Tiny house holiday rentals in Massachusetts

Wish we could have stayed longer! A fun, cute little hidden spot with lots to do around! Maureen was an awesome and sweet host! We hope to be back in future!!!

Dean's place was amazing! I felt at peace and felt like I was really in the middle of nature. Quiet and very cozy place! I will be back again! Dean is very friendly and communication is quick and easy!

Cozy little place in the perfect location if you want to be basically on the beach! Great for one or two people and the beach was beautiful. Lauren gave good detailed instructions to find the place and parking too which was helpful!

This is a unique and special stay. From the very first interaction, Rich was very responsive and kind in his communications. The property is well cared for and very welcoming. The school room on the main floor is accessible and open to children playing - lots of books and toys. The living space upstairs was large, yet cozy. Stocked with all the things someone might need during their stay. It was so quiet at night, and filled with birdsong in the morning. My young nephews visited in the mornings (Rich was totally okay when I asked him) and they loved "my house." The farm adjacent to their property has alpacas and mini-horses that loved to crunch up the carrots we fed them (provided by Rich). The hosts have honored the history of the one-room school house, while making a fun and very enjoyable place to stay. Highly recommend!

Great location with easy access to Great Barrington and other Berkshire destinations. Perfect house for families or larger groups, we had everything we needed with various sleeping arrangements. Nice open kitchen and decks. We would be happy to return.

Beautiful setting in the woods, incredibly peaceful- yet minutes away from a lovely New England village with shops and cafes.

Just a gem of a place. Literally tucked away with a beautiful view of the pond. Great access to the "Shining Sea" bike trail, which then gives you ferry access to Martha's Vineyard (highly recommended). It's clean, quiet, and cozy. It's also a great home base to explore Cape Cod.

My girlfriend and I stayed at Mike & Anna's cabin for a long weekend with the intention of spending the weekend inside, enjoying a fire, and disconnecting from work and technology. It was incredible, such a comfortable, beautiful, tranquil, and cozy home. We're already planning a chance to go back. Genuinely exactly what we wanted for a cozy cabin with a fire.

Gorgeous cottage in a beautiful neighborhood. Perfect for celebrating our anniversary. Highly recommend the intimate setting.

Absolutely beautiful spot and hosts were wonderful. Access to the local beach was an awesome bonus to this adorable spot.

This place was excellent. Short drive to town. Peaceful, beautiful yard. Clean and comfortable place. And Chad was a great host. I highly recommend!

What a gem! We LOVED our time in Sedna cottage! It was an unseasonably cold few days in May, including a Nor'easter with heavy rain and winds, so we were really glad to have a gorgeous view of the ocean and a full kitchen inside our cozy accommodations. Before the storm, we sat by the water every night as the sun went down. Saw seals! Took walks along the beach! And we LOVED the restful quiet with close proximity to the hustle of Provincetown. Daniela and Akshay were very responsive-- gave us great suggestions, answered our questions promptly. Can't wait to come back!

Linlin was a wonderful host and we loved this adorable cottage. It was incredibly clean, while still being warm and welcoming for us (and our pup). It's a little farther from the water than we had anticipated, but it's a relatively short and private walk to a dock with kayaks and beautiful views. Highly recommend!

Excellent and beautiful location. Very scenic and tranquil. The location allows you to relax while still being in reach of everything. The unit was very well maintained and clean. All the Amenities of home without the chaos.

Everything was perfect and just as described. We had a wonderful stay and highly recommend! It was very peaceful, near lovely beaches, and well equipped for a romantic getaway. Great communication and loved the electric fireplace!

This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!

Songbird Studio was the perfect b&b for me and my partner during our 3 days on the Cape. Private and peaceful, yet centrally located made getting anywhere of interest within 45 minutes extremely easy. The space was both clean and comfortable while also being very affordable compared to other listings. Ann was also such a gracious and hospitable host. The coffee shop right across the street was an added bonus in the mornings! Overall could not recommend this location enough and would 1000% stay here again.

We loved this AirBnB! The kitchen was stocked with everything you need to make a meal at home but it was also perfectly situated on the island not too far from Edgartown to go out to dinner! We enjoyed grilling outside, making s’mores with the outdoor fire pit, and using the outdoor shower! You can hop onto the bike trail easily from this AirBnB and bike to other parts of the island. Highly recommend this place!

A beautiful cottage. Our dogs loved the beach and we loved hearing the ocean at night. Best of all, we saw North Atlantic Right Whales at Long Point. In a world where it can be difficult to sleep well - I slept like a baby!

What can my wife and I say about Jo Leal and John and their sweet carriage house. Every detail in the house showed such care, such attention, and such beauty. Nothing could have prepared us for the experience of spending time in this charming house , and more notably, nothing could have prepared us for the wonderful experience we shared with Jo Leal and John. We so look forward to our next visit and the continuation of this experience.

My husband and I stayed at the huddle hut for three days. The place worked better than we expected from the description. We wanted a stay connected to nature and yet comfortable. The hut is set up with charm and lovely taste. Everything you might need is there. It is just thoroughly enjoyable. Susan is a generous, responsive, and responsible host and she runs the place impeccably. One couldn’t ask for a better host and a better place. We felt very well taken care of from start to finish.

Tastefully decorated, well equipped tiny home just off Route 6 about a mile south of the southernmost turn off to Wellfleet Center. In spite of its proximity to the road, it is surrounded by tall trees and feels wonderfully private and peaceful. I really enjoyed the outdoor shower, deck, fire pit and hammock as well as the smell of the woods! It was the best of both worlds: I felt immersed in nature, but had all the comforts of home! Lorna and Brad were great hosts and went out of their way to help me when I had car and bike problems. Try to arrive during daylight hours as it can be difficult to see where to turn off in the dark.

Dan, Kathleen, and Joe are fantastic hosts. From the moment we pulled into the driveway they were nothing but friendly, flexible, and embracing (something that matters to me quite a bit as an African American when travelling to new places - you just never know, you know?). Their place looks just like the photos and is an accomodation of beauty, solitude, rest, and relaxation. In other words, a cozy cottage in the northeast. The only thing I will note, is that because you're surrounded by some fantastic greenery, a spider or two may appear during your stay. The place is maintained wonderfully but nature is still present :) . Not a dealbreaker for us by any means but something to note for the arachnophobes.

The cabin was perfect for a nice weekend peaceful weekend! We got to relax and enjoy the surroundings.