Shandaken Holiday Rentals

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Check prices for these dates

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Shandaken

Catskills Cabin with Hot Tub near Hiking
Two-story house with a steeply pitched roof and a welcoming front porch.

Catskills Cabin with Hot Tub near Hiking

8.4 out of 10, Very good, (23)
"The cabin was a pleasant spot and well-appointed. Good stay!"
Catskills Cabin with Hot Tub near Hiking
ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, air- conditioning.. Heaven.
Step out onto the porch and enjoy the serene views of the lush landscape.

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.
Esopus Creek modern Tiny house Retreat!
Enjoy a romantic dinner for two on this deck with a beautiful floral arrangement and a bottle of wine.

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 HK$1,166
HK$1,895 total
includes taxes & fees
3 Aug - 4 Aug
Esopus Creek modern Tiny house Retreat!
Starlite Motel
Enjoy al fresco dining in a serene garden setting with picnic tables and benches surrounded by lush greenery.

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (259)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is HK$936
HK$1,048 total
includes taxes & fees
14 Aug - 15 Aug
Starlite Motel
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Relax on the cabin's open porch, surrounded by tall trees in a secluded forest setting.

'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 HK$981
HK$1,275 total
includes taxes & fees
6 Aug - 7 Aug
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (246)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Set amidst a serene wooded area, this two-story house offers a retreat with a well-manicured lawn and a small deck.

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
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Enjoy a peaceful forest view from the large window, featuring a comfortable bed below.

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!
Stunning Catskills Cabin Getaway, facing BelleAyre
Cozy cabin-style room with a high ceiling, stone fireplace, and large windows offering views of the surrounding landscape.

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
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly
Relax in a serene forest setting with a comfortable seating area and a large window offering a view of lush green surroundings.

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
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Cozy cabin features a dining area with a wooden table and black chairs, a staircase, and a kitchen with a refrigerator and microwave.

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
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Perched on a rocky outcrop, this historic lighthouse offers stunning views of the surrounding waters.

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

9.8 out of 10, Exceptional, (89)
"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
Sioux Tipi on Chloe's Lake
Escape to a secluded cabin nestled in a forest, surrounded by tall trees and a natural backdrop.

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 HK$863
HK$1,143 total
includes taxes & fees
3 Aug - 4 Aug
Sioux Tipi on Chloe's Lake
Walk to Ski Lift! Charming Hunter A-Frame
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and stainless steel refrigerator.

Walk to Ski Lift! Charming Hunter A-Frame

10.0 out of 10, Exceptional, (16)
"Great host. "
Walk to Ski Lift! Charming Hunter A-Frame
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Classic two-story building with a prominent entrance and small porch area.

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

9.2 out of 10, Wonderful, (35)
"Great place for an incredible price. We would definitely stay here again."
The price is HK$565
HK$1,034 total
includes taxes & fees
31 Jul - 1 Aug
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Two houses nestled among lush greenery, surrounded by a park with a play structure.

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 HK$1,413
HK$2,435 total
includes taxes & fees
3 Aug - 4 Aug
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Relax in a spacious bedroom with a large bed, bedside table, and lamp, offering a view of the balcony and adjacent room.

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
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Relax on the deck with Adirondack chairs overlooking a serene landscape.

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 HK$918
HK$1,619 total
includes taxes & fees
4 Aug - 5 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Tiny Cat Tiny House
Situated in a forested area, this cabin features a symmetrical design with a central chimney and two windows.

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 HK$918
HK$1,854 total
includes taxes & fees
31 Jul - 1 Aug
Tiny Cat Tiny House
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Enjoy cooking in this well-equipped kitchen with a range hood, microwave, and stovetop oven.

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (9)
"Perfect, cozy place to stay for a ski weekend!"
The price is HK$981
HK$1,687 total
includes taxes & fees
31 Jul - 1 Aug
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"The Wes Anderson vibe and the Queen sized beds were so perfect! We loved our stay!"
Derica 1-night trip
Posted 1 day ago
Hunter Lodge, a Bluebird by Lark

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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Shandaken is located on a river, and offers a BBQ, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.