Vacation rentals in Shandaken

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Top-rated vacation rentals in Shandaken

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Guest favorite

Guesthouse 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.

Dec 13 – 20

$106 per night

Guest favorite

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.

Jul 7 – 14

$98 per night

Guest favorite

Apartment in Phoenicia

4.95 out of 5 average rating, 542 reviews

Esopus Studio, where serenity reigns

This lovely apartment is a comfy place to unwind, work remote and as a hub to experience the majestic beauty of the Catskills: quality linens, full kitchen, smart TV, strong internet. Guests love the heatable, light-filled porch. (Inquire re: 1-night stays from Sunday to Thursday at a special rate!) Superhosts for 10 years, we have over 500 five-star reviews. We are committed to stellar customer service and making your vacation a memorable and restorative experience. License # 2023-STR-055P.

Jun 26 – Jul 3

$123 per night

Guest favorite

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.

Aug 19 – 26

$139 per night

Guest favorite

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

May 9 – 16

$100 per night

Guest favorite

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

Dec 10 – 17

$129 per night

Guest favorite

Apartment 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.

May 29 – Jun 5

$71 per night

Guest favorite

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.

Jun 9 – 16

$113 per night

Guest favorite

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 .

May 14 – 21

$138 per night

Superhost

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)

Jun 22 – 29

$113 per night

Guest favorite

Cottage in Phoenicia

4.94 out of 5 average rating, 139 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

Jul 11 – 18

$132 per night

Guest favorite

Cottage in Phoenicia

4.94 out of 5 average rating, 225 reviews

Cozy Catskill Cottage on the Pantherkill

Cozy Cottage nestled in the Catskill Mountains minutes away from village of Phoenecia. This is a great secluded spot and easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, swimming holes, Village of Woodstock. This small cottage feels bigger than it is while remaining cozy and intimate. Great getaway spot for couples or a solo retreat into the beautiful Catskill Mountains. License #2022-STR-AO-084

Jun 11 – 18

$160 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Shandaken vacation rentals

Kitchen

Wifi

Pool

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 vacation rentals in Shandaken

Guest favorite

Cabin in Chichester

4.99 out of 5 average rating, 514 reviews

Garden Cottage In The Catskills

Aug 12 – 19

$105 per night

Guest favorite

Bungalow in Margaretville

4.97 out of 5 average rating, 225 reviews

The Porch Upstate Super clean

Nov 30 – Dec 7

$124 per night

Guest favorite

Cottage in Lanesville

4.94 out of 5 average rating, 165 reviews

Creekfront Cottage between Phoenicia & Hunter Mtn.

Oct 18 – 25

$132 per night

Guest favorite

Cabin in Shandaken

4.97 out of 5 average rating, 145 reviews

Charming Catskills Lodge I Near Phoenicia

May 5 – 12

$180 per night

Guest favorite

Cottage in Roxbury

4.98 out of 5 average rating, 476 reviews

The Little House

Nov 15 – 22

$113 per night

Guest favorite

Guesthouse in Mount Tremper

4.91 out of 5 average rating, 322 reviews

Cozy Catskill Cottage Perfect Getaway for Two

Feb 7 – 14

$126 per night

Guest favorite

Vacation home in Shandaken

4.98 out of 5 average rating, 94 reviews

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

May 18 – 25

$161 per night

Guest favorite

Cabin in Big Indian

4.97 out of 5 average rating, 63 reviews

Cozy 1-bedroom log cabin in the mountains

Jul 7 – 14

$94 per night

Show all

Quick stats about vacation 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
$50 before taxes and fees

Frequently Asked Questions

How much does it cost to stay in chalet rentals in Shandaken?
Experience the best of Shandaken with our chalet rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do guesthouse rentals in Shandaken have wifi?
Absolutely! We offer over 30 guesthouse rentals with wifi in Shandaken. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Shandaken?
Four-legged friends are welcome in Shandaken. Choose from more than 250 vacation rentals for guests traveling with pets.
What are the most popular amenities for Guesthouse Rentals in Shandaken?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 20 homes with a kitchen, over 30 homes with wifi, over 30 homes with free parking, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cabin rentals in Shandaken have air conditioning?
Absolutely! We offer over 50 cabin rentals with air conditioning in Shandaken. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in Shandaken have a kitchen?
Absolutely! We offer over 10 chalet rentals with a kitchen in Shandaken. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Shandaken have free parking?
Absolutely! We offer over 20 bed and breakfast rentals with free parking in Shandaken. Enjoy a tailored experience with all the comforts you desire.
Are there Shandaken vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in Shandaken, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Shandaken?
Shandaken has more than 320 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Shandaken?
Yes! Work meets play with ease at over 310 vacation rentals in Shandaken featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Shandaken

Top-rated vacation rentals in Shandaken

Vacation rentals for every style

Houses

Apartments

Cottages

Popular amenities for Shandaken vacation rentals

Stay near Shandaken's top sights

Other great vacation rentals in Shandaken

Cabin in Chichester

Bungalow in Margaretville

Cottage in Lanesville

Cabin in Shandaken

Cottage in Roxbury

Guesthouse in Mount Tremper

Vacation home in Shandaken

Cabin in Big Indian

Quick stats about vacation rentals in Shandaken

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in chalet rentals in Shandaken?

Do guesthouse rentals in Shandaken have wifi?

Are there pet-friendly vacation rentals in Shandaken?

What are the most popular amenities for Guesthouse Rentals in Shandaken?

Do cabin rentals in Shandaken have air conditioning?

Do chalet rentals in Shandaken have a kitchen?

Do bed and breakfast rentals in Shandaken have free parking?

Are there Shandaken vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in Shandaken?

Are there vacation rentals with a dedicated workspace in Shandaken?

Destinations to explore