Tiny house holiday rentals in Connecticut River

Find and book unique tiny home rentals on Airbnb

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Popular amenities for tiny home rentals in Connecticut River

Family-friendly tiny home rentals

Guest favourite
Treehouse in Conway
4.95 out of 5 average rating, 581 reviews

Tree House at the Shire

EliRating, 5 stars3 weeks 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 favourite
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 favourite
Tiny home in Shandaken
4.91 out of 5 average rating, 294 reviews

Tiny House in Central Catskills

ReaganRating, 5 starstoday
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!
Guest favourite
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 favourite
Cabin in Jefferson
5 out of 5 average rating, 479 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

TaschaRating, 5 stars2 weeks ago
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!
Guest favourite
Tiny home in Portland
4.96 out of 5 average rating, 472 reviews

The Garden Cabin Tiny Home

KeriRating, 5 stars6 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!
Guest favourite
Cabin in North River
4.92 out of 5 average rating, 453 reviews

CAMP HUDSONVIEW

DanielRating, 5 stars1 week ago
The Hudson View cabin lived up to its name! Beautiful surroundings, lovely host, and a great little spa. Will certainly visit again.
Top guest favourite
Train in Lincoln
4.95 out of 5 average rating, 871 reviews

The Lil' Red Caboose :)

HayleyRating, 5 stars2 months ago
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

Top guest favourite
Tiny home in Wentworth
4.99 out of 5 average rating, 137 reviews

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

DaniellyRating, 5 stars2 weeks ago
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!
Top guest favourite
Tiny home in Middletown
4.98 out of 5 average rating, 111 reviews

Cozy coastal tiny house getaway

OliviaRating, 5 stars1 week ago
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.
Top guest favourite
Tiny home in Providence
4.98 out of 5 average rating, 123 reviews

Tiny house get-away with a Yellow Door

KimberRating, 5 stars1 month 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 favourite
Cabin in Dalton
4.96 out of 5 average rating, 111 reviews

Hikers cabin in the woods.

KristenRating, 5 stars2 weeks ago
A beautiful cabin in a gorgeous state! A wonderful place to go to and escape the world. Enjoy beautiful hiking and scenic walks
Guest favourite
Place to stay in Bridgton
4.89 out of 5 average rating, 132 reviews

ShackHilton-New single room, privacy, deck, patio

Sai SamhithaRating, 5 stars6 months ago
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!
Top guest favourite
Tiny home in Saugerties
4.98 out of 5 average rating, 306 reviews

Modern Catskills Cabin

SteveRating, 5 stars1 week ago
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!
Superhost
Cabin in Pittsburg
4.89 out of 5 average rating, 102 reviews

On Back Lake & the Trails!

LorieRating, 5 stars2 months ago
My husband and i absolutely love Pittsburg and back lake and Chantels place is perfect . We will def be back
Guest favourite
Home in Naples
4.99 out of 5 average rating, 118 reviews

LUX Designer Private Waterfront

LeilaRating, 5 stars1 week ago
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

Top guest favourite
Treehouse in Norwich
5 out of 5 average rating, 660 reviews

Water Forest Retreat- Tree House

PolaRating, 5 stars1 week ago
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!
Top guest favourite
Tiny home in Northampton
4.98 out of 5 average rating, 187 reviews

Tiny Home Retreat

NatalieRating, 5 stars2 weeks ago
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!
Guest favourite
Tiny home in New Gloucester
4.94 out of 5 average rating, 179 reviews

Tiny house in the Birch Grove

SkyeRating, 5 stars1 month 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 favourite
Tiny home in Ghent
4.97 out of 5 average rating, 156 reviews

Country Getaway Tiny House in woods w/Pool/Sauna

FrankRating, 5 stars6 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
Tiny home in Edgartown
4.87 out of 5 average rating, 147 reviews

Unique Vineyard Tiny House “The Banana Stand”

VincentRating, 5 stars7 months ago
Great location, great stay! Would stay again! They even offered to send some stuff home that I left there! Thank you!
Guest favourite
Tiny home in Randolph
4.87 out of 5 average rating, 206 reviews

Tiny House on Vermont Homestead

KaylaRating, 5 stars1 week ago
I had a lovely stay! Everything was as described and more, so peaceful. gorgeous spot!
Top guest favourite
Tiny home in Wellfleet
4.93 out of 5 average rating, 107 reviews

Tiny House Living in Wellfleet

MicheleRating, 5 stars7 months ago
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.
Top guest favourite
Tiny home in Cold Spring
5 out of 5 average rating, 281 reviews

Tiny house on tiny farm close to hiking trails.

PaulinaRating, 5 stars1 week ago
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.

Destinations to explore