Tiny house vacation rentals in Long Island Sound

Find and book unique tiny house rentals on Airbnb

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Popular amenities for Long Island Sound tiny house rentals

Family-friendly tiny house rentals

Guest favorite
The rustic cottage is illuminated against a dusky pink and purple sky at sunset, with warm light spilling from its windows. Surrounded by trees that are beginning to lose their leaves, the setting evokes a peaceful, countryside atmosphere.
Guesthouse in Tivoli
4.94 out of 5 average rating, 248 reviews

Light-filled guest cottage

ElyseRating, 5 stars2 weeks ago
Gorgeous place in a beautiful town. About a thirty minute walk (or 4 minute drive!) right into downtown with cute shops and restaurants. The cottage is beautiful, clean and so cozy. Highly recommend.
Top guest favorite
A charming white house with blue shutters and a bright blue door is set against a clear sky. Lush green grass surrounds the home, with vibrant pink azaleas and well-maintained hedges adding color to the inviting exterior.
Home in mystic
4.98 out of 5 average rating, 183 reviews

Charming Downtown Mystic Historic House

DanielleRating, 5 stars1 week ago
The house is historic and charming. Very walkable to downtown mystic and other activities as described. Wendy and James were amazing hosts and very responsive and helpful. They responded on short notice late in the evening to help me set up an extra bed so that I could be on the main floor with my mother who is handicapped. Would definitely stay here again!
Guest favorite
The entrance of the apartment features a welcoming covered porch with a small table and chairs. Lush greenery and ferns surround the stone steps leading to the front door, enhancing the charming exterior of the white cottage.
Apartment in Phoenicia
4.95 out of 5 average rating, 582 reviews

Esopus Studio, where serenity reigns

AthenaRating, 5 stars1 month ago
We had a lovely and peaceful 2 night stay at Esopus Studio. Highly recommended - 4 C’s - cute, cozy, comfy, and clean - perfect for two people. Close to Phoenicia Diner and outdoor activities. Alma was very responsive to questions before and during our stay and proactively informed us about her no shoe policy and to bring slippers! Hope to return someday.
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 stars3 days 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
Top guest favorite
A cozy living area features a dark brown couch adorned with patterned throw pillows, positioned across from a wooden coffee table. A dining set with green chairs complements the wooden decor. Natural light streams through glass doors leading to the outside.
Cabin in New Paltz
4.94 out of 5 average rating, 130 reviews

Le Petit Abris at Gunks EcoLodge

BiancaRating, 5 stars5 months ago
We loved our stay at Joe & Barb's place! The cabin is delightful; beautiful surrounds, peaceful and quiet while being just a short drive from the amenities of New Paltz. Joe gave us great tips for nearby hikes, and we enjoyed a tour of the veggie garden (with full credit to Barb the gardener!), and hearing about the sustainability/eco-friendly initiatives of the property. Thanks for having us! : )
Top guest favorite
A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.
Cabin in Red Hook
4.96 out of 5 average rating, 348 reviews

Modern Upstate Cabin, near Rhinebeck NY

RichRating, 5 stars1 week ago
Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.
Top guest favorite
A charming cabin with a red exterior sits surrounded by colorful autumn foliage, reflecting on the calm surface of a pond. A spacious deck is visible, featuring a patio chair and table, while a kayak rests nearby on the grassy shore.
Cabin in North Stonington
4.97 out of 5 average rating, 201 reviews

Spring is here at the Cabin! Come check it out.

