Shandaken Holiday Rentals

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Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Shandaken holiday 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 HK$840
HK$1,550 total
includes taxes & fees
26 Jan - 27 Jan 2026
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Exterior
Starlite Motel

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (275)
"Awesome place to stay!"
United States
Earl
The price is HK$960
HK$1,075 total
includes taxes & fees
6 Jan - 7 Jan 2026
Starlite Motel
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 HK$1,003
HK$2,200 total
includes taxes & fees
2 Jan - 3 Jan 2026
Experience Peace in this Cozy country cottage nestled beneath the mountains
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 HK$770
HK$1,384 total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Cottage with beautiful views and easy access to Catskills activities.
Private kitchen
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 HK$847
HK$1,228 total
includes taxes & fees
4 Jan - 5 Jan 2026
Suites on Main
Interior
Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
2.0 star property
Gilboa
9.6 out of 10, Exceptional, (4)
"Great place to get away. "
United States
Joshua
The price is HK$917
HK$2,212 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Cabin-Catskills secluded Mountain retreat
Interior
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (29)
"Very clean, beautiful property! Would highly recommend staying here, and we will be coming up again someday. The host provided everything and was very diligent on the details that make this a wonderful and unique place to stay"
United States
Nick A.
The price is HK$1,574
HK$2,892 total
includes taxes & fees
4 Jan - 5 Jan 2026
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
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 HK$897
HK$2,514 total
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy Waterfall Home | Close to All Mountains/Hikes
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 HK$1,321
HK$3,511 total
includes taxes & fees
11 Jan - 12 Jan 2026
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
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 HK$1,516
HK$2,508 total
includes taxes & fees
1 Jan - 2 Jan 2026
Container Cabin in the Catskills
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 HK$618
HK$2,087 total
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful Cabin w/ Fire Pit & Creek Access
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 HK$1,392
HK$3,141 total
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious Catskill Mountains ski cabin with fire pit
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)
"The Host was very communicative & showed great hospitality. The cottage was cozy & had all we needed. Great secluded quiet area to relax & close to restaurant/coffee shop. "
United States
Beth G.
The price is HK$1,594
HK$4,395 total
includes taxes & fees
15 Jan - 16 Jan 2026
Secluded Couples Spa Sanctuary with HotTub!
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 HK$731
HK$1,346 total
includes taxes & fees
4 Jan - 5 Jan 2026
Jessie's Harvest House Suite
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 HK$714
HK$2,076 total
includes taxes & fees
4 Jan - 5 Jan 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 HK$972
HK$1,263 total
includes taxes & fees
4 Jan - 5 Jan 2026
'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 HK$793
HK$2,694 total
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy Home, Wood-burning Fireplace, Ski Belleayre
Exterior
West Wing - a unique private space w/patio

West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (20)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
United States
Heather H.
The price is HK$980
HK$1,532 total
includes taxes & fees
1 Jan - 2 Jan 2026
West Wing - a unique private space w/patio
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 HK$974
HK$3,436 total
includes taxes & fees
7 Jan - 8 Jan 2026
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Outdoor dining
Jessie's Harvest House

Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is HK$917
HK$1,581 total
includes taxes & fees
6 Jan - 7 Jan 2026
Jessie's Harvest House
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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent
"Morre brrakfast options and the pancake machine was out of order. But overall very clean, quiet and professional staff. "
Rabella 1-night trip
Posted 22 hours ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

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:

  • View our selection of featured holiday rentals in Shandaken
  • Use the map to find apartments and other holiday homes in the Shandaken neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shandaken while they last

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

Frequently asked questions

Can I find a holiday rental in Shandaken?

Yes, there are holiday rentals close to the most popular sights in Shandaken, or you can select a more secluded option if you're looking for a relaxing stay. Shandaken is known for its spas and mountain views.

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

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Shandaken is located on a river, and has a fireplace, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Shandaken?

With 10 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Hunter Mountain and Copperhood Retreat & Spa.

What’s a holiday rental in Shandaken like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shandaken. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips.