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Check prices for these dates

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Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Vacation Homes in Shandaken

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

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

10.0 out of 10, Exceptional, (49)
"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.
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (46)
"4 of us stayed for a fishing trip and had a blast. Nice place at a reasonable price. Would stay again. "
The price is ￥21,948
￥34,845 total
includes taxes & fees
Aug 24 - Aug 25
Esopus Creek modern Tiny house Retreat!
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds

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 ￥16,559
￥29,647 total
includes taxes & fees
Aug 19 - Aug 20
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
2 bedrooms, iron/ironing board, WiFi, bed sheets

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
Beautiful, private Property/swimming pond
Interior

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
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
Terrace/patio

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

9.8 out of 10, Exceptional, (78)
"Location is great; close to a lot of hiking opportunities and right in the middle of breathtaking scenery. The house was clean and provided excellent accomodations."
The price is ￥62,556
￥108,415 total
includes taxes & fees
Aug 25 - Aug 26
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Fridge, microwave, oven, stovetop

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

2.0 star property
9.0 out of 10, Wonderful, (19)
"Thank you so much for an amazing stay"
The price is ￥23,403
￥50,610 total
includes taxes & fees
Sep 8 - Sep 9
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
Fridge, microwave, oven, stovetop

STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter

10.0 out of 10, Exceptional, (48)
"We loved our time out here and hope to be back soon!"
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
Secluded family retreat within minutes of Woodstock village
Outdoor dining

Secluded family retreat within minutes of Woodstock village

10.0 out of 10, Exceptional, (42)
"My wife and I came for just the weekend and enjoyed the house as always! Comfortable, clean, spacious, and convenient to everything yet quiet as can be. "
Secluded family retreat within minutes of Woodstock village
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
Fridge, microwave, oven, stovetop

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
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
A heated pool

Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

10.0 out of 10, Exceptional, (63)
"This was an excellent place to stay in such a beautiful area."
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay
Terrace/patio

Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay

9.6 out of 10, Exceptional, (76)
"House was very clean. Property managers were very responsive to check in and check out time and anything we needed during our stay. Very close to the mountain and beautiful location. Would highly recommend."
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay
The Catskills Red Barn-near Belleayre
Property grounds

The Catskills Red Barn-near Belleayre

10.0 out of 10, Exceptional, (48)
"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
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Terrace/patio

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent house, very clean and great location. Host Henry was phenomenal at communicating and very helpful with any questions. Will definitely stay again."
The price is ￥19,135
￥59,771 total
includes taxes & fees
Sep 16 - Sep 17
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (130)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Fridge, microwave, oven, stovetop

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.8 out of 10, Exceptional, (46)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Fridge, microwave, oven, stovetop

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Tiny Cat Tiny House
Property grounds

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 ￥17,221
￥34,918 total
includes taxes & fees
Aug 17 - Aug 18
Tiny Cat Tiny House
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
Exterior

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

10.0 out of 10, Exceptional, (113)
"Amazing Woodstock location!"
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
Country Home with Private Swimming Pond and Beautiful Mountain Views
Outdoor dining

Country Home with Private Swimming Pond and Beautiful Mountain Views

10.0 out of 10, Exceptional, (117)
"The view is absolutely stunning! "
Country Home with Private Swimming Pond and Beautiful Mountain Views
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

Red Ranch Motel

Red Ranch Motel

10/10 Excellent
"Comfortable, spacious, and a great place to stay. Easy parking, private, and relaxing. "
Alicia 1-night trip
Posted 2 days ago
Red Ranch Motel