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
An exterior view of an old milk barn, featuring a wooden door and overgrown greenery surrounding the structure. The rustic charm is highlighted by exposed brick and an angled roof. A few outdoor furniture pieces are positioned nearby, complementing the natural setting.
Farm stay in High Falls
4.87 out of 5 average rating, 945 reviews

Dave's Milk Barn

ClaraRating, 5 stars2 weeks ago
We loved our stay at this beautiful, charming, and peaceful barn. The space was cozy and thoughtfully designed—perfect for a relaxing staycation. The property itself is beautiful, and it’s just a short drive to great hikes, bike trails, restaurants, and breweries. A truly lovely spot to unwind and explore. Thank you for such a wonderful experience!
Top guest favorite
The exterior of a cozy cottage features a dark exterior with large windows reflecting the outdoor scenery. A set of comfortable chairs is arranged on the deck, with a grill nearby for outdoor cooking. The backdrop includes trees and a sunset sky.
Home in West Caldwell
4.96 out of 5 average rating, 156 reviews

Designer Cottage on historic estate-home away home

MariaRating, 5 stars2 days ago
Mark is an extremely responsive host. The cottage was quaint and had exactly what we needed for our stay. It was clean, and he was proactive about communication with us as well as responsive when we had questions. The area has lots of great restaurants but is still safe and quiet. We will absolutely be back as I visit the area often. Five star review!
Top guest favorite
A small red cabin is framed by lush greenery, with a welcoming porch featuring two wooden rocking chairs. Natural stone path leads to the entrance, surrounded by a forest of tall trees and soft moss-covered ground.
Cabin in New Paltz
4.94 out of 5 average rating, 133 reviews

Le Petit Abris at Gunks EcoLodge

PatriciaRating, 5 stars3 weeks ago
We thoroughly enjoyed our two nights at Gunks Eco Lodge! Joe and Barb were outstanding hosts-super responsive and full of excellent hiking advice. We had all the amenities we could possibly need, and the unexpected highlight was definitely seeing a barred owl right there while enjoying morning coffee on the front porch. A perfect, well-equipped base for exploring the Gunks and a 10 minute drive to downtown New Paltz.
Top guest favorite
A charming house trailer is shown with white trim and multiple windows, surrounded by trees. An outdoor wooden deck features a grill, purple chairs, and a small pumpkin. Steps lead up to the entrance, offering access to the inviting outdoor space.
Farm stay in Fort Montgomery
4.98 out of 5 average rating, 194 reviews

Secluded overlook cottage near West Point

Alec & LauraRating, 5 stars1 month ago
We loved staying here, and our son loved visiting the horses, and the chickens in the barn. And we saw wild turkeys and deer roaming the property. And it was great to see the horses run on our way out! There are also lots of little streams and tiny waterfalls we enjoyed checking out. And the farm fresh eggs were a lovely and much appreciate bonus!
Top guest favorite
A spacious living area showcases rich wooden paneling and high, sloped ceilings. A large leather sectional is arranged around a central wooden coffee table. Natural light streams through multiple windows, with a stylish fan overhead adding to the cozy ambiance.
Home in New Paltz
4.97 out of 5 average rating, 751 reviews

Victorian Haven

CorentinRating, 5 stars1 week ago
The drive up was beautiful, and the stay even more so. The home was cozy, charming, and had everything we needed for a peaceful getaway. The water view in the back was stunning and added such a serene touch to the experience. The neighbors were friendly, and the host was kind and welcoming. We felt right at home here.
Top guest favorite
The spacious main room features wood-paneled walls and a sloped ceiling. A twin bed and a two-part sofa are positioned alongside a large dining table. A small ladder leads to the loft area. Natural light enters from two windows, enhancing the cozy atmosphere.
Cabin in Voluntown
4.95 out of 5 average rating, 743 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

ChristineRating, 5 stars2 days ago
Great camp and peaceful area. Angela is a great host and very accommodating. I have stayed twice and would definitely come back again.
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, 352 reviews

Modern Upstate Cabin, near Rhinebeck NY

EllieRating, 5 stars2 weeks ago
We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.
Top guest favorite
A quaint blue cottage is nestled among vibrant trees, reflecting a peaceful aesthetic. The pond in the foreground features natural greenery and a water fountain, creating a serene environment surrounded by nature.
Cottage in Redding
4.93 out of 5 average rating, 264 reviews

Cozy Cottage by the pond

Maria Rating, 5 stars6 days ago
Jamie & Rose are the consummate hosts: clear communicators, friendly, helpful and supportive of their guests' (and their animals') experience. The cottage is New England cute on steroids, and super private. All was tip top, first rate for a country cottage experience. Thanks for making our experience so smooth and relaxing.