TaraRating, 5 stars1 week ago
The cottage was perfect. Rocking chairs by the window for when it was chilly, chairs on the deck, chairs by the pond for when it wasn’t. Terrific recommendations from Tim, particularly the Dog Watch Cafe in Stonington Borough. Our stay was exactly the peaceful respite we needed, we just should have booked three nights!
Guest favorite
An intimate outdoor space is surrounded by lush greenery, featuring a wooden picnic table and chairs. A modern grill stands nearby, alongside a flower-lined fence. The glass-enclosed cabin is visible, seamlessly blending with the natural surroundings.
Tiny home in Hopewell Junction
4.95 out of 5 average rating, 522 reviews

The GlassHouse: Hudson Valley Tiny Home w/Firepit

MariamRating, 5 stars2 weeks ago
My stay at The GlassHouse was nothing short of magical. The house is absolutely stunning — every little detail is so well thought out, cozy, and beautiful. The views, the comfort, the peace — everything exceeded my expectations. Seth and the team were incredibly kind, responsive, and welcoming throughout my stay. I couldn’t have asked for better hosts. I felt truly cared for, and it made the whole experience unforgettable. I can’t wait to return. Highly recommend to anyone looking for a peaceful escape in a truly special place!🥹❤️✨ Also, for fellow horse lovers like me — there’s a wonderful horse farm (Crotta Farm, home of Applejack Stables) just a short walk away. It felt like a dream being able to spend time near horses in such a peaceful setting.🥰✨✨

Tiny house rentals with a patio

Top guest favorite
A hammock is gently draped between two trees, surrounded by lush greenery. The sky is painted with soft hues of orange and pink as the sun sets, creating a serene backdrop of nature.
Tiny home in East Lyme
5 out of 5 average rating, 133 reviews

Luxury Tiny Home Near Rocky Neck

RickRating, 5 stars1 week ago
Small but mighty! Really cozy place. The house is really well laid out and has very nice renovations. Also really enjoyed lounging in the hammock out back in the sun.
Top guest favorite
Cottage in Weston
4.96 out of 5 average rating, 121 reviews

The River Loft

KendalRating, 5 starstoday
Great place, would book again. We especially appreciated the S’more’s set up and the relaxing, peaceful outdoor spaces. We had everything we needed and more.
Top guest favorite
Tiny home in Saugerties
4.98 out of 5 average rating, 304 reviews

Modern Catskills Cabin

SteveRating, 5 stars2 days 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
A serene lakeside dock scene displays two reclining lounge chairs positioned near the water's edge, with a sunbed visible beside them. The dock features a small table, providing a casual space for relaxation, while a distant boathouse is seen across the lake.
Home in Hopatcong
4.79 out of 5 average rating, 188 reviews

Charming Lake House w/ Large Dock

BentleyRating, 5 stars1 week ago
Comfortable cabin, great location, very friendly host. Felt like "home".
Guest favorite
The living area features a large sectional sofa with a throw pillow, a dark coffee table, and a dining area with a wood table. Sliding glass doors open to a scenic view of the Thames River and the outdoor deck.
Home in Montville
4.9 out of 5 average rating, 122 reviews

Thames River Cottage · Near Casinos + USCGA

KarenRating, 5 stars3 days ago
Thank you for this little gem! It’s really close by the casinos, lots of restaurants, and fun things to do. Due to the weather didn’t get to use the kayaks/canoes but still had an absolute blast. we hope to come back another time. Thank you for everything!
Guest favorite
Tiny home in Greenfield Park
4.96 out of 5 average rating, 127 reviews

Mystic Pines Off-grid Catskills Cabin

ChristieRating, 5 stars3 weeks ago
This place is MAGICAL. Mmmm wow, our stay at Mystic Pines was deeply nourishing, peaceful, and restorative. Our intention was to find a secluded space nestled in the woods where we’d see no one, and this fulfilled all of our desires! The cozy warmth is felt and appreciated- this feels more like the hosts made something really special and wanted to share its magic with others, rather than a cookie cutter property made to turn a profit. We spent hours reading the eclectic collection of books by the wood stove whilst listening to the rain pitter patter on the roof. All the best parts of camping balanced out with the creature comforts of home. Endless gratitude to the kind hosts for sharing this absolute gem.
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.
Guest favorite
Chalet in Gardiner
4.95 out of 5 average rating, 187 reviews

Modern Zen Chalet at the Foot of Gunks w Mt. View

SarahRating, 5 stars1 week ago
I only stayed for one night as I was just passing through the area, but I was incredibly comfortable here. Bed was very cozy and this spot is so peaceful and surrounded by nature! I would definitely stay here again.

