Tiny house vacation rentals in Connecticut River

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Popular amenities for Connecticut River tiny house rentals

Family-friendly tiny house rentals

Guest favorite
A rustic cabin is nestled among tall trees, showcasing wooden logs and a slanted roof. Sturdy stairs lead to a porch, where a warm entry invites nature lovers. Leafy surroundings create a serene atmosphere, highlighting the cabin's rustic charm.
Treehouse in Conway
4.95 out of 5 average rating, 581 reviews

Tree House at the Shire

EliRating, 5 stars4 days ago
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!
Top guest favorite
An open concept layout is displayed, showcasing a warm dining area with a wooden table and beige striped chairs. Natural light streams in through large windows, illuminating a welcoming entryway. A staircase leads to the upper loft bedrooms, with rich wooden accents visible throughout.
Home in South Kortright
4.99 out of 5 average rating, 108 reviews

⭐A Secluded Schoolhouse Stay⭐

ZachRating, 5 stars6 months ago
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!
Top guest favorite
The cabin exterior features rustic wooden siding and is surrounded by lush greenery. A small staircase leads to a welcoming porch with colorful supports. Flowering plants and decorative stones enhance the garden area, providing a serene outdoor atmosphere.
Tiny home in Shandaken
4.91 out of 5 average rating, 290 reviews

Tiny House in Central Catskills

JessicaRating, 5 stars2 weeks ago
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.
Guest favorite
A charming tiny cottage is surrounded by greenery, featuring yellow shutters and a welcoming front door. A picnic table sits in the foreground under a patterned umbrella, with a path of gravel leading to the entrance. Sunlight brightens the scene, enhancing the serene outdoor setting.
Cabin in Scarborough
4.81 out of 5 average rating, 183 reviews

Tiny Cottage Across The Street From Beach

MyriamRating, 5 stars6 months ago
Really nice little cottage! Super cozy and with everything you need. In a nice area, with the beach really close. Would stay again!
Top guest favorite
A rustic cabin exterior is displayed, featuring a weathered blue facade with red trim. The porch is supported by wooden posts, where a rocking chair and small table can be seen. Surrounding greenery adds to the natural setting.
Cabin in Jefferson
5 out of 5 average rating, 478 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

TinaRating, 5 stars1 month ago
A gem of a cabin! Snug, warm, next to a creek, beautiful fields to walk - a special place of heaven.
Guest favorite
The cozy cabin is illuminated by soft outdoor lights, enhancing its charming facade. The front porch features a seating area, with potted flowers adding a touch of nature. The surrounding grassy area includes stone steps leading towards the entrance, promoting a welcoming atmosphere.
Tiny home in Portland
4.96 out of 5 average rating, 472 reviews

The Garden Cabin Tiny Home

KeriRating, 5 stars5 months ago
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!
Top guest favorite
A rustic wooden tiny house is set among trees, featuring a porch with seating and a picnic table nearby. The landscape includes lush green grass, creating a tranquil environment. The house has a metallic roof and large windows, inviting natural light into the space.
Cabin in Bloomville
4.95 out of 5 average rating, 138 reviews

The Shack

DustinRating, 5 stars6 months ago
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.
Guest favorite
The cabin is nestled among trees, showcasing a rustic design with a green metal roof and wooden siding. A gravel path leads up to the entrance, with a few outdoor chairs positioned near the cabin. Bright sunlight filters through the surrounding foliage.
Cabin in North River
4.92 out of 5 average rating, 450 reviews

CAMP HUDSONVIEW

JessicaRating, 5 stars1 month ago
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

Top guest favorite
The A-frame cabin is partially obscured by tall trees, with a dark exterior and a striking green door. Snow blankets the ground, and a couple of wooden chairs are positioned on the porch, inviting relaxation in a serene, wooded setting.
Tiny home in Wentworth
5 out of 5 average rating, 133 reviews

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

MelissaRating, 5 stars3 weeks ago
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.
Top guest favorite
A charming entrance to a tiny house is bordered by vibrant flowers and greenery. Two blue chairs provide a seating area by the door, complemented by potted plants. The wooden deck appears inviting and well-maintained, enhancing access to the home.
Tiny home in Middletown
4.98 out of 5 average rating, 108 reviews

Cozy coastal tiny house getaway

MikaylaRating, 5 stars1 month ago
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! :)
Top guest favorite
The image showcases a small patio area surrounded by lush green grass and a yellow door leading to the tiny house. A wooden staircase connects to a raised porch where a hot tub is visible. A slide and a chair are placed on the patio, enhancing the outdoor space.
Tiny home in Providence
4.99 out of 5 average rating, 122 reviews

Tiny house get-away with a Yellow Door

KimberRating, 5 stars2 weeks ago
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
Top guest favorite
A rustic cabin is presented with a green metal roof and a wooden exterior, resting on a gravel area. A spacious front porch features steps leading to the entrance. Surrounding trees provide a natural backdrop, enhancing the outdoor ambiance.
Cabin in Dalton
4.96 out of 5 average rating, 109 reviews

Hikers cabin in the woods.

