A dense forest with a mountain range in the background under a cloudy sky.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Shandaken vacation homes

A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

1. West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is AED 500
AED 1,420 total
includes taxes & fees
4 Oct - 5 Oct
West Kill Barnhouse: Ski, Work & Unwind
A wooden cabin with a porch, two chairs, and a table.

2. Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns

Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
Halcott Center
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect during my stay. The service was excellent, and everything went very smoothly. I’m really happy with the overall experience and would highly recommend it to anyone."
United States
Hnin
The price is AED 543
AED 1,618 total
includes taxes & fees
15 Oct - 16 Oct
Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
A room with a wooden cabinet, a glass door leading to a closet, a blue patterned rug, and a wooden floor.

3. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (40 reviews)
"Such a spectacular and unique home- we loved the thoughtful touches placed throughout the house. Beds comfy, kitchen had everything you could need plus more. Easy walking access to great hiking! The front porch is a perfect place to have morning coffee and watch the rabbits!"
United States
joan b.
The price is AED 625
AED 1,317 total
includes taxes & fees
20 Oct - 21 Oct
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
A living room with a leather rug, wooden chairs, a sofa, and a decorative wall hanging.

4. 2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter

2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter
Hunter
9.8 out of 10, Exceptional, (9 reviews)
"Great host. Very quiet place to relax."
United States
Evan H.
The price is AED 521
AED 1,101 total
includes taxes & fees
26 Oct - 27 Oct
2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter
A triangular attic room with wooden beams, a large window, and two round ottomans.

5. The Bend: Stony Clove Suite • Pool • Sauna • Creek

The Bend: Stony Clove Suite • Pool • Sauna • Creek
Phoenicia
The price is AED 1,005
AED 1,644 total
includes taxes & fees
29 Sep - 30 Sep
The Bend: Stony Clove Suite • Pool • Sauna • Creek
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a small building.

6. The Bend: Meadow Suite • Pool • Sauna • Fire Pits

The Bend: Meadow Suite • Pool • Sauna • Fire Pits
Phoenicia
The price is AED 1,000
AED 1,745 total
includes taxes & fees
29 Sep - 30 Sep
The Bend: Meadow Suite • Pool • Sauna • Fire Pits
A living room with a television, two sofas, a patterned rug, and a chandelier.

7. Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Pine Hill
9.4 out of 10, Exceptional, (3 reviews)
"We only needed a place to sleep overnight. House was clean and met our needs. Host was easy to work with"
United States
carolyn h.
The price is AED 992
AED 1,839 total
includes taxes & fees
29 Sep - 30 Sep
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Interior

8. Escape the City. Discover the Heart of the Catskills. Entire house, sleeps 10!

Escape the City. Discover the Heart of the Catskills. Entire house, sleeps 10!
West Kill
10.0 out of 10, Exceptional, (2 reviews)
"If you've lived in an old house before, then you know what to expect. It was good for our needs during our short stay. The house is spacious and there is lots of light. The beds were comfortable and the water pressure was awesome. There is an a/c in every upstairs bedroom."
United States
Alexandra I.
The price is AED 643
AED 1,924 total
includes taxes & fees
12 Oct - 13 Oct
Escape the City. Discover the Heart of the Catskills. Entire house, sleeps 10!
A wooden dining table with a lamp, a mirror, and a vase with branches.

9. Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views

Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
Denver
The price is AED 436
AED 1,307 total
includes taxes & fees
29 Sep - 30 Sep
Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
A two-story house with a dark exterior, a front porch, and a well-maintained lawn.

10. Purple Victorian Vacation Home near Belleayre

Purple Victorian Vacation Home near Belleayre
Pine Hill
9.4 out of 10, Exceptional, (3 reviews)
"Great location , Beautiful Home"
United States
Keith V.
The price is AED 1,405
AED 2,363 total
includes taxes & fees
29 Sep - 30 Sep
Purple Victorian Vacation Home near Belleayre
A cozy living room with a wooden ceiling, a sofa, a red chair, a fireplace, and a ceiling fan.

11. Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!

Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
Hunter
9.8 out of 10, Exceptional, (18 reviews)
"Nice home, spacious, and conveniently located minutes from Hunter. I would stay here again. "
United States
Jim D.
The price is AED 771
AED 1,519 total
includes taxes & fees
30 Sep - 1 Oct
Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
A spacious living area with a large window, a ceiling fan, and a dining table set for four.

12. Catskill Mountain Hideaway with Amazing Hunter Mountain Views

Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"Very clean and comfy place to stay. Communication with owner is quick and easy. Highly recommendations "
United States
ching yi t.
The price is AED 1,405
AED 2,457 total
includes taxes & fees
29 Sep - 30 Sep
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
A modern kitchen with wooden flooring, a dining table with chairs, a sofa, and a TV in a living area.

13. 2BR Barnhouse Loft Near Hiking, Phoenica, and Hunter Mtn

2BR Barnhouse Loft Near Hiking, Phoenica, and Hunter Mtn
Hunter
10.0 out of 10, Exceptional, (2 reviews)
"This is a well kept and spacious apartment in a secluded area, great for nature and hiking. Size of the kitchen, living and dining area is fantastic. Really enjoyed, would stay again. "
United States
Gordon L.
The price is AED 555
AED 1,138 total
includes taxes & fees
28 Oct - 29 Oct
2BR Barnhouse Loft Near Hiking, Phoenica, and Hunter Mtn
A spacious kitchen with wooden cabinets, a stone fireplace, and large windows.

14. Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is AED 841
AED 1,528 total
includes taxes & fees
30 Sep - 1 Oct
Midnight Fox
A kitchen with a wooden countertop, a stove, and a dining area with two chairs and a table.

15. Kitty Kabana Tiny House

Kitty Kabana Tiny House
Grahamsville
9.2 out of 10, Wonderful, (5 reviews)
"Very clean and cozy property with gracious host."
United States
Maxine
The price is AED 456
AED 989 total
includes taxes & fees
29 Sep - 30 Sep
Kitty Kabana Tiny House
A two-story building with large windows and a storefront.

16. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (64 reviews)
"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."
United States
David
The price is AED 588
AED 912 total
includes taxes & fees
29 Sep - 30 Sep
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a small building.

17. The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits

The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
Phoenicia
The price is AED 1,027
AED 1,779 total
includes taxes & fees
29 Sep - 30 Sep
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a small building.

18. The Bend: Loft • Pool • Sauna • Fire Pits • Creek

The Bend: Loft • Pool • Sauna • Fire Pits • Creek
Phoenicia
10.0 out of 10, Exceptional, (1 review)
"Check in process was easy. It was a great space in a great location."
United States
Richard S.
The price is AED 1,256
AED 1,938 total
includes taxes & fees
6 Oct - 7 Oct
The Bend: Loft • Pool • Sauna • Fire Pits • Creek
A log cabin interior with a stone fireplace, wooden furniture, and a kitchen area.

19. A world where time stands still, close to Belleayre Ski & Wedding venues.

A world where time stands still, close to Belleayre Ski & Wedding venues.
City Roxbury
9.4 out of 10, Exceptional, (55 reviews)
"We thoroughly enjoyed our stay at this cabin! It was beautifully decorated, clean, and filled with natural light, all in a quiet and private mountainside setting. After a day of adventures, it was incredibly relaxing to unwind in the hot tub while taking in the amazing mountain views."
United States
Rachel N.
A world where time stands still, close to Belleayre Ski & Wedding venues.
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

20. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (103 reviews)
"Wonderful stay. "
United States
Chris L.
The price is AED 628
AED 950 total
includes taxes & fees
1 Oct - 2 Oct
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
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

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent
"Great stay, beautiful place"
Ryan 3-night trip
Posted less than an hour ago
Kaatskill Mountain Club & Condos by Vail Resorts