Tiny house rentals with outdoor seating

Superhost
Guesthouse in Mount Tremper
4.93 out of 5 average rating, 184 reviews

Cozy Waterfront Cabin • Couples • Spa • Hiking

SeanRating, 5 stars3 weeks ago
A quaint, cozy place that my wife and i enjoyed. A great location as well. Our hosts checked in several times during our stay, however we didnt really need anything. The stay was very smooth and well run. Highly recommend!
Guest favorite
A modern cabin is nestled among lush greenery, with large windows reflecting the natural light. A wooden deck extends from the cabin, adorned with string lights, inviting relaxation surrounded by the forest. The space harmoniously integrates with the tranquil woodland setting.
Cabin in Saugerties
4.87 out of 5 average rating, 261 reviews

40-Foot Container Cabin in the Catskills

NataliaRating, 5 stars2 weeks ago
This is our second time visiting this Airbnb and my family and I just love it! We really enjoyed the upgrades to the bathroom and kitchen sink.
Guest favorite
The exterior of the cabin is shown, featuring wood siding and decorative lighting. A picnic table sits on a grassy area surrounded by trees, with a flower arrangement on the table and a covered area nearby. A small deck leads to the entrance of the cabin.
Cabin in Kerhonkson
4.92 out of 5 average rating, 468 reviews

Home Alone Woods

MichaelRating, 5 stars3 days ago
We had a great experience during our stay. The place was clean and very private. We came to the area for a trail race and it was super close to the State Park and would be a great get away for anyone looking to be close to nature and Minnewaska. The hot tub was the perfect addition. I would definitely recommend!
Guest favorite
The exterior features a charming cottage with wooden siding and a welcoming entryway framed by large glass doors. The surrounding gravel driveway leads to a garage, flanked by lush greenery and trees that enhance the serene outdoor setting.
Cottage in Ulster Park
4.95 out of 5 average rating, 225 reviews

Hidden Gem Cottage — cozy escape to play or WFH

KarenRating, 5 stars1 week ago
We had a lovely stay at Monica’s place. It was a cozy getaway from the city and we had a wonderful weekend trip to the nearby towns. The space is exactly as listed and even cuter in person. Highly recommend!
Guest favorite
Treehouse in Willow
4.96 out of 5 average rating, 786 reviews

Willow Treehouse - secluded, unique, romantic

JohnRating, 5 stars2 weeks ago
We had an amazing stay !! Very private and a great place to get away !!
Top guest favorite
Cabin in Chichester
4.99 out of 5 average rating, 245 reviews

Catskill Mtn Streamside Getaway

ZacharyRating, 5 stars2 weeks ago
Jeff and Sharon were very responsive and provided us with everything we need to have a great time!
Top guest favorite
A quaint cottage is blanketed in snow, with a chimney rising from the sloped roof. Nearby, a bare tree stands, its branches weighed down by frost. The scene conveys a tranquil winter landscape, featuring soft white tones and a serene atmosphere.
Tiny home in Westport
5 out of 5 average rating, 125 reviews

Restored blacksmith shop (cottage) on goat farm

WilliamRating, 5 stars6 months ago
Laurie and Norman have made a great space that has everything you could need already provided, all while letting you get away from the hecticness of the city. We were in town for a wedding and managed to sneak in a few restaurants and a trip the beach (all recommendations from Norman)! Relaxed, cozy, and delightful. Don't miss out on exploring the grounds and meeting all the animals.
Top guest favorite
Guesthouse in Hyde Park
4.99 out of 5 average rating, 703 reviews

Modern cottage with Hudson River view

CarmenRating, 5 stars2 weeks ago
What a beautiful retreat space by the Hudson. Everything was beautiful! I can’t wait to go back in the Fall.

Destinations to explore