Tiny house holiday rentals in Massachusetts

This is an awesome place to stay just a short walk away from the center of Shelburne Falls! Carrie gave us all of the information that we needed and more to have a fantastic stay. One feature that we very much enjoyed was the Google mini that we could ask questions to and request songs from Spotify. We would definitely recommend this place.

Enjoyed our stay at the cabin, very nice little weekend getaway and stayed cozy during the surprise late winter wonderland. Stacey keeps the place well equipped and looking very nice for a cabin!

We loved this cozy cottage! The private beach was amazing and I was happy to watch the sunrise every morning. The outside porch was great to sit and read and relax without getting all sandy. Everything was smooth, Lauren was fast to respond and the cottage was the perfect place to relax and connect with nature. Highly recommend!!

Yet again, this place does not disappoint. This was my fourth time staying at the wigwam in as many years - there's a reason I keep coming back! This land definitely has magic in it and I can always count on feeling refreshed and revived after my stay (and with several new poems!). As always, the forest bath and sauna are the perfect piece of luxury while "roughing it." This will always be one of my happiest places ❤️

Tomi and Jim warmly greeted us when we arrived, showed us the place and offered recommendations for restaurants etc. Beds comfortable, towels soft…..just a beautiful cottage as listed!!!

Lovely cottage surrounded by countryside: there were ducks, wild turkeys, chipmunks and blue jays in the garden. 5 mins drive from the lovely town of Dedham and 30 mins into central Boston. Cottage is small but beautifully decorated and has everything you need. Mark was super helpful.

This tiny house was perfect for a couple and our two dogs! It’s a unique spot that’s tucked into a small compound in a neighborhood, so very quiet, but less than five minutes’ walk to Commercial St. We had everything we needed and check in/out was a breeze. We’re extremely grateful for Leslie’s flexibility with early check in, it truly made a difference for us. There is some minor cosmetic wear which I only mention in case that is important to you, but the space was very clean and comfortable.

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.

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

As long as you don't mind having only an outdoor shower,which I didn't since the weather was beautiful, Judys place is a nice quiet cozy nook surrounded by lovely well kept grounds. Total privacy. Judy was a very attentive host, allways checking in via emailand offering to go beyond what I expected.

My wife and I were delighted to stay at this cozy cottage on Cape Cod. Everything from the charming decor, meticulous landscaping, and irresistible porch swing made us feel like we were staying somewhere special: a place both familiar yet new. We look forward to returning and enjoying this little gem on the Cape again soon!

The cabin was a peaceful respite. Cozy, comfy, and the stream was so calming. Sophie's restaurant recommendations were excellent, the Korean restaurant is a hidden gem.

Thank you so much for a wonderful stay! Your home truly has everything we could possibly need—it’s thoughtfully stocked, beautifully maintained, and incredibly comfortable. We’ve felt right at home from the moment we arrived. The house itself is so cozy and peaceful—it’s been the perfect spot to relax and recharge. Whether we were enjoying a quiet morning with coffee or winding down in the evening, every part of the space invites you to slow down and enjoy the moment. The town is absolutely charming as well. We’ve loved exploring the local shops, trying out some great cafes and restaurants, and just strolling through the area—it has such a warm and welcoming vibe. We’re so grateful to have found your place. It’s been a truly memorable and refreshing stay.

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!

I loved staying here! My boyfriend and I would definitely come back!

We loved our three day stay in Elizabeth's beautiful tiny home! Everything was wonderful. Elizabeth was so on point and great to work with. I'm now planning our next stay at this beautiful tiny home upcoming in May. I highly recommend this airbnb and the host Elizabeth. Coletta Jarret

This is the 3rd Christmas we’ve spent at the Songbird. It’s perfect for us and our son’s needs. Ann is a lively person who cares deeply about her property and how to best accommodate us. We’ll be back in the spring!

Michael was very responsive from the start. Before booking we were concerned about where we could park our travel van, and Michael went out of his way to ensure we found a spot. We love the space. Cozy, clean, comfortable, and perfect for two! The kitchen was well equipped. We enjoyed the outside sitting area. Proximity to Commercial street was great. Very sweet place and we would definitely stay again!

We enjoyed our second stay at the Goat Shanty! Tina’s instructions were on point. The accommodations were spotless. The location is close to both Cape bridges and my son’s home. Perfect. We will definitely return!

We had a very pleasant stay at Rosemary's cosy cottage. Everything was exactly as described. At first view we found the place a bit small for two couples, but in the end we did not mind because everything is so well arranged. And when the weather is nice you are going to spend most of the time in the courtyard or in one of the pleasant villages in the surroundings. Perfectly equipped kitchen if for once you prefer dining "at home". And Rosemary is a perfect host. Thank you.

Beautiful, clean and great location! We were up skiing at Catamount so the location was ideal, and the sauna was a nice treat everyday. The house is beautifully decorated and spacious and open. There are a few different levels so plenty of room to spread around with a separate spacious TV/exercise/bunk room in one of the levels. The 2 king beds and twin beds in the bedrooms were all very comfortable and each of the bedroom had their own bathroom next door. The kitchen is fully stocked with kitchenware and necessities/spices etc. Kids went sledding and we even hiked up several times to the top of the hill with great views. Carolyn was very responsive and accommodating.

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.

Michael's place is wonderful! small cozy cottage in the heart of Provincetown -- everything is walkable! The king sized bed upstairs is very comfortable and downstairs has a nice sitting area and good breakfast counter. There is also a little patio in the back to hang. I very much recommend Michael's place!

The tiny house was perfect for my trip and matched the description. Despite the size, there are plenty of windows and screened doors to open to make it feel spacious and airy.