Holiday Homes in Shandaken

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 June - 7 June
In four months
3 July - 5 July

Our top choices for Shandaken holiday homes

Exterior

Holiday Home in Big Indian

MoonBeam - Meditation retreat
The price is AU$552
includes taxes & fees
11 Mar - 12 Mar
MoonBeam - Meditation retreat
Property grounds

Holiday Home in Woodstock

Fall Foliage Getaway!
10.0 out of 10, Exceptional, (12 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
The price is AU$1,033
includes taxes & fees
11 Mar - 12 Mar
Fall Foliage Getaway!
Interior

Holiday Home in West Hurley

Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
10.0 out of 10, Exceptional, (5 reviews)
"very relaxing and comfortable place to stay!"
United States
Tilson
The price is AU$1,191
includes taxes & fees
14 Mar - 15 Mar
Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
Interior

Holiday Home in Kingston

Esopus Creek modern Tiny house Retreat!
9.8 out of 10, Exceptional, (71 reviews)
"We came for our daughter’s wedding in town . The place was conveniently located near the wedding siteIt was small and just perfect for 3 members of my family -Woke up to birds chirping Would surely plan for a second stay "
United States
Pratistha L.
The price is AU$339
includes taxes & fees
15 Mar - 16 Mar
Esopus Creek modern Tiny house Retreat!
Interior

Holiday Home in Saugerties

Brand New House w gated backyard that is located right at the Saugerties Village
10.0 out of 10, Exceptional, (40 reviews)
"Cute house in a great location. Thanks for the stay!"
United States
Nicole S.
The price is AU$572
includes taxes & fees
11 Mar - 12 Mar
Brand New House w gated backyard that is located right at the Saugerties Village
Exterior

Holiday Home in Windham

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
9.0 out of 10, Wonderful, (58 reviews)
"Everything was perfect! Great location!"
United States
Susan I.
The price is AU$321
includes taxes & fees
11 Mar - 12 Mar
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Interior

Holiday Home in Stamford

COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT
9.4 out of 10, Exceptional, (11 reviews)
"Very spacious and in a lovely area. It was perfect for our family. "
United States
Rebecca K.
The price is AU$908
includes taxes & fees
13 Mar - 14 Mar
COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT
Interior

Holiday Home in Hunter

Midnight Fox
10.0 out of 10, Exceptional, (12 reviews)
"We had a great time "
United States
israel R.
The price is AU$599
includes taxes & fees
15 Mar - 16 Mar
Midnight Fox
Exterior

Holiday Home in Hobart

Cozy Country Farmhouse Along the Catskill Scenic Trail
10.0 out of 10, Exceptional, (127 reviews)
"We stay here year after year! It is always clean, quiet, and well stocked. It feels like home away from home. "
United States
Andrea P.
The price is AU$484
includes taxes & fees
17 Mar - 18 Mar
Cozy Country Farmhouse Along the Catskill Scenic Trail
Exterior

Holiday Home in Pine Hill

Purple Victorian Vacation Home near Belleayre
9.0 out of 10, Wonderful, (2 reviews)
"The host was wonderful and accommodating. The house was comfortable and we enjoyed the architecture. The location is basically at the base of the mountain. Great stay. "
United States
Paul G.
The price is AU$961
includes taxes & fees
11 Mar - 12 Mar
Purple Victorian Vacation Home near Belleayre
Interior

Holiday Home in Pine Hill

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
10.0 out of 10, Exceptional, (1 review)
"The host were great communicating with us and answered all our questions. The house was super cute, well equipped with anything we needed (towels, kitchen appliances, dishes, coffee maker, etc)We would definitely stay again if we are in the area "
United States
Patricia F.
The price is AU$760
includes taxes & fees
12 Mar - 13 Mar
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Interior

Holiday Home in Palenville

The Creek House on Kaaterskill
10.0 out of 10, Exceptional, (1 review)
"Rooms were clean."
United States
Lichen B.
The price is AU$908
includes taxes & fees
11 Mar - 12 Mar
The Creek House on Kaaterskill
Fridge, microwave, oven, stovetop

Holiday Home in Hunter

Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room
9.6 out of 10, Exceptional, (13 reviews)
"⭐️⭐️⭐️⭐️⭐️ The most important part of any stay is having a great host — and we truly did! Our host was incredibly welcoming, responsive, and thoughtful, which made the entire experience so much smoother and more enjoyable. The property itself was cozy, well-maintained, and perfectly located to explore Hunter, NY. We felt right at home from the moment we arrived and left with wonderful memories. Highly recommend this place to anyone visiting the area!"
United States
Taha
The price is AU$894
includes taxes & fees
22 Mar - 23 Mar
Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room
Property grounds

Holiday Home in Phoenicia

The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
The price is AU$539
includes taxes & fees
11 Mar - 12 Mar
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
Exterior

Holiday Home in Grahamsville

Tiny Cat Tiny House
9.8 out of 10, Exceptional, (7 reviews)
"Great location to get some peace and quiet. Beautiful foliage and tons of wildlife in the area. This was our first time staying in a tiny home, and the place had everything we needed to cook, clean, and relax while exploring the area."
United States
Jacob L.
The price is AU$335
includes taxes & fees
11 Mar - 12 Mar
Tiny Cat Tiny House
Property grounds

Holiday Home in Phoenicia

The Bend: Stony Clove Suite • Pool • Sauna • Creek
The price is AU$530
includes taxes & fees
12 Mar - 13 Mar
The Bend: Stony Clove Suite • Pool • Sauna • Creek
Sauna

Holiday Home in Phoenicia

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
9.2 out of 10, Wonderful, (35 reviews)
"Great location and charming home! The sauna was amazing. "
United States
Jessica B.
The price is AU$476
includes taxes & fees
24 Mar - 25 Mar
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Exterior

Holiday Home in Saugerties

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
The price is AU$1,187
includes taxes & fees
11 Mar - 12 Mar
NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Interior

Holiday Home in CATSKILL

Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
9.4 out of 10, Exceptional, (3 reviews)
"Lovely short weekend in the countryside. Calm zen retreat surrounded by nature and animals."
United States
sarah j.
The price is AU$1,028
includes taxes & fees
17 Mar - 18 Mar
Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
Property grounds

Holiday Home in Tannersville

Brand New 3-bedroom house in Tannersville 3 miles from Hunter Mountain
10.0 out of 10, Exceptional, (2 reviews)
"Very nice home! Very clean and comfortable with everything we needed. Great location for a ski trip to Hunter!"
United States
Paul T.
The price is AU$780
includes taxes & fees
11 Mar - 12 Mar
Brand New 3-bedroom house in Tannersville 3 miles from Hunter Mountain
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shandaken Hotel Reviews

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

8/10 Good
"Ski, spa and staff made my trip enjoyable thank you."
Gen 2-night trip
Posted 3 hours ago
Kaatskill Mountain Club & Condos by Vail Resorts

Find out more about Shandaken

Shandaken Holiday Homes information

Number of reviews
326
Accommodation
729 Holiday Homes
Lowest Price
AU$321
Highest Price
AU$1,191