Shandaken Holiday Rentals

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Holiday Rentals in Shandaken

ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, air- conditioning.. Heaven.

9.8 out of 10, Exceptional, (96)
"Perfect for a weekend getaway "
ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, air- conditioning.. Heaven.

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (261)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is AU$214
includes taxes & fees
27 Aug - 28 Aug
Starlite Motel

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (247)
"A beautiful quiet setting! "
The price is AU$522
includes taxes & fees
2 Sept - 3 Sept
Streamside Cottage Half Mile to Town of Woodstock

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very good, (43)
"Perfect place to reconnect with natural world and yourself"
The price is AU$252
includes taxes & fees
3 Sept - 4 Sept
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Stunning Catskills Cabin Getaway, facing BelleAyre

9.8 out of 10, Exceptional, (126)
"Great property for a ski trip to Belleayre. Close to the mountain. "
Stunning Catskills Cabin Getaway, facing BelleAyre

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 AU$370
includes taxes & fees
24 Aug - 25 Aug
Esopus Creek modern Tiny house Retreat!

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

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! 3rd night 1/2 price w/weekend

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is AU$226
includes taxes & fees
18 Aug - 19 Aug
Sioux Tipi on Chloe's Lake

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

9.6 out of 10, Exceptional, (53)
"Great location, Great Hot Tub, Great Catskills Mountains "
The price is AU$422
includes taxes & fees
26 Aug - 27 Aug
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (71)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

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

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.

Moonlight Reflections

10.0 out of 10, Exceptional, (94)
"Great stay! Very convenient to ski bellaeyre. "
Moonlight Reflections

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is AU$486
includes taxes & fees
24 Aug - 25 Aug
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (90)
"This was exactly what we needed for a quick getaway after Christmas. Myra & Jerry were fantastic hosts, and the accommodations were cozy. We'd definitely come back. Thanks Myra & Jerry!"
A Spectacular 50 Mile View of the Hudson Valley in all seasons

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.4 out of 10, Very good, (61)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

9.2 out of 10, Wonderful, (27)
"Loved this place host was very helpful and placed was well taken care of"
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

Mountain Chalet with Breathtaking Panoramic Views

9.8 out of 10, Exceptional, (173)
"Very pleasant stay close to markets, restaurant and ski resort. Lee was very responsive "
Mountain Chalet with Breathtaking Panoramic Views

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 AU$312
includes taxes & fees
14 Aug - 15 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

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 AU$365
includes taxes & fees
14 Aug - 15 Aug
Tiny Cat Tiny House
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

Frequently asked questions

Can I find a holiday rental in Shandaken?

Yes, there are holiday rentals close to the most popular sights in Shandaken, or you can select a more secluded option if you're looking for a relaxing stay. Shandaken is known for its spas and mountain views.

What are some of the best holiday rentals that Shandaken has to offer?

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town! : This holiday home rental outside of Shandaken is located near skiing, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Shandaken?

With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Shandaken stay.

What’s there to see and do in Shandaken?

Catskill Mountains and Esopus Creek are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Hunter Mountain and Belleayre Beach at Pine Hill Lake.

What’s a holiday rental in Shandaken like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shandaken. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips.