
Tiny house holiday rentals in Connecticut River
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Top-rated tiny home rentals in Connecticut River
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Family-friendly tiny home 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!

⭐A Secluded Schoolhouse Stay⭐
We were looking for a quiet family getaway while visiting family in the area - this was the perfect place. The surrounding area was gorgeous, surrounded by fall leaves with a nearby lake to take in. Robert was a generous and responsive host - would absolutely recommend!

Tiny House in Central Catskills
We wanted a place central to the Hudson Valley. Great place if you love nice short drives with beautiful scenery. We spent most of the day time out, so the cabin was a peaceful place to have our evenings and get good rest!

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!

"Far from the Madding Crowd" Cozy Cabin Retreat
I believe one of the best compliments to any AirBnB host is returning to their property: this was our fourth visit to the Clack Cabin, and surely not our last! We love the Clack Cabin for its coziness, comfort, and location. It's a small space, but has absolutely everything one needs. It's incredibly peaceful and relaxing, with the stream providing such a soothing soundtrack. The Clapper Hollow State Park a few steps away from the cabin has many easy and quiet paths to explore (we had the forest entirely to ourselves on Easter Sunday!). Clara is a wonderful host, very welcoming and helpful with local tips and knowledge. We already look forward to our next visit!

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!

CAMP HUDSONVIEW
The Hudson View cabin lived up to its name! Beautiful surroundings, lovely host, and a great little spa. Will certainly visit again.

The Lil' Red Caboose :)
Our stay at Randy’s caboose was fantastic! The caboose was spotless, well-equipped, and in a nice location. Randy was incredibly welcoming and provided great recommendations. It was easy to find and get inside as soon as we arrived. The thoughtful touches made it feel like home. We’d love to stay here again and can’t recommend it enough!
Tiny home rentals with a patio

Tiny A-Frame w/ Mountain & River Views, Hot Tub
We absolutely loved our stay at Ashleigh’s cabin! Everything was fantastic—the view, the amenities, and the cabin itself. It provided everything we were looking for, making us feel like we were on a retreat. The sunrise was beautiful, and the sounds of the river and nature made our experience perfect. I highly recommend it!

Cozy coastal tiny house getaway
The tiny home was wonderful and everything we needed was provided! The hosts had thought of everything. Easy and short walk to the beach and a quick drive (6 minutes) into Newport for shops and restaurants. The Cliff Walk was fantastic and highly recommended. The parking spot that was provided had ample space for our one vehicle.

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
This place is a gem! Hubby and I were looking for privacy and quiet with all the amenities — this place was perfect! Thanks for an incredible stay!
Tiny home 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
Angela's tiny home retreat was just as described, a peaceful retreat! The space was bright, clean, and well appointed with everything we needed to make our mini getaway easy and fun. Our Wheaten Terrier absolutely loved the farm fields for our evening walks, the smells and open space brought out his spunk even after spending the day exploring Northampton and the surrounding areas. Angela was a fantastic host, we would highly recommend the property and could see a return visit in our future!

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
I had a lovely stay! Everything was as described and more, so peaceful. gorgeous spot!

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.
Vivian’s tiny house is surrounded by nature and located close to beautiful hiking trails. The house is very clean and well-maintained. It’s small but it has everything you need for your stay. Vivian is a kind and helpful host. You’ll also get to meet Stella, Vivian’s sweet dog, as well as some friendly chickens. It was a really nice, relaxing, and easy stay.
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