
Tiny house vacation rentals in Connecticut River
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Top-rated tiny house rentals in Connecticut River
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Family-friendly tiny house rentals

Tree House at the Shire
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!

Cozy Little Log Cabin
Don’t have a lot to say other than that it was a very nice, clean, cute space. Very quiet and peaceful with the little river right next to us. Definitely do recommend staying here but also if you have a small car be careful going up the road to get to the cabin.

Cozy Little Spot (Self Check-in)
Dave is such a kind and welcoming host! He is great with communication. The place is such a nice and cozy space to relax and enjoy the nature around you. I used fire pit for both nights I was there and it was so peaceful to sit by while hearing the water from the brook. Will definitely be visiting again soon!

Tiny House in Central Catskills
This was our 4th stay at rose mountain and it didn’t disappoint. Great location for exploring surrounding towns. The cabins are cozy and inviting

Tiny Cottage Across The Street From Beach
Really nice little cottage! Super cozy and with everything you need. In a nice area, with the beach really close. Would stay again!

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!

The Garden Cabin Tiny Home
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!

Plymouth's Historic Doll House; A tiny house
The Dollhouse was amazing. We immediately felt right at home. We walked to town in 7 minutes and it was 1.5 miles from the venue we were going to. It was very peaceful to sit on the front porch swing and relax. The space was immaculately clean and comfortable. There were many extra blankets and pillows and the beds were extremely comfortable and cozy. There is a little back room off the kitchen to sit and relax as well. We made food and all amenities needed were at hand. There is ample parking. Loved our time here. Thank you Susan!
Tiny house rentals with a patio

Tiny A-Frame w/ Mountain & River Views, Hot Tub
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.

Tiny house get-away with a Yellow Door
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

Hikers cabin in the woods.
A beautiful cabin in a gorgeous state! A wonderful place to go to and escape the world. Enjoy beautiful hiking and scenic walks

ShackHilton-New single room, privacy, deck, patio
A wonderful couple and cute shack under the stars! I really enjoyed my stay at the Shackhilton. Karen and Peter were very friendly and came out to help me get settled and kept me entertained with great banter. The place was very clean and cozy. I would definitely go back!

Modern Catskills Cabin
We had a great time at Mark's place. From the beginning, Mark had quick responses and answered any and all questions quickly. Check in was super easy and the house matches the photos exactly. We were impressed by how spotless the house is, not a speck of dust. Thanks again, Mark!

On Back Lake & the Trails!
My husband and i absolutely love Pittsburg and back lake and Chantels place is perfect . We will def be back

LUX Designer Private Waterfront
Jon’s space was very clean, private, and presented a “wow” factor in every direction I turned. Very well thought out; a truly transformative experience!

Luxe Tiny Cabin • Streamside • Fly Fish • Firepit
We had an amazing stay at the Darya cabin. The kitchen was nicely stocked up and offered all of the appliances you would need. The cabin feels very private and you are surrounded by nature. I’m looking forward to our next stay here.
Tiny house rentals with outdoor seating

Water Forest Retreat- Tree House
We had a wonderful,albeit brief stay. We wish we had at least 1 more day! The trails were absolutely adorable and our dog had a blast exploring them. We all slept incredibly well and it was the perfect spot for an overnight stay. Our host was great with communication, extremely friendly and helpful upon arrival. We can’t wait to go back and enjoy another stay!

Tiny Home Retreat
I only stayed one night, while visiting friends in town but the whole time I was there I was thinking about how I much I want to come back. I will definitely be checking availability any time I’m staying in the area. The house was so clean, peaceful, and had beautiful views.

Tiny house in the Birch Grove
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!

Country Getaway Tiny House in woods w/Pool/Sauna
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.

Unique Vineyard Tiny House “The Banana Stand”
Great location, great stay! Would stay again! They even offered to send some stuff home that I left there! Thank you!

Tiny House on Vermont Homestead
the tiny house was so cute and cozy! the property is always so peaceful and relaxing. I enjoyed the tent sauna and always love the outdoor shower overlooking the mountains! Jonathan is the best host and such a kind and awesome person. I always look forward to my next stay at symphony farm :)

Tiny House Living in Wellfleet
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.

Tiny house on tiny farm close to hiking trails.
We had such an amazing time staying in the tiny house! Vivian was a wonderful host with great hospitality and she is a very generous and caring person. Her property was beautiful too with so many opportunities to walk through the forest and hike! The tiny house was kept very clean and organized as well making the stay much more relaxing. I would definitely recommend staying here if you’re looking for a place to unwind, be in nature, and explore the town of Beacon!
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