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Tiny house holiday rentals in Ulster County

Find and book unique tiny house rentals on Airbnb

Top-rated tiny house rentals in Ulster County

Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.

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Guest favourite
A view through a cabin window showcases a serene forest scene, featuring tall trees with lush green foliage. Soft sunlight filters through the leaves, illuminating the forest floor covered in fallen leaves, while a glimpse of water can be seen in the background.
Cabin in Kingston
4.93 out of 5 average rating, 297 reviews

Cabin 192

No cleaning fee and no 2-night minimum! Cabin 192 is a tiny home glamping experience located in lovely Kingston, NY. Cabin 192 takes you back to 1992 with: a vhs collection of classics, a Super Nintendo, Sega, and other fun activities. Warm and toasty in fall and winter and cool in summer you’re always comfortable at Cabin 192. Enjoy smores by the fire surrounded by trees in nature while also being able to enjoy a vibrant uptown district a 9-minute drive away! Minnewaska and Woodstock nearby!

Top Guest favourite
Cabin in Chichester
4.99 out of 5 average rating, 296 reviews

Catskill Mtn Streamside Getaway - With EV Charger

Escape to this intimate one-bedroom Catskill cabin, nestled in a private yard with a trout stream at your doorstep. Just minutes from the charming town of Phoenicia, this retreat offers incredible hiking trails, three nearby ski resorts, and direct trout fishing access. Relax on the back porch with breathtaking views of snow-capped mountains or cozy up by the fireplace after a day of exploring. Perfect for couples or solo adventurers seeking peace and serenity.” EV Charger on site upon request.

Guest favourite
A cozy deck area is illuminated by string lights against a dark forest backdrop. Two sling chairs are positioned around a low table, which holds a small vase and platters. The wooden railing adds warmth to the natural setting.
Cabin in Saugerties
4.86 out of 5 average rating, 340 reviews

40-Foot Container Cabin in the Catskills

*Click on our logo to see all four of our cabins. Cabin 2: Our RECENTLY renovated 40-foot container cabin - with a shower, A/C, and wood-fired hot tub - is set on a stream/waterfall and 20 acres of wilderness. Warm in winter and cool in the summer, enjoy the Solo fire ring on the deck, gas grill, La Colombe coffee, and hammock. The cabin is two hours north of NYC, with a refrigerator, Wifi, propane, furnace, and wood stove. Woodstock, Kingston, the Hudson River and hiking trails 15 min away.

Top Guest favourite
An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.
Cabin in Big Indian
4.97 out of 5 average rating, 384 reviews

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)

Guest favourite
The A-frame chalet is nestled among lush greenery, showcasing a rustic wooden exterior with an inviting wraparound deck. Natural stone steps lead up to the entrance, surrounded by various plants and trees, enhancing the tranquil setting typical of the Catskill mountains.
Chalet in Napanoch
4.95 out of 5 average rating, 250 reviews

Catskills Aframe, Water View, Goat Sanctuary

This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house is cozy with rustic charm and is the perfect getaway nature-lovers. Outdoor enthusiasts will love the many hiking trails and waterfalls just a short drive away. A sanctuary for goats, animal lovers can visit with over 30 rescues during their stay. Art materials and yoga mats are provided to round out a perfect escape for you to unwind, rest, relax and heal.

Top Guest favourite
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, 409 reviews

The Metsämökki - A Finnish Cabin in the Woods

The Metsämökki is a small Finnish cabin in the foothills of the Catskill Mountains. Originally a sauna that was shipped here from Finland. We renovated it to a tiny house that offers complete privacy. Enjoy the babbling brook while sitting on the deck and taking in the surrounding nature. We're not offering high-tech or glamour but this cabin is a beautiful retreat from the busy city. **Check out our new midweek discounted rates and enjoy a little extra time for a great price!!

Top Guest favourite
The exterior of the guest house features a modern design with green siding and a wooden roof. A spacious deck is lined with lounge chairs, complemented by a small dining table and chairs. The surrounding meadow provides a serene backdrop.
Home in High Falls
5 out of 5 average rating, 257 reviews

Mahali Petu - A Big Little House

Mahali Petu is a five year old guest house situated well off the road with meadow views. It is built of high quality materials and finishes. The kitchen is fully equipped and offers custom cabinetry & granite countertops. The full bath offers a walk-in European shower with dual shower heads. There is extensive outdoor decking with seating, a gas grill, fire pit, hot tub and an outdoor shower. Peaceful and quiet, yet walking distance to High Falls restaurants and shops.

Top Guest favourite
Treehouse in Willow
4.96 out of 5 average rating, 858 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

Guest favourite
A hot tub is situated on a wooden deck, surrounded by lush greenery. The warm wood exterior of the cabin is visible in the background, while soft outdoor lighting enhances the tranquil setting. A figure relaxes in the hot tub, facing away from the camera.
Tiny home in Ellenville
4.92 out of 5 average rating, 129 reviews

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

Escape to a romantic rustic tiny home nestled on 18 private acres in the Catskills, just 90 miles from NYC. This charming one-bedroom cottage is perfect for couples seeking quiet mornings, forest views, and cozy evenings under the stars. Sip coffee surrounded by nature, explore nearby trails, then return to your peaceful retreat to unwind and reconnect. A secluded hideaway with warm, five-star hospitality and true Hudson Valley charm.

Guest favourite
Chalet in Gardiner
4.97 out of 5 average rating, 323 reviews

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

Kick back at the foot of the Shawangunk Mountains in this calm, stylish home. Surrounded by forest, the house features large picture windows in every room to help you reconnect with nature. Enjoy the natural stone porch with a fire pit and newly built barrel sauna. Located near Minnewaska State Park, with quick access to trails, and views of Millbrook Ridge and the Gunks’ iconic climbing routes right from the windows.

Top Guest favourite
The exterior of the guest house features a light grey façade with large windows framed by lush fall foliage. A small patio area includes a stone table adorned with potted flowers, inviting guests to enjoy views of the surrounding landscape and fields.
Guesthouse in Bearsville, Woodstock
4.95 out of 5 average rating, 467 reviews

Stylish Woodstock Guest House..Mountain View

This 1920's converted barn has the original beams and antique fixtures w/vintage and new furnishings. The french doors on one complete wall amplify the open space with views of the Catskill Mts., pond, fields, and the vast sky. No smoking no pets. You love them, I love them, but they cannot stay here. Also, two night minimum stay. Three night minimum on holiday weekends.

Guest favourite
A rustic cabin stands amidst a snowy landscape, surrounded by trees with bare branches. Soft sunlight filters through, casting gentle shadows on the ground. A small patio area is visible in front, featuring outdoor seating and a stone wall that complements the natural setting.
Cabin in Woodstock
4.93 out of 5 average rating, 849 reviews

Byrdcliffe Artist Studio (27.1-1-70)

Historic Byrdcliffe Artist's Studio ... is a classic cabin in the woods where theater companies were launched, cartoon characters drawn, and famous books written. Quiet & inspirational, perfect for artists, couples, close friends, and small families. A place to breathe fresh air & see the stars. Everyone is welcome!

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