Tiny house holiday rentals in Long Island Sound

Find and book unique tiny home rentals on Airbnb

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Popular amenities for tiny home rentals in Long Island Sound

Family-friendly tiny home rentals

Guest favourite
Guest house 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 favourite
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 favourite
Flat in Phoenicia
4.95 out of 5 average rating, 582 reviews

Esopus Studio, where serenity reigns

AthenaRating, 5 stars4 weeks 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 favourite
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
Top guest favourite
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 favourite
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 favourite
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 stars5 days 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!
Superhost
Farm stay in Fort Montgomery
4.93 out of 5 average rating, 240 reviews

Secluded mountain top horse property near W. Point

AmairanyRating, 5 stars4 weeks ago
Linda’s home is absolutely beautiful and unreal! First of all, it was extremely clean with great smelling sheets. Her home had everything you needed from coffee, seasonings, first aid kit, and even marshmallows to roast. My family and I had a bbq as well and Linda had a lot of cookware. We had sooo much space to walk and go on a hike right off the property. There is a little stream of water that connects to the pond which my little 4 year old loved. The horses were a lovely addition and we loved hearing the rooster during the day. We will certainly be returning because a weekend was too short to explore everything. I highly recommend! Thank you again Linda!

Tiny home rentals with a patio

Top guest favourite
Tiny home in East Lyme
5 out of 5 average rating, 132 reviews

Luxury Tiny Home Near Rocky Neck

RickRating, 5 stars6 days 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 favourite
Cottage in Weston
4.96 out of 5 average rating, 120 reviews

The River Loft

OscarRating, 5 stars1 week ago
My experience at this Airbnb was great. Everything matched the photos and the place was incredibly clean. My house feels remote but it’s incredibly close to a lot of restaurants and stores. I would absolutely stay here again.
Top guest favourite
Tiny home in Saugerties
4.98 out of 5 average rating, 303 reviews

Modern Catskills Cabin

SeanRating, 5 stars2 weeks ago
Mark and Lori were great. Very responsive. Their home is very peaceful and quiet. Perfect for family retreat or just for yourself.
Superhost
Home in Hopatcong
4.79 out of 5 average rating, 187 reviews

Charming Lake House w/ Large Dock

Imani NiaRating, 5 stars2 weeks ago
Peaceful location, very calm. I loved the area very beautiful scenery, the lake was gorgeous! 🌊 The host was very responsive and gave clear instructions. This is a nice boat house that feels like a cute home away from home!
Guest favourite
Home in Montville
4.9 out of 5 average rating, 121 reviews

Thames River Cottage · Near Casinos + USCGA

AshtynRating, 5 stars3 days ago
The home was perfect. Small and well equipped for many things you seek on vacation, business trips, and an overall home away from home. Peter was a great host with lots of options without spending money. Directions were clear!
Guest favourite
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 favourite
Campervan/Motorhome 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 favourite
Chalet in Gardiner
4.95 out of 5 average rating, 186 reviews

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

SarahRating, 5 stars6 days 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 home rentals with outdoor seating

Superhost
Guest house 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 favourite
Cabin in Saugerties
4.87 out of 5 average rating, 261 reviews

40-Foot Container Cabin in the Catskills

NataliaRating, 5 stars1 week 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 favourite
Cabin in Kerhonkson
4.92 out of 5 average rating, 466 reviews

Home Alone Woods

BrianRating, 5 stars1 week ago
I had a great stay here and would recommend to anyone who wants a peaceful experience in the woods!
Guest favourite
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 favourite
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 !!
Guest favourite
Tiny home in Belmar
4.87 out of 5 average rating, 196 reviews

Best Couples Retreat Greatest Location of Belmar

AlisonRating, 5 stars1 month ago
Johnny was a great host. very responsive and his place was super cute right near the beach. it was a quick getaway for me but would definitely stay there again. Thanks again Johnny
Top guest favourite
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!
Guest favourite
Guest house in Bearsville, Woodstock
4.95 out of 5 average rating, 435 reviews

Stylish Woodstock Guest House..Mountain View

LilyRating, 5 stars5 months ago
We absolutely loved our stay! This is such a special, charming cottage and Beverly exceeded expectations. She is so friendly and responsive. The cottage has such character and is in a beautiful surrounding, just a short drive from town. We did not want to leave! We loved the decor, and we loved having Beverly as a host. We hope to come back soon!

Destinations to explore