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Featured Cottages in Shandaken

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (39)
"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 AU$433
includes taxes & fees
24 Nov - 25 Nov
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
The Cabin at Chichester in the Catskills Mountains
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (175)
"This property is amazing and was exactly what I was looking for! We stayed two nights and upon arriving Paul greeted us and was very kind and helpful. The house was clean and everything was as described. We really enjoyed our stay and will come again."
The Cabin at Chichester in the Catskills Mountains
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Terrace/patio
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
10.0 out of 10, Exceptional, (10)
"We were so happy with the place! Nice private little cove. It’s got a nice walkway to the place and is fenced in for good doggies! The Kitchenette was perfect and they had a coffee/ tea station that was a game changer. For 2 adults, 2 dogs, and a baby it was plenty of room for a few days"
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Andes Vacation Rental w/ Deck & Grill!
House (2 Bedrooms) | Private kitchen
Andes Vacation Rental w/ Deck & Grill!
3.0 star property
Andes Vacation Rental w/ Deck & Grill!
Streamside Cottage Half Mile to Town of Woodstock
Aerial view
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (224)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
The price is AU$496
includes taxes & fees
27 Nov - 28 Nov
Streamside Cottage Half Mile to Town of Woodstock
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, (58)
"Perfectly cute and cutely perfect "
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, (26)
"This property is perfect! We were staying for our anniversary and enjoyed all aspects of our stay: the proximity to all activities we wanted to do, how quiet it was, very clean and cozy. Would highly recommend. "
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
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, (6)
"We had a very comfortable stay for the second time. Amazing spot with seating behind the cabin overlooking the meadow. Panoramic views of the mountains and the changing colors in the leaves. "
The price is AU$271
includes taxes & fees
11 Dec - 12 Dec
Country Cottage with beautiful views and easy access to Catskills activities.
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Property grounds
Experience Peace in this Beautiful country cottage nestled beneath the mountains
10.0 out of 10, Exceptional, (3)
"Nice house, well stocked and nice outdoor area/deck."
The price is AU$550
includes taxes & fees
22 Nov - 23 Nov
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Dining
Saugerties Cabin Rental w/ Fire Pit & Creek Access
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful, clean and peaceful property close to all the hikes we wanted to do. Deer in the yard evening & morning. We also saw small, cotton tale rabbits. "
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Esopus Creek Cottage
Fridge, microwave, oven, stovetop
Esopus Creek Cottage
Esopus Creek Cottage
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
2 Person Rain Shower-Cozy Cottage+King Bed+15 Min ⛷️Kayaks+Wine Barrel Table
Fridge, microwave, oven, stovetop
2 Person Rain Shower-Cozy Cottage+King Bed+15 Min ⛷️Kayaks+Wine Barrel Table
10.0 out of 10, Exceptional, (3)
"A great place to stay for Belleayre for a small family or two couples. Shower is great and TVs in all rooms is a plus with Netflix and good Wi-Fi. Close to Margaretville town center and kitchen is pretty well stocked and clean. I would stay there again."
2 Person Rain Shower-Cozy Cottage+King Bed+15 Min ⛷️Kayaks+Wine Barrel Table
Modern Country Cottage
Private kitchen
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 Artist's Retreat
Exterior
Charming Artist's Retreat
9.8 out of 10, Exceptional, (129)
"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "
Charming Artist's Retreat
Relaxing Catskill Mountain Cottage.
TV, fireplace, stereo
Relaxing Catskill Mountain Cottage.
10.0 out of 10, Exceptional, (45)
"The property was absolutely beautiful well-maintained lovely! Sitting out on the deck, making dinner having cocktail listening to music talking to my spouse just what we needed! Cannot wait for reschedule"
Relaxing Catskill Mountain Cottage.
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, (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
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, (130)
"Lovely in every way except loft area around bed. Didn’t realize I couldn’t stand upright. Was difficult to get around. Carpet could be replaced on loft. No idea it had such challenging steps to the bed. Cottage had a musty smell when first entered. "
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Outdoor dining
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
10.0 out of 10, Exceptional, (77)
"Nice little cozy cabin. Perfect home base for a weekend in Woodstock. Not far from town but quiet enough that I watched a pair of deer settle down and take a nap a stones throw from the back window. Perfect mix of modern amenities and rustic locale."
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
Banquet hall
Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
9.8 out of 10, Exceptional, (108)
"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 ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
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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Other property types in Shandaken

Starlite Motel
Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is AU$218
includes taxes & fees
26 Nov - 27 Nov
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
8.2 out of 10, Very good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is AU$225
includes taxes & fees
27 Nov - 28 Nov
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Streamside Cottage Half Mile to Town of Woodstock
Aerial view
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (224)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
The price is AU$496
includes taxes & fees
27 Nov - 28 Nov
Streamside Cottage Half Mile to Town of Woodstock
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

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Frequently asked questions

What is there to do in Shandaken near my cottage?
Shandaken has enough sights and experiences to keep you entertained for weeks (or months!), beginning with Belleayre Mountain Ski Centre. Belleayre Beach at Pine Hill Lake, Mount Tremper Arts and James Cox Gallery are other impressive attractions. If you’re in town for longer, Catskill Mountains and Slide Mountain are great additions to your itinerary.