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, 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.

Jun 22 – 29

€ 127 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.

Jun 3 – 10

€ 115 per night

Guest favorite

Apartment in Phoenicia

4.95 out of 5 average rating, 543 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.

May 17 – 24

€ 140 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.

Nov 2 – 9

€ 171 per night

Guest favorite

Bungalow in Margaretville

4.97 out of 5 average rating, 226 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.

Jan 6 – 13

€ 145 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

Jul 24 – 31

€ 137 per night

Guest favorite

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

Aug 21 – 28

€ 130 per night

Guest favorite

Apartment in Arkville

4.94 out of 5 average rating, 164 reviews

Catskills Hideaway - East

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. Luxurious amenities await in your perfect Hideaway: king size bed, en suite bathroom, kitchen, fireplace, & more!

Aug 29 – Sep 5

€ 102 per night

Guest favorite

Guesthouse in Olivebridge

4.97 out of 5 average rating, 224 reviews

Black Olive Cabin in the Woods - Secluded, Tiny

The cabin is nestled into a mossy rock ledge covered with ferns in a secluded part of the Catskills just south of the Ashokan Reservoir. Constructed of large reclaimed hemlock beams and charred cedar siding on the outside, the cabin mixes the old with the new. The open concept design includes high ceilings, hardwood floors, a wood stove, lofted sleeping quarters, a full bathroom, and a kitchen with an induction cooktop and convection oven. It's the perfect weekend getaway.

Aug 5 – 12

€ 156 per night

Guest favorite

Tiny home in Shandaken

4.85 out of 5 average rating, 162 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.

Jun 12 – 19

€ 106 per night

Guest favorite

Loft in Phoenicia

4.91 out of 5 average rating, 503 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 .

Jun 25 – Jul 2

€ 162 per night

Guest favorite

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

Aug 2 – 9

€ 163 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

4.96 out of 5 average rating, 117 reviews

Phoenicia-area Classic Cabin on Country Lane

Apr 13 – 20

€ 163 per night

Guest favorite

Bungalow in Phoenicia

4.98 out of 5 average rating, 309 reviews

Brookie • Creekside • Fires • BBQ • Fishing

Dec 2 – 9

€ 206 per night

Superhost

Home in Shandaken

4.97 out of 5 average rating, 117 reviews

Balsam Mountain House

Jul 30 – Aug 6

€ 656 per night

Guest favorite

Cottage in Roxbury

4.98 out of 5 average rating, 478 reviews

The Little House

Jan 28 – Feb 4

€ 130 per night

Guest favorite

Apartment in Shandaken

4.79 out of 5 average rating, 173 reviews

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

May 14 – 21

€ 138 per night

Guest favorite

Apartment in Phoenicia

5.0 out of 5 average rating, 28 reviews

Cozy Phoenicia Apartment

Oct 9 – 16

€ 110 per night

Guest favorite

Cabin in Big Indian

4.97 out of 5 average rating, 64 reviews

Cozy 1-bedroom log cabin in the mountains

Jul 12 – 19

€ 121 per night

Guest favorite

Vacation home in Shandaken

4.98 out of 5 average rating, 96 reviews

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

Dec 31 – Jan 7

€ 219 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
€ 47 before taxes and fees

Frequently Asked Questions

How much does it cost to stay in boutique hotel rentals in Shandaken?
Experience the best of Shandaken with our boutique hotel rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Shandaken have wifi?
Absolutely! We offer over 50 cottage 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 Boutique Hotel Rentals in Shandaken?
Enhance your stay in our Boutique Hotel Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Shandaken have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Shandaken. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shandaken have a kitchen?
Absolutely! We offer over 160 house rentals with a kitchen in Shandaken. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Shandaken have free parking?
Absolutely! We offer over 90 cabin 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

Cottages

Houses

Cabins

Popular amenities for Shandaken vacation rentals

Stay near Shandaken's top sights

Other great vacation rentals in Shandaken

Cabin in Chichester

Bungalow in Phoenicia

Home in Shandaken

Cottage in Roxbury

Apartment in Shandaken

Apartment in Phoenicia

Cabin in Big Indian

Vacation home in Shandaken

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 boutique hotel rentals in Shandaken?

Do cottage rentals in Shandaken have wifi?

Are there pet-friendly vacation rentals in Shandaken?

What are the most popular amenities for Boutique Hotel Rentals in Shandaken?

Do apartment rentals in Shandaken have air conditioning?

Do house rentals in Shandaken have a kitchen?

Do cabin 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