Shandaken Vacation Rentals

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Check prices for these dates

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Shandaken vacation rentals

Outdoor dining
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Shandaken
10.0 out of 10, Exceptional, (1)
"10/10 experience. beautiful cabin, super cozy"
United States
Hunter W.
The price is ￥21,052
￥36,153 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Exterior
Catskills Cabin with Hot Tub near Hiking

Catskills Cabin with Hot Tub near Hiking

Catskills Cabin with Hot Tub near Hiking
Shandaken
8.2 out of 10, Very Good, (29)
"Perfect location for a trip to the Catskills, near some great hiking and popular spots (like Phoenicia Diner). We appreciated that it felt very secluded and private, even so near to the town. We also brought our dog and she had a lovely time.The space is clean, well-equipped, and cozy, and the host was very responsive before and during the stay. Highly recommend this stay!"
United States
Trevor B.
The price is ￥38,361
￥71,732 total
includes taxes & fees
Dec 28 - Dec 29
Catskills Cabin with Hot Tub near Hiking
Exterior
Starlite Motel

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (274)
"Awesome place to stay!"
United States
Earl
The price is ￥19,281
￥21,595 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Starlite Motel
Terrace/patio
Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.
Saugerties
10.0 out of 10, Exceptional, (13)
"Cozy and beautiful house. "
United States
Seung L.
The price is ￥15,438
￥27,770 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Cottage with beautiful views and easy access to Catskills activities.
Terrace/patio
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains
Catskill
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is ￥20,116
￥43,956 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Experience Peace in this Cozy country cottage nestled beneath the mountains
Outdoor dining
Jessie's Harvest House Suite

Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
10.0 out of 10, Exceptional, (3)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is ￥14,658
￥27,164 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Jessie's Harvest House Suite
Interior
Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
2.0 star property
Gilboa
10.0 out of 10, Exceptional, (3)
"Great place to get away. "
United States
Joshua
The price is ￥18,401
￥44,362 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy Cabin-Catskills secluded Mountain retreat
Dining
Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
10.0 out of 10, Exceptional, (13)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
The price is ￥13,058
￥40,837 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Peaceful Cabin w/ Fire Pit & Creek Access
Fridge, microwave, oven, stovetop
Cozy Waterfall Home | Close to All Mountains/Hikes

Cozy Waterfall Home | Close to All Mountains/Hikes

Cozy Waterfall Home | Close to All Mountains/Hikes
3.0 star property
East Durham
10.0 out of 10, Exceptional, (3)
"The host is very responsive and the listing is accurate about what to expect with the property."
United States
John K.
The price is ￥18,019
￥50,486 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy Waterfall Home | Close to All Mountains/Hikes
Studio Suite | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
Suites on Main

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (78)
"Good place to stay and reasonable "
Canada
Marney
The price is ￥16,997
￥24,622 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Suites on Main
Fridge, microwave, oven, stovetop
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17)
"Simply perfect! This house was clean, fully stocked of all necessities and optimally located for hiking, town hoping, art seeing and brewery bouncing. Would love to come back in the winter for its proximity to Hunter Mountain. Highly recommend!"
United States
Sarah P.
The price is ￥26,502
￥72,118 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Interior
Alpine Lounge; Fireplace; Large Yard; Good Vibes

Alpine Lounge; Fireplace; Large Yard; Good Vibes

Alpine Lounge; Fireplace; Large Yard; Good Vibes
Andes
10.0 out of 10, Exceptional, (1)
"It was very clean and the gifts and postcard was very kind. "
United States
Melissa Z.
The price is ￥14,315
￥41,648 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Alpine Lounge; Fireplace; Large Yard; Good Vibes
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.2 out of 10, Very Good, (46)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is ￥19,493
￥25,325 total
includes taxes & fees
Dec 28 - Dec 29
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior
Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (10)
"Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! "
United States
Angela P.
The price is ￥17,684
￥56,334 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Cozy Home, Wood-burning Fireplace, Ski Belleayre
Outdoor dining
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (63)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
The price is ￥25,730
￥40,519 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Esopus Creek modern Tiny house Retreat!
Outdoor dining
Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (19)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
The price is ￥27,961
￥62,570 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Spacious Catskill Mountains ski cabin with fire pit
Exterior
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
2.0 star property
Halcott Center
10.0 out of 10, Exceptional, (1)
"Perfectly done! Kids loved it!!!!"
United States
Jasmina
The price is ￥19,536
￥69,434 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Exterior
Container Cabin in the Catskills

Container Cabin in the Catskills

Container Cabin in the Catskills
Saugerties
10.0 out of 10, Exceptional, (2)
"Super fun little cabin you can spend all day in. Has everything that someone needs to enjoy themselves. Takes a little work to get some things going but everything is provided so its really no issue. Will be back again."
United States
John W.
The price is ￥30,408
￥50,300 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Container Cabin in the Catskills
Pool
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Hunter Highlands
9.8 out of 10, Exceptional, (9)
"Great stay! We will be back!"
United States
Michael
The price is ￥15,438
￥33,585 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Smart TV, fireplace, books, stereo
Secluded Couples Spa Sanctuary with HotTub!

Secluded Couples Spa Sanctuary with HotTub!

Secluded Couples Spa Sanctuary with HotTub!
Kerhonkson
9.2 out of 10, Wonderful, (9)
"We had a great stay at Fern Pond. The property offers a relaxing, quiet detox from the city. It is about 20-30 minutes from a grocery store but there’s also a bunch of Farm stands in between. The yard was great for our pup as well. Excellent stay, we will be back! "
United States
Ashley J.
The price is ￥33,215
￥92,753 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Secluded Couples Spa Sanctuary with HotTub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shandaken Hotel Reviews

Twin Gables of Woodstock

Twin Gables of Woodstock

10/10 Excellent
"Staff were kind and communicative and the room was outstanding! One of the prettiest and most unique rooms I’ve stayed in. "
Tayler 1-night trip
Posted 2 days ago
Twin Gables of Woodstock

Find out more about Shandaken

Search for holiday rentals in Shandaken on Expedia! You can easily find your home rentals, villas, holiday apartments in Shandaken using one of the methods below:

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Look no further and take a look at our great range of rental properties in Shandaken!

Frequently asked questions

Can I find a vacation rental in Shandaken?

Yes, there are vacation rentals close to the most popular sights in Shandaken, or you can select a more remote option if you'd like a relaxing place to stay. Shandaken is known for its spas and mountain views.

What are some of the best vacation home rentals that Shandaken has to offer?

Esopus Creek modern Tiny house Retreat!: Visitors like this Shandaken vacation home rental. It is located on a river and has a fireplace, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Shandaken?

With 10 Expedia vacation rentals, you're sure to find just the right place for your Shandaken stay.

What’s there to see and do in Shandaken?

Catskill Mountains and Esopus Creek are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Hunter Mountain and Copperhood Retreat & Spa.

What’s a vacation rental in Shandaken like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Shandaken. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for families.