Search Cottages in Shandaken

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 149 Cottages in Shandaken with updated reviews, rates, and availability.

20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room
Game room & futon

20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room

9.2 out of 10, Wonderful, (15)
"Alex had a great property and was very communicative throughout the whole process. Amazing cabin with tons of amenities"
20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room
Streamside Cottage Half Mile to Town of Woodstock
Front Entrance to Cottage

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (228)
"We totally enjoyed our stay at the cottage! Exactly as advertised, except the views of the river from the home are are even better than pictured. We would definitely recommend!"
Streamside Cottage Half Mile to Town of Woodstock
Charming Artist's Retreat
enchanted setting among cedar trees

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat
Cedar Cottage with hot tub as seen in New York Times escape section.
Original Woodstock fireplaces

Cedar Cottage with hot tub as seen in New York Times escape section.

9.4 out of 10, Exceptional, (81)
"This was our fifth time staying at the cabin and as always it was perfect. We stayed the week of Thanksgiving and cooked a full feast easily with the appliances and cookware found in the kitchen. We even woke up to snow a few times that week. We enjoyed the hot tub at night and the fireplace each day. Beds are comfy, rooms are cozy and location is ideal. With close proximity to Woodstock, Tannersville and West Kill we were able visit some of our favorite places in the mountains. We’ll be back....
Cedar Cottage with hot tub as seen in New York Times escape section.
The Cabin at Chichester in the Catskills Mountains
The Cottage at Chichester

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (179)
"Very nice cottage that is well kept and clean. Easy 7 min to Phoenicia and 20 min to Belleayre. The manager is very attentive and responsive to messages and questions. Very nice heat for the winter. Good kitchen for a small family. Also had a nice time running the dog in the yard."
The Cabin at Chichester in the Catskills Mountains
Relaxing Catskill Mountain Cottage.
Main room

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (48)
"Property owner was very responsive and easily accessible. Our power was out when we got there and we were provided updates as to when everything would be restored in a timely manner. House was clean and comfortable. Would highly recommend this place to anyone looking to stay around West Shokan."
Relaxing Catskill Mountain Cottage.
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, (7)
"The pipes were frozen at the original place, but they were kind enough to upgrade our stay. The mountain view was gorgeous, and the staff were extremely nice."
The price is SAR 413
SAR 654 total
includes taxes & fees
24 Feb - 25 Feb
Country Cottage with beautiful views and easy access to Catskills activities.
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Elka Park Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Step-Free Entry

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Summer at the Lily

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

10.0 out of 10, Exceptional, (29)
"We had a wonderful stay in this quiet gem. Clean, comfortable, cute, and cozy. Highly recommended! "
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Private Woodstock cottage. Don't forget your dog!
Living area

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!
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
View of Herb Cottage from the 'show off' herb garden

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

9.8 out of 10, Exceptional, (132)
"The cottage was a great place to stay with great easy access to downtown Woodstock, Kingston, and Rhineback. Lots of attention to detail by the owner. For example, there are plenty of kitchen utensils and dishes and tons of books and DVD's. The DVD's are displayed in alphabetical order and there are multiple heat zones that enabled the bathroom to independently be very warm while keeping the remaining zones more temperate. The place has everything you need for a cozy stay. The only...
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Outdoor dining

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

10.0 out of 10, Exceptional, (1)
"The place was clean, the area was adorable and close to everything, and the communication with the owner was quick and painless. Would stay again. "
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
The loft also overlooks the spacious living room…

TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

10.0 out of 10, Exceptional, (163)
"Our stay was ideal. Our third time staying at Brooks Cottage. The home is spacious and cozy, the kitchen very well equipped and the setting beautiful and all just a quick walk to the center of Woodstock. Highly recommend for those wanting to be "in town" yet in a very private and quite setting."
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Hot Tub and Barn Movie Theater at Route 22 Retreat

Hot Tub and Barn Movie Theater at Route 22 Retreat

10.0 out of 10, Exceptional, (2)
"About 20 minutes from the mountain, my friends and I were very cozy and entertained by amenities. Comfortable and clean and owner very responsive."
Hot Tub and Barn Movie Theater at Route 22 Retreat
Mountain Views & Brook Access: Home in Arkville!
Exterior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Living room with L shaped couch + love seat (not featured)

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
Living area

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
"We were looking for a quiet getaway and found it! The house is updated, immaculate and fully appointed. It is well laid out with very comfortable furniture. There is a deck with a forest and a pond in the backyard, and a short walk through the forest to a creek. Very peaceful, with things to do in the area."
Modern Country Cottage
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Outdoor spa tub

Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

The price is SAR 736
SAR 1,693 total
includes taxes & fees
25 Feb - 26 Feb
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia
Exterior

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

10.0 out of 10, Exceptional, (2)
"The house was well taken care of and suzanne was a very accomadating host"
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Teahouse

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (40)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is SAR 675
SAR 1,043 total
includes taxes & fees
2 Mar - 3 Mar
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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.
Don't see what you're looking for?
See all available properties in Shandaken
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Shandaken

Starlite Motel
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (248)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is SAR 469
SAR 536 total
includes taxes & fees
24 Feb - 25 Feb
Starlite Motel
Streamside Cottage Half Mile to Town of Woodstock
Front Entrance to Cottage

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (228)
"We totally enjoyed our stay at the cottage! Exactly as advertised, except the views of the river from the home are are even better than pictured. We would definitely recommend!"
Streamside Cottage Half Mile to Town of Woodstock
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Balcony

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.2 out of 10, Wonderful, (39)
"Easy and convenient, would stay again. "
The price is SAR 638
SAR 945 total
includes taxes & fees
24 Feb - 25 Feb
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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.

Frequently asked questions

Why book your cottage in Shandaken with Expedia?
Reserving a cottage in Shandaken is as simple as entering your travel dates and picking an ideal place for a vacation in nature. From ritzy retreats to inexpensive stays and cottages that have amenities like a kitchenette, Expedia has something for all tastes. As for the best offers around? We’ve have them as well!
How can I find cheap cottages in Shandaken?
Expedia is here to help you easily locate cheap cottages in Shandaken. To discover your perfect stay in a few clicks, try out our handy filter tool to refine your search results by amenities, budget and star rating.