Shandaken Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Vacation Rentals in Shandaken

ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven.
Terrace/patio

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

9.8 out of 10, Exceptional, (97)
"Nice cabin in the woods. "
ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven.
Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (262)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is ￥18,424
￥20,635 total
includes taxes & fees
Aug 25 - Aug 26
Starlite Motel
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior

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

8.0 out of 10, Very Good, (44)
"Perfect place to reconnect with natural world and yourself"
The price is ￥18,424
￥23,936 total
includes taxes & fees
Sep 14 - Sep 15
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Children's area

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (43)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is ￥26,530
￥44,075 total
includes taxes & fees
Sep 21 - Sep 22
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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 ￥21,887
￥35,409 total
includes taxes & fees
Sep 2 - Sep 3
Esopus Creek modern Tiny house Retreat!
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
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (248)
"A beautiful quiet setting! "
The price is ￥21,961
￥47,047 total
includes taxes & fees
Sep 4 - Sep 5
Streamside Cottage Half Mile to Town of Woodstock
Sioux Tipi on Chloe's Lake
Exterior

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 ￥16,213
￥21,460 total
includes taxes & fees
Sep 21 - Sep 22
Sioux Tipi on Chloe's Lake
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!
Stunning Catskills Cabin Getaway, facing BelleAyre
Smart TV, fireplace, table tennis, video library

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
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.
Suites on Main
Studio Suite | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker

Suites on Main

3.0 star property
7.2 out of 10, Good, (78)
"I prob won’t stay there again "
The price is ￥16,066
￥23,273 total
includes taxes & fees
Sep 4 - Sep 5
Suites on Main
Moonlight Reflections
Property grounds

Moonlight Reflections

10.0 out of 10, Exceptional, (94)
"Great stay! Very convenient to ski bellaeyre. "
Moonlight Reflections
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, (131)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain
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 ￥19,161
￥37,290 total
includes taxes & fees
Sep 4 - Sep 5
Tiny Cat Tiny House
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Exterior

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 ￥18,438
￥37,952 total
includes taxes & fees
Sep 1 - Sep 2
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
Microwave, oven, stovetop, dishwasher

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

9.8 out of 10, Exceptional, (7)
"Amazing home, fantastic host. Beautiful decor, comfortable beds and great amenities. Host was very friendly and responsive. Couldn't have asked for a better vacation. "
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior

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
Mountain Chalet with Breathtaking Panoramic Views
Property grounds

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
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 ￥62,734
￥106,970 total
includes taxes & fees
Aug 25 - Aug 26
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
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

The Colonial Motel

The Colonial Motel

10/10 Excellent
"Super cute, we stayed in the main house. The old charm the house has made it even more cozy. Bed was very comfortable. Super friendly staff, and even a feline greeter who was happy to recieve pets. Would highly recommended and would stay again! "
Betsy 2-night trip
Posted 1 day ago
The Colonial Motel

Frequently asked questions

Can I find a vacation rental in Shandaken?

Yes, there are vacation rentals close to the most popular sights in Shandaken, or you can select a more remote option if you'd like a relaxing place to stay. Shandaken is known for its spas and mountain views.

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

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town! : You might want to consider this vacation home rental near Shandaken, which is located near skiing and has a patio, a private yard, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Shandaken?

With 10 Expedia vacation rentals, you're sure 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 larger area, you’ll find Hunter Mountain and Belleayre Beach at Pine Hill Lake.

What’s a vacation rental in Shandaken like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Shandaken. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for families.