
Tiny house holiday rentals in Long Island Sound
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals in Long Island Sound
Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.

Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Tiny Cottage in Hither Woods, Montauk
A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.
Get Back to Nature at a Modern Wood Clad Getaway
HAPPY SPRING… PEEPERS are singing. The spring birds are arriving and the crocuses are up. Hawks, cardinals, blue jays, bluebirds, gold finches and more are here. Beautiful hiking trails in the woods and along the beachfront. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

Romantic Cabin with Sauna & Wood Fired Hot Tub
Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

Oscaleta Guest House: Lakefront Cabin
Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Willow Treehouse - secluded, unique, romantic
The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Modern cottage with Hudson River view
Relax and enjoy your stay in a bright, modern cottage with windows overlooking the river and a wraparound deck. Whether you are looking to relax along the river, explore Hyde Park historic properties or discover the incredible natural beauty of the Hudson Valley, this cottage is an ideal escape.
Popular amenities for Long Island Sound tiny house rentals
Family-friendly tiny house rentals

Remote Waterfall Cabin at Swiftwater Acres

40-Foot Container Cabin in the Catskills

Gorgeous Tiny House with Mountain View

Sunset Bungalow-Mt views on 130acre forest & falls

Stylish Woodstock Guest House..Mountain View

Come to the woods and snuggle in front of the fire

Shalom Cottage Private Beach Access

The GlassHouse: Hudson Valley Tiny Home w/Firepit
Tiny house rentals with a patio

Waterlily Lakehouse - Modern+Waterfront+Retreat

Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Modern Catskills Cabin

Peaceful Cottage-in Private 5-acre field

Thames River Cottage · Near Casinos + USCGA

Luxe Tiny Cabin • Streamside • Fly Fish • Firepit

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

Cabin Noir, Modern meets Rustic, Hot Tub and Views
Tiny house rentals with outdoor seating

Tiny cottage on DiR mini farm

NY Rustic Cottage Getaway

Cozy Catskills Cottage on the Esopus Creek

New! “LaBoDee”

Sweeping Mountain Views

Carriage House on Falls, Walk to Village

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace

Tiny house on the Esopus creek
Destinations to explore
- Barn rentals Long Island Sound
- Rentals with a washing machine and dryer Long Island Sound
- Family-friendly rentals Long Island Sound
- Rentals with a sauna Long Island Sound
- Cabin rentals Long Island Sound
- Rentals with a fire pit Long Island Sound
- Boutique hotels Long Island Sound
- Townhouse rentals Long Island Sound
- Fitness-friendly rentals Long Island Sound
- Guesthouse rentals Long Island Sound
- Rentals with pools Long Island Sound
- Pet-friendly rentals Long Island Sound
- House rentals Long Island Sound
- Hotel rooms Long Island Sound
- Rentals with a patio Long Island Sound
- Apartment rentals Long Island Sound
- Waterfront rentals Long Island Sound
- Holiday home rentals Long Island Sound
- Rentals with breakfast Long Island Sound
- Rentals with an EV charger Long Island Sound
- Bed and breakfasts Long Island Sound
- Beachfront rentals Long Island Sound
- Rentals with an accessible height toilet Long Island Sound
- Rentals with an accessible height bed Long Island Sound
- Condo rentals Long Island Sound
- Private suite rentals Long Island Sound
- Rentals with beach access Long Island Sound
- Rentals with lake access Long Island Sound
- Rentals with a kayak Long Island Sound
- Loft rentals Long Island Sound
- Cottage rentals Long Island Sound
- Farmstay rentals Long Island Sound
- Smoking-friendly rentals Long Island Sound
- Bungalow rentals Long Island Sound
- Villa rentals Long Island Sound
- Rentals with outdoor seating Long Island Sound
- RV rentals Long Island Sound
- Luxury rentals Long Island Sound
- Rentals with a hot tub Long Island Sound
- Serviced apartment rentals Long Island Sound
- Rentals with a fireplace Long Island Sound
- Rentals with a home theatre Long Island Sound
- Tiny house rentals United States





