A dense forest with a mountain range in the background under a cloudy sky.

Search Cottages in Shandaken

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Shandaken cottages

A wooden cabin surrounded by lush greenery and trees.

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (297 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveller
The price is €279
includes taxes & fees
27 Sept - 28 Sept
Streamside Cottage Half Mile to Town of Woodstock
An open deck with potted plants, a table, and a chair.

2. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is €278
includes taxes & fees
8 Sept - 9 Sept
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
A covered porch with a wooden bench, a wicker chair, and a sofa with cushions.

3. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (19 reviews)
"The property was just as described, very private and cozy. We enjoyed the large balcony as well as the yard. There were also several nice hiking trails close by. Overall we were very happy with our stay."
United States
Ryan P.
The price is €257
includes taxes & fees
14 Sept - 15 Sept
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
A wooden deck with a white railing, surrounded by lush green trees.

4. Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (23 reviews)
"Good location at Catskills area. Family friendly, large back yard that has access to the nearby creek."
United States
Yichen
The price is €490
includes taxes & fees
8 Sept - 9 Sept
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
A single-story house with a dark exterior, a chimney, and a small window.

5. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
10.0 out of 10, Exceptional, (1 review)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
The price is €441
includes taxes & fees
18 Sept - 19 Sept
Cozy 2-bedroom cottage in enchanting Catskill Mountains
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shandaken Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We vacationed and traveled for 11 days and stayed at 10 different hotels in upstate NY. This hotel was the BEST. It was spacious, very clean, with an excellent breakfast. The host was polite, professional, and a lot of fun to visit with. We found an excellent place to wrap up with our sightseeing adventure. You will not be disappointed!!"
Don 1-night trip
Posted 3 hours ago
Hotel Vienna

Find out more about Shandaken

Shandaken Cottages information

Number of reviews
5,277
Accommodation
180 Cottages
Lowest Price
€84
Highest Price
€298

Frequently asked questions

Why book your cottage in Shandaken with Expedia?
Expedia has some superb cottages in Shandaken, so start packing your bags for a memorable stay on nature's doorstep. If you're sticking to a budget, choose how much you'd like to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with a pool or free WiFi. We'll help you find the right place whatever your getaway looks like.
How can I find cheap cottages in Shandaken?
A good way to spot cheap cottages in Shandaken is with Expedia's handy filter tool. Fine-tune your search results by star rating, budget and amenities to nab unbeatable deals in just a few clicks.