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Vacation Homes in Shandaken

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (44)
"4 of us stayed for a fishing trip and had a blast. Nice place at a reasonable price. Would stay again. "
$209 nightly
The price is $234
Aug 17 - Aug 18
Total includes taxes and fees
Esopus Creek modern Tiny house Retreat!

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (176)
"Loved our stay and the house. Everything was wonderful. I will say it was a little farther than 'a walk into town' and we did Uber everywhere. Everything at the house was great - nice relaxing spot!!"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

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

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
$191 nightly
The price is $206
Aug 7 - Aug 8
Total includes taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

9.8 out of 10, Exceptional, (75)
"Very relaxing, well equipped home. Hot tub was fantastic. Kitchen fully stocked with pots, pans, cooking and eating utensils. "
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

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

9.6 out of 10, Exceptional, (18)
"We had the perfect weekend getaway—quiet, serene and comfy. The house was beautifully furnished and the outdoor space gave incredible views of the landscape. Highly recommend!"
$503 nightly
The price is $553
Aug 18 - Aug 19
Total includes taxes and fees
A world where time stands still, close to Belleayre Ski & Wedding venues.

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

10.0 out of 10, Exceptional, (43)
"Excellent log cabin home, perfect home base for a ski weekend at Windham. "
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

The Catskills Red Barn-near Belleayre

10.0 out of 10, Exceptional, (45)
"Blythe is super helpful. We had a fantastic night in the cabin, which had so much character. Belleayre is so close, it’s a great little getaway to go and have some fun. "
The Catskills Red Barn-near Belleayre

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (18)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

Tiny Cat Tiny House

10.0 out of 10, Exceptional, (3)
"An ideal place to forget about the city, perfect for a long weekend"
$210 nightly
The price is $236
Aug 7 - Aug 8
Total includes taxes and fees
Tiny Cat Tiny House

<br>Escape to our incredibly private home on 30 acres!

10.0 out of 10, Exceptional, (137)
"If you’re looking for a quiet, hidden retreat with endless things to do, this is your spot! Such a gem tucked away into the woods. "
<br>Escape to our incredibly private home on 30 acres!

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

2.0 star property
8.8 out of 10, Excellent, (17)
"Thank you so much for an amazing stay"
$323 nightly
The price is $362
Sep 2 - Sep 3
Total includes taxes and fees
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Home for all Seasons in Margaretville, New York

9.6 out of 10, Exceptional, (10)
"House was clean and in a good location. We enjoyed our stay. "
Home for all Seasons in Margaretville, New York

Blackbear Lodge - Luxury Cabin, Kid-Friendly

10.0 out of 10, Exceptional, (4)
"We had a great stay here! Everything was comfortable and just all around easy. The location is amazing—we loved that it's tucked away and private without being so out of the way. "
Blackbear Lodge - Luxury Cabin, Kid-Friendly

Quaint Woodstock Escape - 2 Mi to Tinker St!

10.0 out of 10, Exceptional, (9)
"Close to town and very comfortable"
Quaint Woodstock Escape - 2 Mi to Tinker St!

Renovated Gem Near Cantine Field, HITS & Hunter

10.0 out of 10, Exceptional, (13)
"Property was great - lovely accommodations, very clean, and wonderful hosts!"
Renovated Gem Near Cantine Field, HITS & Hunter

StarryPinesCottage w Salt Hot Tub & Cedar Sauna Mins to Slopes

9.8 out of 10, Exceptional, (13)
"Enjoyed all the amenities the property has to offer. Will be visiting this area again"
StarryPinesCottage w Salt Hot Tub & Cedar Sauna Mins to Slopes

Cozy modern home on 14 acres of woods

10.0 out of 10, Exceptional, (2)
"Our stay was beautiful, the property was incredibly serene in the midst of the peak Fall foliage. Taylor was incredibly easy to communicate with and helped us in a huge bind while she was out of town to save the day. Plenty of bedding, pillows, and space on site. Welcome book answered every question I could have. "
Cozy modern home on 14 acres of woods

Cozy Waterfall Home | Close to All Mountains/Hikes

3.0 star property
10.0 out of 10, Exceptional, (3)
"The host is very responsive and the listing is accurate about what to expect with the property."
$276 nightly
The price is $298
Sep 3 - Sep 4
Total includes taxes and fees
Cozy Waterfall Home | Close to All Mountains/Hikes

NEW LISTING! Cozy Country Farmhouse with Hot Tub

9.6 out of 10, Exceptional, (4)
"Perfect property for a quiet weekend. Dogs had plenty of room to run free"
NEW LISTING! Cozy Country Farmhouse with Hot Tub

Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!

9.4 out of 10, Exceptional, (6)
"The cabin is perfect…cozy yet sleeps 13, clean, nice decor, minutes to Hunter Mtn, and lots games to entertain the teens (pool, ping pong, darts, shuffle board, etc)! Would definitely recommend this property! "
Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!
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