Tiny house rentals with a patio

Top guest favorite
A patio area features grey stone flooring with a round metal table and four stylish chairs under a large blue umbrella. Vibrant yellow flowers surround the seating arrangement, providing a cheerful touch to the outdoor space. The yellow door of the tiny house is visible in the background.
Tiny home in Providence
4.98 out of 5 average rating, 129 reviews

Tiny house get-away with a Yellow Door

OwenRating, 5 stars3 weeks ago
Siri was an excellent host! The tiny house is ideal for a weekend getaway. We will definitely return soon!
Top guest favorite
The exterior of a rustic wooden cottage is surrounded by lush greenery. A spacious deck features seating arrangements and a fire pit area is visible. A stone pathway leads to the entrance, bordered by landscaped stones and grass, enhancing the natural setting.
Tiny home in East Lyme
5 out of 5 average rating, 134 reviews

Luxury Tiny Home Near Rocky Neck

HannahRating, 5 stars2 weeks ago
Beautiful home in a quite peaceful area . Note that it is a little difficult to find if you are traveling at night but John was very helpful in giving directions. Bed was VERY comfortable and house had all the basic amenities you would need from kitchen supplies to personal hygiene items you may have forgotten to bring yourself. Would highly recommend to other guests.
Guest favorite
A private deck is shown, featuring a blue and white patterned rug, a small table, and two chairs. Surrounding greenery and trees contribute to the serene view, with the Hudson River visible in the background under a cloudy sky.
Guest suite in Newburgh
4.92 out of 5 average rating, 205 reviews

Hudson River Views-idyllic getaway 75 min. to NYC

VolhaRating, 5 stars1 month ago
Vicky’s place is exactly as described. The view is amazing. Location is perfect. Vicky is a great host. Thank you very much for having us.
Guest favorite
Farm stay in Montgomery
4.93 out of 5 average rating, 457 reviews

Lux OffGrid Oasis - A frame Farm + River + Animals

TracyRating, 5 stars6 days ago
Absolutely beautiful stay! Looks just like the pictures if not better! Gentlemen down the street was so nice and helped us come make a fire when we couldn’t get one started. Couldn’t recommend this place enough if ur looking for a cozy stay! Courtney was great to communicate with also and left a cute hand written note for us upon arrival. We will be back!
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
4.91 out of 5 average rating, 128 reviews

Thames River Cottage · Near Casinos + USCGA

MelRating, 5 stars2 weeks ago
Great space, accurate description
Top guest favorite
A modern living area features a gray sofa with tufted seating, positioned near a wooden coffee table. Exposed wooden beams span the ceiling, while a cozy rattan chair adds warmth. Natural light streams through windows, creating a bright and airy ambiance.
Home in Beacon
4.99 out of 5 average rating, 137 reviews

NEW! Stylish Home in the Heart of Beacon

RachelRating, 5 stars3 weeks ago
We can’t say enough good things about Tatiana’s place! We have stayed in several air bnb’s in Beacon over the years and this is by far the best! Perfect location, immaculately clean, and beautifully renovated. We attended a weekend full of wedding festivities at The Round House and the walkability was beyond perfect. 100% recommend. We will definitely try to book again next time we’re in the area. Thank you for a great stay!
Guest favorite
An exterior view of a tiny black cabin is shown, featuring a chimney and a large window. A wooden table and a sink are positioned outside, alongside a rain barrel. Two Adirondack chairs are placed on the nearby deck, surrounded by trees.
Tiny home in Greenfield Park
4.96 out of 5 average rating, 131 reviews

Mystic Pines Off-grid Catskills Cabin

CaseyRating, 5 stars2 weeks ago
Zosia’s place is an amazing gem - very close to some amazing hikes in the Catskills and a wonderful farmers market. It was the perfect place to reset and connect with nature and find stillness. From the stream, to the outdoor shower, to the amazing birdwatching and perfect bed/kitchen set up- it really could not have been better!!
Guest favorite
Chalet in Gardiner
4.95 out of 5 average rating, 198 reviews

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

MaggieRating, 5 stars1 week ago
We had a very nice stay besides being greeted by spiders on our way in haha but that’s expected when you’re staying in a place surrounded by trees and nature. We loved the layout of the house and how equipped it was. The house felt very spacious for the 3 of us. My son loved the projector of course. We truly enjoyed it and would definitely consider returning during the fall or winter months in the future!

Tiny house rentals with outdoor seating

Guest favorite
The cabin is framed by lush greenery, showcasing a wooden structure with a sloping roof and a spacious front deck. The surrounding area features a well-maintained lawn, dotted with trees and shrubs, offering a sense of privacy and seclusion.
Chalet in Claryville
4.85 out of 5 average rating, 226 reviews

Secluded Cabin in Catskills Park on 20 acres

OliverRating, 5 stars2 weeks ago
A beautiful, cozy, rustic cabin for the guest who likes a minimal experience and desires an escape from the overstimulation of urban life. We loved our peaceful stay away from the city where we couldn’t be reached by phone, where we could allow our minds to wander, could get bored, make art, and return to ourselves. Definitely coming back.
Guest favorite
An outdoor fire pit is surrounded by natural stone and grass, with a grill positioned above the flames. The modern cabin, featuring large windows, is visible in the background, framed by tall trees. A tranquil, rustic scene is created by the blend of greenery and wood.
Cabin in Phillipsport
4.97 out of 5 average rating, 208 reviews

The Pond House - A modern cabin within the forest.