DaveRating, 5 stars1 month ago
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!
Top guest favorite
Tiny home in Saugerties
4.98 out of 5 average rating, 302 reviews

Modern Catskills Cabin

SeanRating, 5 stars5 days ago
Mark and Lori were great. Very responsive. Their home is very peaceful and quiet. Perfect for family retreat or just for yourself.
Superhost
A peaceful lakeside scene features a wooden dock extending into shimmering water. Sunlight filters through surrounding trees, creating dappled light patterns. A single bench is located on the dock, offering a spot to enjoy the scenic view of the lake and distant hills.
Cabin in Pittsburg
4.89 out of 5 average rating, 102 reviews

On Back Lake & the Trails!

LorieRating, 5 stars1 month ago
My husband and i absolutely love Pittsburg and back lake and Chantels place is perfect . We will def be back
Guest favorite
Home in Naples
4.99 out of 5 average rating, 113 reviews

LUX Designer Private Waterfront

AndrewRating, 5 stars4 days ago
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.
Top guest favorite
Camper/RV in Phoenicia
4.99 out of 5 average rating, 142 reviews

Luxe Tiny Cabin • Streamside • Fly Fish • Firepit

BennyRating, 5 stars3 weeks ago
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

Top guest favorite
Treehouse in Norwich
5 out of 5 average rating, 655 reviews

Water Forest Retreat- Tree House

MichaelRating, 5 stars1 week ago
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.
Top guest favorite
A cozy sleeping area features a plush bed layered with a red throw and decorative pillows in festive patterns. A large window offers views of the surrounding farmland, while warm lighting is provided by wall sconces on either side of the bed.
Tiny home in Northampton
4.98 out of 5 average rating, 183 reviews

Tiny Home Retreat

AbraRating, 5 stars3 weeks ago
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!
Top guest favorite
A private deck area features a wooden chair beside a neatly stacked pile of firewood. The entrance displays a large sliding glass door, illuminated from within, revealing a warm interior. Soft outdoor lighting complements the natural surroundings of greenery.
Tiny home in Livingston Manor
4.97 out of 5 average rating, 121 reviews

Element House - Off Grid Hideout

RemyaRating, 5 stars6 months ago
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.
Guest favorite
A modern tiny house is set amidst lush greenery, featuring a spacious wooden deck with clear railings. A swing hangs from a nearby frame, and rustic stone landscaping encircles a small fire pit. Sunlight filters through the trees, highlighting the tranquil outdoor space.
Tiny home in New Gloucester
4.94 out of 5 average rating, 178 reviews

Tiny house in the Birch Grove

SkyeRating, 5 stars2 weeks ago
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!
Guest favorite
Tiny home in Ghent
4.97 out of 5 average rating, 156 reviews

Country Getaway Tiny House in woods w/Pool/Sauna

FrankRating, 5 stars5 months ago
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.
Superhost
A charming tiny house exterior is showcased, featuring a vibrant blue door and a seating area with wicker chairs. A rustic wooden table sits in the foreground, complemented by a vase filled with fresh flowers. The patio is surrounded by greenery, enhancing the outdoor space.
Tiny home in Edgartown
4.87 out of 5 average rating, 147 reviews

Unique Vineyard Tiny House “The Banana Stand”

VincentRating, 5 stars6 months ago
Great location, great stay! Would stay again! They even offered to send some stuff home that I left there! Thank you!
Guest favorite
An inviting living space features a cozy seating area with a dark sofa and accent chairs. A wooden dining table is positioned nearby. A steep staircase leads to the sleeping loft, while large windows provide views of the surrounding nature and allow natural light to fill the room.
Tiny home in Bridgton
4.99 out of 5 average rating, 132 reviews

Stunning Library Tiny Home *Private Hot Tub*King B

MaggieRating, 5 stars2 weeks ago
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!!
Guest favorite
A tiny house stands surrounded by greenery under a clear blue sky. A bright green door contrasts with the wooden exterior, while colorful prayer flags add a cheerful touch. A front porch features a rocking chair and a small table with chairs, inviting outdoor relaxation.
Tiny home in Randolph
4.87 out of 5 average rating, 202 reviews

Tiny House on Vermont Homestead

RyanRating, 5 stars1 month ago
Wonderful stay in the mountains with a wonerful host!

Destinations to explore