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Vacation Homes in Shandaken

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (43)
"We loved this charming tiny house. Beautiful, peaceful location in the woods. It had everything we needed and we were very comfortable."
The price is SAR 557
SAR 893 total
includes taxes & fees
27 Jul - 28 Jul
Esopus Creek modern Tiny house Retreat!

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

10.0 out of 10, Exceptional, (176)
"We loved our stay at this home! It is full of so much light and good vibes. We planned the weekend around a concert at Levon Helms studio, which was right down the street. The owners/management were wonderful & easy to get in touch with (not that we needed anything). The deck & music room were enjoyed the most :)"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Beautiful, private Property/swimming pond

9.6 out of 10, Exceptional, (72)
"We had an amazing stay at this home during our family ski trip. The house was spacious, clean, and perfectly located near the slopes. The host was responsive and made sure we had everything we needed. We would definitely stay here again—highly recommend for a relaxing and fun ski getaway."
Beautiful, private Property/swimming pond

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"
The price is SAR 439
SAR 774 total
includes taxes & fees
27 Jul - 28 Jul
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

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

9.6 out of 10, Exceptional, (18)
"Had a great "
A world where time stands still, close to Belleayre Ski & Wedding venues.

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

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

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

10.0 out of 10, Exceptional, (41)
"Excellent log cabin home, perfect home base for a ski weekend at Windham. "
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

Tiny Cat Tiny House

10.0 out of 10, Exceptional, (3)
"An ideal place to forget about the city, perfect for a long weekend"
The price is SAR 439
SAR 890 total
includes taxes & fees
27 Jul - 28 Jul
Tiny Cat Tiny House

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

10.0 out of 10, Exceptional, (17)
"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

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

2.0 star property
8.8 out of 10, Excellent, (17)
"We loved it so much, we just had to come back!"
The price is SAR 563
SAR 1,265 total
includes taxes & fees
3 Aug - 4 Aug
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

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

10.0 out of 10, Exceptional, (136)
"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!

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!

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."
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

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

Cozy year round retreat! Close to skiing, hiking and swimming.

10.0 out of 10, Exceptional, (47)
"Summer in the Catskills is a treat and these are the accommodations to enjoy it to its fullest. Can’t wait to stay again!"
Cozy year round retreat! Close to skiing, hiking and swimming.
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