Search Cottages in Shandaken

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 183 Cottages in Shandaken with updated reviews, rates, and availability.

Charming Artist's Retreat
Fridge, microwave, oven, stovetop

Charming Artist's Retreat

10.0 out of 10, Exceptional, (137)
"Enjoyed our stay!"
Charming Artist's Retreat
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Banquet hall

Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

9.8 out of 10, Exceptional, (113)
"This house couldn’t be closer to town - literally steps from our favorite restaurant. Perfect for our family of three (plus our dog) but would also work well for two couples (with a loft area that could sleep a kid or two on the couch or an air mattress). Great communication with our host who was super responsive and accommodating. All the amenities we needed and the hot tub was a great bonus. We’d stay again in a heartbeat! "
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
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, (62)
"We had a great stay. The property was perfectly located just outside the town center. "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Fridge, microwave, oven, stovetop

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

10.0 out of 10, Exceptional, (35)
"Great place to stay in the winter. Hunter mountain and Woodstock are near by. Will definitely be back."
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Streamside Cottage Half Mile to Town of Woodstock
Aerial view

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (235)
"Beautiful stream right behind the property"
The price is AED 657
AED 1,316 total
includes taxes & fees
1 Jun - 2 Jun
Streamside Cottage Half Mile to Town of Woodstock
Stream Come True! Ski, hike, spa, flow, relax...
2 bedrooms, free WiFi, bed sheets

Stream Come True! Ski, hike, spa, flow, relax...

10.0 out of 10, Exceptional, (6)
"Tranquil sounds of flowing water all day was very relaxing. Property was just as described. Thank you!"
Stream Come True! Ski, hike, spa, flow, relax...
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
TV, books

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (17)
"We loved the stay at this cabin."
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Relaxing Catskill Mountain Cottage.
TV, fireplace, stereo

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (49)
"We really enjoyed our time here"
Relaxing Catskill Mountain Cottage.
The Cabin at Chichester in the Catskills Mountains

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (184)
"Really clean property and amazing manager"
The Cabin at Chichester in the Catskills Mountains
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
TV, DVD player, books, video library

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (133)
"We had a marvelous visit!"
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Private Woodstock cottage. Don't forget your dog!
Interior

Private Woodstock cottage. Don't forget your dog!

10.0 out of 10, Exceptional, (8)
"Irene was wonderful! Will return!"
Private Woodstock cottage. Don't forget your dog!
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Fridge, microwave, stovetop, dishwasher

Charming Cottage w/ Yard - 2 Mi to Tinker St!

9.6 out of 10, Exceptional, (25)
"Cute little house perfect for a couple or one with a kid. Just wish we could’ve stayed longer and for fun."
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Mountain Views & Brook Access: Home in Arkville!
Interior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
Modern Cottage with Private Pond, Spa and Views
Terrace/patio

Modern Cottage with Private Pond, Spa and Views

9.0 out of 10, Wonderful, (11)
"Loved this place! Will definitely come back!"
Modern Cottage with Private Pond, Spa and Views
Cozy Cottage with Stunning Mountain Views
Interior

Cozy Cottage with Stunning Mountain Views

10.0 out of 10, Exceptional, (95)
"Great location only 15 minutes from Belleayre. Paul was a great host and checked in with us to make sure everything was ok. Beautiful mountain views. "
Cozy Cottage with Stunning Mountain Views
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Property grounds

Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes

10.0 out of 10, Exceptional, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Modern Country Cottage
Private kitchen

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
Modern Country Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds

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 AED 661
AED 1,115 total
includes taxes & fees
8 Jun - 9 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Country Cottage with beautiful views and easy access to Catskills activities.
Terrace/patio

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (9)
"Great spot!"
The price is AED 529
AED 864 total
includes taxes & fees
1 Jun - 2 Jun
Country Cottage with beautiful views and easy access to Catskills activities.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.