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Holiday rentals in Shandaken

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Top-rated holiday rentals in Shandaken

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

20–27 Jun

£131 per night

Guest favourite

Guest house in Mount Tremper

4.97 out of 5 average rating, 299 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.

20–27 Feb

£109 per night

Guest favourite

Yurt in Shandaken

4.95 out of 5 average rating, 182 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.

6–13 Jul

Guest favourite

Cabin in Phoenicia

4.99 out of 5 average rating, 125 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.

4–11 Aug

£151 per night

Guest favourite

Bungalow in Margaretville

4.97 out of 5 average rating, 225 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.

12–19 Jan

£125 per night

Guest favourite

Tiny home in Shandaken

4.89 out of 5 average rating, 256 reviews

Tiny House in Central Catskills

“Shelly” is our Tiny House in Central Catskills Cute and cozy and just 10 minutes to Phoenicia and Pine Hill and all the great hiking and skiing of the Central Catskills. Part of a 1940s bungalow colony lovingly restored., “Shelly” 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 outdoors space. At 300 square feet Shelly offers comfort

12–19 May

£101 per night

Guest favourite

Bungalow in Big Indian

4.93 out of 5 average rating, 120 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

29 Oct – 5 Nov

£134 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

28 Jul – 4 Aug

£111 per night

Guest favourite

Flat in Arkville

4.92 out of 5 average rating, 232 reviews

Catskills Hideaway - West

Enjoy the serenity of the scenic Catskill Mountains - relax in a lovely tranquil setting nestled in nature yet minutes from restaurants, galleries & shops. This spacious studio with private exterior stair access in a unique Brick House built in 1965 - the original "Guest House" on a spectacular estate - welcomes guests with breathtaking beauty & magnificent views. A queen size bed, en suite bath, kitchen, fireplace, & luxurious amenities await in your perfect Hideaway.

24 Jun – 1 Jul

Guest favourite

Flat 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.

8–15 Jun

£119 per night

Guest favourite

Loft in Phoenicia

4.91 out of 5 average rating, 501 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 .

8–15 Jul

£139 per night

Home in Arkville

4.86 out of 5 average rating, 173 reviews

Little Red Schoolhouse

A charming Schoolhouse from the mid-nineteeth century with a separate sleeping cabin and bathroom approximately twelve feet away from the Schoolhouse itself. Open from March through the beginning of December. Remote, yet accessible. Two night stay minimum. PLEASE PARK IN THE PARKING LOT BY THE ROAD -- not on the dirt road itself, nor on the grass as it leaves tire marks on the grass (apologies for my obsession with a maintaining a nice lawn)

20–27 Oct

£115 per night

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Popular amenities for Shandaken holiday rentals

Free parking on premises

Air conditioning

Stay near Shandaken's top sights

Rail Explorers: Catskills Division138 locals recommend

Full Moon Resort4 locals recommend

Peekamoose440 locals recommend

Emerson Resort & Spa156 locals recommend

Phoenicia Diner597 locals recommend

Catskills Visitor Center29 locals recommend

Other great holiday rentals in Shandaken

Guest favourite

Home in Shandaken

5.0 out of 5 average rating, 100 reviews

Swim in the Esopus, Close to Phoenicia and Skiing

5–12 Sept

£540 per night

Guest favourite

Cottage in Phoenicia

4.94 out of 5 average rating, 225 reviews

Cozy Catskill Cottage on the Pantherkill

18–25 May

£171 per night

Guest favourite

Cottage in Lanesville

4.94 out of 5 average rating, 165 reviews

Creekfront Cottage between Phoenicia & Hunter Mtn.

18–25 Oct

£133 per night

Guest favourite

Flat in Halcott Center

4.97 out of 5 average rating, 130 reviews

Mountain View Apartment

23–30 Jan

Guest favourite

Holiday home in Shandaken

4.98 out of 5 average rating, 94 reviews

Unique BellEayre River retreat #2024-STR-AO-85

10–17 Dec

£151 per night

Guest favourite

Flat in Phoenicia

5.0 out of 5 average rating, 28 reviews

Cozy Phoenicia Apartment

17–24 Jul

Guest favourite

Cabin in Big Indian

4.97 out of 5 average rating, 63 reviews

Cozy 1-bedroom log cabin in the mountains

19–26 Jun

£107 per night

Guest favourite

Guest house in Mount Tremper

4.96 out of 5 average rating, 89 reviews

Esopus Creek Hideaway

28 May – 4 Jun

£104 per night

Quick stats about holiday rentals in Shandaken

Total rentals
520 properties
Rentals with a pool
90 properties have a pool
Pet-friendly rentals
250 properties allow pets
Family-friendly rentals
320 properties are a good fit for families
Total number of reviews
36K reviews
Nightly prices starting at
£40 before taxes and fees

Destinations to explore