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Tiny house vacation 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.

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Cottage in Accord

4.89 out of 5 average rating, 242 reviews

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Cabin in East Haddam

4.89 out of 5 average rating, 628 reviews

Postcard Cabins Machimoodus - NYC/Boston

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Tiny home in New Paltz

4.99 out of 5 average rating, 788 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Treehouse in Willow

4.96 out of 5 average rating, 755 reviews

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

Cottage in Pawling

4.98 out of 5 average rating, 106 reviews

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.

Home in New Paltz

4.97 out of 5 average rating, 728 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Tiny home in Saugerties

4.95 out of 5 average rating, 265 reviews

Gorgeous Tiny House with Mountain View

Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! “The Haven” at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb

Guesthouse in Mystic

4.98 out of 5 average rating, 599 reviews

Gorgeous Waterfront Getaway

Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.

Guest suite in New Haven

4.99 out of 5 average rating, 176 reviews

Cozy cottage in historic neighborhood

Housed in a 100-year-old building nestled between the Victorian houses in New Haven's historic City Point neighborhood, once the center of New England's oyster trade, our cottage is a two-block walk from the marina (and its award-winning restaurant), a 10 minute-drive from the West Haven beaches and a few minutes' drive to Yale.

Barn in Mount Kisco

4.91 out of 5 average rating, 564 reviews

NY Rustic Cottage Getaway

Just 50 min North of NYC (Metro North 5 min away) great for artists, writers, yogi's and creative types or people just wanting to get away from the hustle and bustle, city amenities near by. (Photo Shoots, Seminars, Workshops welcome-Call For different Rates) Tag & Follow Nina’s Cottage on Insta! @ninas_airbnb

Home in Rhinebeck

4.91 out of 5 average rating, 270 reviews

Architectural wonder in the woods

Unique experience, secluded. Enjoy a weekend or a few days eco-friendly retreat in an architectural, geometric masterpiece on 30 preserved acres just minutes from all that Rhinebeck and the Hudson Valley have to offer. The house is an open plan, and though it has zero bedrooms, it can sleep 4!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

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Bungalows

Intimate homes. inviting architecture

Apartments

Convenient locations with everyday essentials

Popular amenities for Long Island Sound tiny house rentals

Free parking on premises

Air conditioning

Family-friendly tiny house rentals

Cabin in Huntington

4.86 out of 5 average rating, 265 reviews

Captain's Cottage on Working Farm with Animals

Cabin in Phoenicia

4.97 out of 5 average rating, 593 reviews

Cozy Catskills Cottage on the Esopus Creek

Farm stay in Southbridge

4.89 out of 5 average rating, 316 reviews

Scandanavian Wigwam with Sauna and Forest Baths

Cottage in Guilford

4.93 out of 5 average rating, 259 reviews

The Cottage at Indian Cove

Cabin in Saugerties

4.88 out of 5 average rating, 433 reviews

Container Cabin in the Catskills

Cabin in Red Hook

4.96 out of 5 average rating, 337 reviews

Modern Upstate Cabin, near Rhinebeck NY

Cabin in Voluntown

4.95 out of 5 average rating, 706 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

Cabin in North Stonington

4.96 out of 5 average rating, 186 reviews

Snuggle with a glass of wine in front of the fire

Tiny house rentals with a patio

Tiny home in Providence

4.99 out of 5 average rating, 101 reviews

Tiny house get-away with a Yellow Door

Tiny home in East Lyme

5 out of 5 average rating, 121 reviews

Luxury Tiny Home Near Rocky Neck

Guest suite in Newburgh

4.92 out of 5 average rating, 191 reviews

Hudson River Views-idyllic getaway 75 min. to NYC

Tiny home in Saugerties

4.99 out of 5 average rating, 272 reviews

Modern Catskills Cabin

Home in Hopatcong

4.78 out of 5 average rating, 166 reviews

Charming Lake House w/ Large Dock

Farm stay in Montgomery

4.93 out of 5 average rating, 417 reviews

The Step by 127 Cabin Co.

Tiny home in Greenfield Park

4.95 out of 5 average rating, 108 reviews

Mystic Pines Off-grid Catskills Cabin

Camper/RV in Phoenicia

4.99 out of 5 average rating, 120 reviews

Luxury Cabin • Streamside • Fly Fish • Firepit

Tiny house rentals with outdoor seating

Barn in Accord

4.95 out of 5 average rating, 543 reviews

Unique Barn Loft on Century Old Farm

Home in Pawling

5 out of 5 average rating, 212 reviews

Hobbit House of Pawling

Cabin in Phillipsport

4.97 out of 5 average rating, 196 reviews

The Pond House - A modern cabin within the forest.

Cabin in Kingston

4.95 out of 5 average rating, 183 reviews

Cabin 192

Cabin in High Falls

4.9 out of 5 average rating, 205 reviews

Hudson Valley Historic Krom House Barn

Cottage in Saugerties

5 out of 5 average rating, 357 reviews

Carriage House on Falls, Walk to Village

Cabin in Rhinebeck

4.88 out of 5 average rating, 341 reviews

Sunset Bungalow-Mt views on 130acre forest & falls

Guesthouse in Woodstock

4.96 out of 5 average rating, 327 reviews

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace

Destinations to explore