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 stars2 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!
Superhost
A small log cabin is nestled among lush greenery. The cabin features a sloped metal roof and a central chimney. A porch extends from the entrance, providing access to the outdoors. Surrounding trees display vibrant leaf colors, suggesting a serene natural setting.
Cabin in Cambridge
4.8 out of 5 average rating, 826 reviews

Cozy Little Log Cabin

MaxwellRating, 5 stars4 weeks ago
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.
Guest favorite
A cozy cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.
Guesthouse in Woodstock
4.98 out of 5 average rating, 241 reviews

Cozy Little Spot (Self Check-in)

VivianRating, 5 stars1 week ago
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!
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, 293 reviews

Tiny House in Central Catskills

MichelleRating, 5 stars1 day ago
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
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!
Superhost
A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.
Cabin in Raymond
4.93 out of 5 average rating, 154 reviews

Rustic, cozy cabin on Sebago Lake. A hidden gem.

WaltRating, 5 stars6 months ago
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!
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 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 favorite
A welcoming front porch features a white rocking chair and a swing beneath the overhang, surrounded by greenery. The entrance is framed by green shutters, and white railings define the space, offering a serene view of the garden and nearby trees.
Cottage in Plymouth
4.91 out of 5 average rating, 402 reviews

Plymouth's Historic Doll House; A tiny house

PattyRating, 5 stars6 months ago
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

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
4.99 out of 5 average rating, 136 reviews

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

Maria GabrielaRating, 5 stars3 weeks ago
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.
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
4.98 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 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, 111 reviews

Hikers cabin in the woods.

KristenRating, 5 stars1 week 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 favorite
An open room features wooden beams on the ceiling and a cozy sleeping area with a striped blanket on the bed. A dining table with two chairs is positioned beside a dry kitchen area, which includes a microwave. Natural light streams through the windows.
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 favorite
Tiny home in Saugerties
4.98 out of 5 average rating, 304 reviews

Modern Catskills Cabin

SteveRating, 5 starstoday
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
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 stars2 months 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, 117 reviews

LUX Designer Private Waterfront

ElliosRating, 5 stars2 days ago
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!
Top guest favorite
Camper/RV in Phoenicia
4.99 out of 5 average rating, 144 reviews

Luxe Tiny Cabin • Streamside • Fly Fish • Firepit

RosaRating, 5 stars2 weeks ago
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

Top guest favorite
Treehouse in Norwich
5 out of 5 average rating, 659 reviews

Water Forest Retreat- Tree House

PolaRating, 5 stars1 day 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 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, 185 reviews

Tiny Home Retreat

EmilyRating, 5 stars2 weeks ago
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.
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 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 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 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 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, 205 reviews

Tiny House on Vermont Homestead

KelsieRating, 5 stars5 days ago
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 :)
Top guest favorite
The exterior of a charming cottage is framed by lush greenery, including vibrant orange flowers. A rustic wooden wall partially encloses the entrance, while a green metal roof adds character. Wide windows reflect natural light, contributing to the inviting atmosphere of the woodland setting.
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 favorite
A charming pink house is surrounded by a white picket fence and lush greenery. Flowering bushes bloom brightly near the home's exterior, while a window framed in lilac enhances the inviting feel of the property. Sunlight casts a warm glow on the vibrant foliage.
Tiny home in Cold Spring
5 out of 5 average rating, 280 reviews

Tiny house on tiny farm close to hiking trails.

SalmaRating, 5 stars2 weeks ago
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!

Destinations to explore