Holiday rentals with outdoor seating in Shandaken

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Shandaken

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Mount Tremper

4.97 out of 5 average rating, 300 reviews

Artful and Serene Woodstock Getaway

Please read description thoroughly before booking. Relax with a comfortable mix of rustic and elegant in this colorful studio with loft bedroom in the Catskill Mountains of NY. Midway between lovely towns, Woodstock and Phoenicia. Full kitchen and bath, cathedral ceiling, sleeps two adults comfortably. Due to allergies, we do not allow pets. This includes service animals. We use fragrance free laundry detergent. No smoking or vaping. This listing is not suitable for children or infants.

22–29 Jun

$228 NZD per night

Superhost

Cottage in Phoenicia

4.91 out of 5 average rating, 577 reviews

Romantic Getaway in Lovingly Restored Esopus Cottage

This cottage is perfect for relaxation, working remotely and as a hub for experiencing the majestic Catskills. Featured in Curbed NY, a travel magazine, as “The Best Vacation Rentals in the Hudson Valley," the Esopus Cottage has over 1500 five-star reviews. (Inquire regarding 1-night stays from Sunday to Thursday at a special rate!) As Superhosts for 10+ years, we are committed to stellar customer service and making your vacation a memorable and restorative experience. License # 2023-STR-055P

18–25 Jul

$272 NZD per night

Guest favourite

Yurt in Shandaken

4.95 out of 5 average rating, 184 reviews

Phoenicia Comfy Yurt - Spring Bling!

5 minutes from Phoenicia, the heart of the Catskills. A comfy Yurt for 2 amid wild elderberries, peach trees, goldfish pond and forested hills. Savor the pure mountain spring water. Cozy heat in the Yurt down to 10 below zero! The gas fired hot shower is glass enclosed and solar heated on sunny mornings. Odor-free cedar, maple, and mahogany composting toilet. Mini kitchen with tasty provisions. Fire circle and gas grill. Private space, but easy access to road. Fast WiFi and cell phone hotspot.

30 May – 6 Jun

$206 NZD per night

Guest favourite

Cabin in Phoenicia

4.99 out of 5 average rating, 126 reviews

"A Stones Throw" Cabin on the Esopus Creek

The cabin is on a 1.2acre parcel nestled in an orchard between route 28 and the Esopus Creek, just West of Phoenicia. Activities for every season include biking, hiking, tubing, leaf peeping, skiing, snowshoeing, and antiquing. An outdoor fire pit and Adirondack chairs are provided creek side. When you finish enjoying the outdoors, you will find a charming cabin perfect for a relaxing get away. Check our other Airbnb cabin listing "Rocky Bottom" for additional family or friends accommodations.

14–21 Nov

$307 NZD per night

Guest favourite

Bungalow in Margaretville

4.97 out of 5 average rating, 229 reviews

The Porch Upstate Super clean

Halcottsville is a tiny hamlet In the heart of the Catskills .The porch is a compound with an old general store built in 1890 which is available for rent .We also have a restored barn , gardens and Apple orchard . The Bungalow is super private and still right on Main Street in Halcottsville. We will definitely will share our veggies and fruit with you . We have 3 sheep , 10 chickens and 5 barn cats .Halcottsville has its own post office ,voluntary fire department and a beautiful Lake.

28 Oct – 4 Nov

$261 NZD per night

Guest favourite

Bungalow in Big Indian

4.93 out of 5 average rating, 121 reviews

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

21–28 Dec

$280 NZD per night

Superhost

Cottage in Phoenicia

4.9 out of 5 average rating, 150 reviews

Renovated Stream-side Home - Hike/Ski/Relax

Enjoy a stylish experience at this centrally-located home, combining mountain charm with modern amenities! It is located in Phoenicia, NY - right in the heart of the Catskill Mountains! This fully renovated one bedroom, one bath plus *open sleeping loft*, stream-side home is ready to be your perfect getaway! There is a brand new wooden deck out back that over looks a small stream and fire-pit area. Minutes from hiking and creek access! 13 min to Belleayre Mountain! 20 min to Hunter Mountain.

8–15 May

$286 NZD per night

Guest favourite

Cabin in Chichester

4.99 out of 5 average rating, 514 reviews

Garden Cottage In The Catskills

This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek

26 Aug – 2 Sep

$235 NZD per night

Guest favourite

Tiny home in Shandaken

4.85 out of 5 average rating, 164 reviews

Cute Cabin with Great Mountain Views

“Georgie” is our Cute Cabin with Great Mountain Views. She is a 230 sq. feet Cute and cozy cabin just 10 minutes to Phoenicia and Pine Hill and all the great hiking of the Central Catskills. Part of a 1940s bungalow colony lovingly restored, “Georgie” is one of three cabins which stands next to each other, offering each guest privacy without isolation. My place is good for couples and furry friends (pets). You’ll love my place because of the views and the outdoor space.

22–29 Aug

$197 NZD per night

Guest favourite

Apartment in Shandaken

4.79 out of 5 average rating, 173 reviews

Catskill Cabin, Chill Apartment, 1st Fl * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and duds, kids and us grownups. Enjoy the mountain views. The Farmhouse is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

23–30 Jun

$249 NZD per night

Guest favourite

Loft in Phoenicia

4.91 out of 5 average rating, 504 reviews

Luxurious loft w/steam room & giant soaker tub

Enjoy glorious mountain views from our spacious, private sky loft just 3 minutes to the Phoenicia Diner and Woodstock Brewing. Belleayre and Hunter Mountains are a short drive away . Stunning spa bathroom with giant soaker tub, walk in steam room and radiant heated floors . Every inch is custom designed with reclaimed barn wood and wide pine board floors .Stroll to restaurants and stores on Phoenicia's Main Street. Hike the mountains from our back yard .

9–16 Aug

$291 NZD per night

Guest favourite

Cottage in Phoenicia

4.94 out of 5 average rating, 140 reviews

Phoenicia Getaway

Welcome to Phoenicia, the greatest little town in the Catskills. Our little home is nestled on a peaceful block among quaint fishing cottages. The Esopus Creek runs nearby and is home to some of the country's best fly fishing. The mountains, lakes and streams are breathtaking all year round, and the peace of nature is easy to find. We can't wait to be your home away from home, and share the wonder of the Catskills with you. License #2022-STR-007

11–18 Sep

$294 NZD per night