
Tiny house vacation rentals in Long Island Sound
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Top-rated tiny house rentals in Long Island Sound
Guests agree: these tiny house rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Long Island Sound tiny house rentals
Family-friendly tiny house rentals

Light-filled guest cottage
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.

Charming Downtown Mystic Historic House
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!

Esopus Studio, where serenity reigns
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.

Tiny House in Central Catskills
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

Le Petit Abris at Gunks EcoLodge
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! : )

Modern Upstate Cabin, near Rhinebeck NY
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.

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

The GlassHouse: Hudson Valley Tiny Home w/Firepit
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

Luxury Tiny Home Near Rocky Neck
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.

The River Loft
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.

Modern Catskills Cabin
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!

Charming Lake House w/ Large Dock
Comfortable cabin, great location, very friendly host. Felt like "home".

Thames River Cottage · Near Casinos + USCGA
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!

Mystic Pines Off-grid Catskills Cabin
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.

Luxe Tiny Cabin • Streamside • Fly Fish • Firepit
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.

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

Cozy Waterfront Cabin • Couples • Spa • Hiking
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!

40-Foot Container Cabin in the Catskills
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.

Home Alone Woods
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!

Hidden Gem Cottage — cozy escape to play or WFH
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!

Willow Treehouse - secluded, unique, romantic
We had an amazing stay !! Very private and a great place to get away !!

Catskill Mtn Streamside Getaway
Jeff and Sharon were very responsive and provided us with everything we need to have a great time!

Restored blacksmith shop (cottage) on goat farm
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.

Modern cottage with Hudson River view
What a beautiful retreat space by the Hudson. Everything was beautiful! I can’t wait to go back in the Fall.
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