
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!

⭐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
Overall, had a great experience and will return. Size of cabin was as described, small around 400sqft, however I am coming from a 300sqft studio apartment in NYC, so the space was big enough and comfortable for me (1 person) and my cat. Very pet friendly, with available treats and supplies in the cabin. Location is not far from neighboring towns, as well as a great brewery and diner 10mins away. I visited for 1 week during the end of March, and the property was quiet and sparse of other guests. The single cabin in question was not as isolated as I expected it to be (close to other guest cabins and the side road), however during my stay it was very quiet and peaceful. Was exactly the retreat I needed from the busy city. My favorite part was being able to spend a quiet morning on the front porch with my coffee and cat, taking in the beautiful scenery, fresh air, and the sounds of nature. Will bookmark for future visits.

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
A gem of a cabin! Snug, warm, next to a creek, beautiful fields to walk - a special place of heaven.

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!

The Shack
This was perfect. Atop a field in the middle of nowhere we had what seemed like the world to ourselves. With amazing views all around and fields to walk thru and explore, this was just what we needed to unplug. We will be back.

CAMP HUDSONVIEW
Third winter weekend at Leslie's beautiful cabins, this time at Hudsonview. Love having a couch and separate bedroom. Amazing views! Warm and cozy. Went cross country skiing at Garnet Hill just up the road, great groomed trail network. Sento a highlight too. Highly recommend!
Tiny house rentals with a patio

Tiny A-Frame w/ Mountain & River Views, Hot Tub
Very cozy and comfy. Provides a peaceful getaway. It’s not totally private because the other cabin is pretty close, however they do a good job at making it feel like your own. Throughly enjoyed our stay, and if you’re looking for a quite, relaxing, romantic getaway this is the spot.

Cozy coastal tiny house getaway
I cannot recommend Judith’s tiny home enough. I visited for a new nights as part of my first ever solo trip, and this was the perfect spot for a female solo traveler. The neighborhood is quiet, beautiful, and super safe—I was able to confidently walk to town in about 15 minutes and really enjoyed the view going both ways. Judith was readily available via text throughout my entire stay. She provided many relevant recommendations for things to do during the winter season (not quite as many options as summer), and we even got a chance to spend some time together on my final day. Her expertise in interior design is evident in the tiny home—it’s a perfect mixture of cozy & coastal with all of the needed amenities and more. Judith prepared the space with some cold water, snacks, and an up-to-date edition of the local paper for me to explore as I mapped out my plans for my stay. I would be thrilled to return to Judith’s space in the future—hopefully during warmer weather next time! :)

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.
The hikers cabin was everything we expected. Rob was a very responsive to any request and in a very timely manner! I would highly recommend this place!

Modern Catskills Cabin
Mark and Lori were great. Very responsive. Their home is very peaceful and quiet. Perfect for family retreat or just for yourself.

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 was a small slice of peaceful serenity, exactly as described and pictured. It was immaculately kept, feeling brand new. The kitchen had a pleasant "pay it forward" vibe with items left by previous guests, which made it easy to contribute for future visitors. Although the house got cold on a snowy day (as others noted), one of the provided space heaters quickly warmed it to a comfortable temperature. I would definitely return for another peaceful weekend, and I imagine it would be even more amazing in the fall or summer.

Luxe Tiny Cabin • Streamside • Fly Fish • Firepit
We had an incredible stay! The place truely exceeded all our expectations! — every detail was thoughtfully considered, from the stunning design to the high-end finishes. It’s clear that so much care and intention went into creating a luxurious and welcoming space. The private path to the river is right out of a disney movie. The amenities were perfect and made our stay feel effortlessly comfortable. Truly one of the best Airbnb experiences we’ve ever had!! And Kelly and Pat are the sweetest hosts! We would absolutely love to come back.
Tiny house rentals with outdoor seating

Water Forest Retreat- Tree House
The Treehouse is an incredible stay, you feel so relaxed and immersed in nature here. You also can’t ask for better hosts, so kind and thoughtful. This comes recommended for anyone who wants a peaceful retreat away from the burdens of the world.

Tiny Home Retreat
We loved our stay at Angela's. It was clean, comfortable and cozy. it had everything we could need for our stay. The location was perfect for us and our pup. We could play and walk the fields easily. And it is minutes from downtown Northampton! We will stay here again, one of the best airbnb experiences we have had in a long time! Thanks, Angela!

Element House - Off Grid Hideout
We loved the space and had a great time! We enjoyed the camping experience - smores and all! It is a cute space and perfect for a weekend. Alan was very responsive and helpful. The only tweak I would ask is the hot water, which was not consistent. It was not a huge deal, but that would have made the stay even more perfect.

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!

Stunning Library Tiny Home *Private Hot Tub*King B
My two best friends and I stayed in Kari’s library tiny home and it was everything we needed and wanted in a girls weekend. Perfect amount of space for 3, beautifully decorated and we loved the hot tub! We wanted relaxing and to eat in mostly and we came prepared- just do your homework on the sleepy town nearby if you’re expecting tons to do. Kari was very responsive and proactive about the spring snowstorm that we got while we were there. We would love to come back!!

Tiny House on Vermont Homestead
Wonderful stay in the mountains with a wonerful host!
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