
Tiny house holiday rentals in Massachusetts
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Top-rated tiny home rentals in Massachusetts
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Family-friendly tiny home rentals

Harborside Haven - Walk to Beach, Ferry & Main St
The cottage was very charming and in a super peaceful location. Very cute little beach within walking distance and Tugboats was a very short walk away with great food and service. Downtown area was a little far to walk with younger kids but still very easy to get to and fun to explore. Maureen is super responsive and helpful. Great experience overall!

In town, newly renovated studio with private deck
A great place to stay for a few days of skiing at Berkshire East . Wonderful, clean unit, fantastic location. Great place to stay and will stay there again if I return to the area.

Just Be Cabin
Absolutely beautiful cabin in a quiet, beautiful town. The heating kept the cabin extremely cozy and the surrounding forest was breathtaking. Would recommend to anyone looking for a quiet, simple getaway from the busy city. Also, Stacey was very nice, communicative, and made sure we had everything we could possibly need for our stay. Cannot say enough good things!!!

Steps to Cape Cod Private Beach!
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!!

Scandanavian Wigwam with Sauna and Forest Baths
We had a wonderful and cozy weekend. Pamela was very detailed and communicative prior to arrival. She had lit the woodburning stove before we arrived and met us at the driveway when we got there. We were nice and toasty with the stove in the winter weather. Great place!

Abundant Blessings Cottage – Wellfleet
Loved our stay! The cottage was cozy, charming, cleaned and was lovely inside and out. Was a perfect spot for a weekend getaway and close to restaurants, beaches and hiking. Tomi and Jim are super friendly and they made us feel right at home. We will definitely return when we get the opportunity!

Country Cottage in the City
Lovely place to stay, very peaceful. Mark and Merry were great hosts! Thank you very much!

Cozy cabin in the Berkshires
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.
Tiny home rentals with a patio

Chadatopia, Quaint cottage retreat at happy hollow
This place was excellent. Short drive to town. Peaceful, beautiful yard. Clean and comfortable place. And Chad was a great host. I highly recommend!

Private cabin in Wildlife Habitat; near bus route
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.

Cape Cottage Escape
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!

Brookside Cottage
Can’t say enough about this one-of-kind find! We wish we could’ve stayed longer! So peaceful and quiet. Thank you for a wonderful little weekend getaway ❤️

The Bird Haus: Cozy cottage in the heart of Ptown
The place was great! Very cozy for two people. Rob and Neal were incredibly responsive and helpful. I will say that the fireplace didn’t work (which was the main draw of the place), but that seemed to be weather-related and they were incredibly helpful in troubleshooting. Would absolutely stay at the Bird Haus again!!!

Kayaks and Glimpses of Westport Bay
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!

The Lake Cottage: A Sweetwater Stay
Very clean and comfy place, I had a great time getting away from my busy life for some reading, listening to music, and just looking out at the lake. Would definitely recommend!!

BlueSky Cottage! Tiny Luxury! Firepit/patio/petOK
Perfect little getaway for the weekend, loved the cottage and how cozy it was. We had a great time (:
Tiny home rentals with outdoor seating

Songbird Studio- Secluded but close to everything!
Ann's place was exactly as described. It is a small and cozy place perfect for a couple or single. Queen bed is comfortable, bathroom was clean. This place is priced right, it is good deal. Easy to access the Cape Cod Rail Trail, cottage is in a central location to enjoy all the Cape has to offer. Ann made herself available via texting, we also had a wonderful conversation when I asked her to stop by. She is cognizant of her tenants need for privacy. We would stay here again.

Perfect Provincetown getaway - West End Cottage
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!

Goat Shanty
Such a cute and homey tiny house! Loved everything about it with the unique decorations and comfortable furniture. The back yard is cute and cozy and it was fun to see the chickens roaming around during the day! It had everything you would need for a quick get away and Tina keeps it well stocked with snacks and toiletries you might have forgot to pack. This is definitely a nice quiet place great for a nice relaxing weekend away, I would definitely stay here again!

West End Tiny House with Private Patio
⭐️⭐️⭐️⭐️⭐️ Wonderful Stay in PTown! I had a fantastic time at this Airbnb in Provincetown! The place was spotless, comfortable, and exactly as described. The location was perfect—close to everything PTown has to offer but still peaceful and relaxing. The host was super responsive and made sure we had everything we needed for a great stay. I’d highly recommend this spot to anyone looking for a memorable visit to Provincetown!

Cute and Cozy Lake Cottage
Felt right at home at this cozy cottage! Pleased with the amenities, comfortable beds and great space to hang out in! Would definitely return!

Beach Bungalow - Cape Cod Classic
We had a lovely stay at Rosemary's cozy cottage. As others have said, Rosemary is an attentive and accommodating host, anticipating nearly every possible need. Although the late December weather was less accommodating, we walked along the beach daily, catching either sunrise or sunset, both equally stunning. Of course, we weren't able to access a lot of the more seasonal perks like the outdoor shower or the grill, but we made great use of the fireplace while reading, writing or doing puzzles. We found the beds very comfortable. In the summer, I can imagine this being a great beachside bungalow for a young family, given its proximity to the beach. In the off-season, it was just right for two people looking for some quiet time out of the fray.

The Sea Captain's Carriage House
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.

Sweet Little Suite in South Yarmouth
We had a great stay! The hosts were very communicative and quick to respond. The cottage is one of three on the owner's property (behind their house), but there is plenty of space so we still felt pretty secluded and private. The place is just as described and as it looks in the images. It was the perfect place for a winter Cape getaway!
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