- beautiful location. Heat works great.

We loved our stay at Angela's. It was clean, comfortable and cozy. it had everything we could need for our stay. The location was perfect for us and our pup. We could play and walk the fields easily. And it is minutes from downtown Northampton! We will stay here again, one of the best airbnb experiences we have had in a long time! Thanks, Angela!

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.

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

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

We loved Vivian’s tiny home! The space is exactly as photographed and described; it’s cute and serene. Vivian herself is incredibly sweet, cool, and hospitable; she got back to us quickly when we reached out with her questions and personally offered to guide us around the property upon our arrival. If you choose to visit Cold Spring (which I suggest you do), I highly recommend staying in this AirBnB. It’s affordable, close to Main St and the trails, and, overall, a lovely space to stay in. Thanks Vivian! ☆૮꒰ˊᗜˋ* ꒱ა

Michael and Kali were wonderful hosts and the stay was a beautiful home and area, peaceful and private. We had a lovely time and look forward to staying there again someday! They made us feel at home and not alone with providing local suggestions, friendly/flexible responses and a clean comfortable home for us during our visit! Highly recommend this place!

We had a wonderful time during our stay, it was a lovely cute space and we had everything we needed! Joshua was extraordinarily helpful when we got our car stuck in the snow, truly went above and beyond while being sincerely friendly, kind and patient. We will be returning when the opportunity arises.