RachelRating, 5 stars1 month ago
We had a great stay at The Pond House. Despite rainy weather, we enjoyed the wood stove and beautiful view. We found everything we needed for preparing meals in the kitchen and used the guide book for lighting a fire in the wood stove. Be aware of ticks in the tall grass! We found several on us after going on a walk.
Top guest favorite
A cozy living area features a stone fireplace with a wood fire burning inside. A colorful couch adorned with various patterns is complemented by a stylish chair. Natural light enters through large windows, and a rustic table is visible in the background.
Guesthouse in Woodstock
4.96 out of 5 average rating, 349 reviews

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace

KevinRating, 5 stars5 days ago
Stayed 2 nights in early June at Linda and Gene’s enchanting little stone cottage. Perfect weekend getaway space for 2. Early check in time was much appreciated. The place is tastefully decorated with a cool vibe. There is even an herb garden for guests to use, which came in handy for the delicious dinner we prepared one night. Nice fire pit and Adirondack chairs with ample firewood, etc. Will definitely be back as soon as possible. And having the radio on when we arrived, tuned to the amazing Woodstock radio station, was a welcoming touch.
Superhost
A charming cottage exterior is showcased with a welcoming entrance door framed by green shutters. Two colorful adirondack chairs are positioned beside a potted yellow flower arrangement. Green bushes line the pathway, enhancing the serene garden setting.
Bungalow in Clinton
4.88 out of 5 average rating, 472 reviews

Shalom Cottage Private Beach

CherylRating, 5 stars1 week ago
My boyfriend and I were looking for an Airbnb that would host us for just one night and Raj and family were more than gracious to let us do that. His mom met us a soon as we arrived. The cottage was perfect for us. The fresh flowers , fruit and goodies were above and beyond. Raj was very good at sending us information about the area so that was a plus even though I knew the area from having grown up in Clinton. I would absolutely recommend the cottage and Raj and family.
Top guest favorite
The exterior of the cottage is presented, showcasing a charming design with a blue door and surrounded by vibrant flowering plants. A small patio area with a table and chairs invites outdoor relaxation, while a blue umbrella provides shade. A serene lake view can be seen in the background.
Tiny home in Smithfield
4.97 out of 5 average rating, 707 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

JulieanneRating, 5 stars6 days ago
Great place for me and my pooches to stay while we were in town for a 2 day dog show. Comfortable and quiet. Super cute tiny house! Will definitely stay again if I am in the area again!
Top guest favorite
A charming outdoor area features a black cottage in the background, with large glass doors reflecting the surroundings. The deck is adorned with potted red geraniums and wooden seating. A hot tub is positioned adjacent to the cottage, emphasizing a tranquil retreat atmosphere.
Guesthouse in Southampton
4.98 out of 5 average rating, 107 reviews

5 Star Rated Private Cottage Southampton/Sag Hrbr

JessRating, 5 stars10 months ago
This was my second time staying at this great little cottage. As always, Joel was an excellent host. The place was squeaky clean, organized and perfect for one or two people. I would highly recommend staying here when visiting the east end!
Top guest favorite
A light-colored cottage exterior features large glass doors, surrounded by trees displaying vibrant autumn colors. A stone pathway leads to the entrance, with a lantern and potted plants adding a welcoming touch. A picnic area is visible in the yard, set against the beautiful natural backdrop.
Cottage in Philipstown
4.99 out of 5 average rating, 202 reviews

Modern Country Cottage by Bear Mountain

DorianRating, 5 stars1 month ago
I had a wonderful stay at the cottage in Beat Mountain. It was the perfect space—clean, peaceful, and beautifully maintained. The atmosphere was calm and inviting, making it an ideal spot to relax and recharge. The location was great to explore the area! I would absolutely stay here again and highly recommend it to anyone looking for a serene getaway.
Top guest favorite
A rustic Finnish cabin is seen nestled among trees, featuring a slanted wooden roof and a spacious deck. Adironack chairs are placed on the deck, complemented by a green umbrella. A stone garden borders the deck, enhancing the natural surroundings.
Cabin in Kerhonkson
4.99 out of 5 average rating, 370 reviews

The Metsämökki - A Finnish Cabin in the Woods

ValerieRating, 5 stars2 weeks ago
Perfect spot for a long weekend to retreat from city life and slow down a bit.The Vernooy Falls hike was so close and the perfect way to spend a morning. Loved watching the bunnies hop across the lawn in the morning and hearing the sounds of the frog pond in the evening. Waking every morning to the sight forest right from the bed was so lovely. Such a calming space. Hope to return to enjoy the outdoor space a little more as it rained most of the time we were there.

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