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Compare 645 Vacation Homes in Shandaken with updated reviews, rates, and availability.

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Front of the Red Cottage
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (33)
"Loved the house. Pictures don’t do it justice. We had a few issues and the property manager was super responsive and had everything corrected. Would stay there again. "
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
JUNE 2024 --Plenty of parking + electric charging
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
9.8 out of 10, Exceptional, (7)
"Our stay was really nice. The house was clean and had everything we needed. We loved being able to walk into town. "
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
The Catskills Red Barn
The Catskills Red Barn
The Catskills Red Barn
10.0 out of 10, Exceptional, (36)
"Really cute weekend stay for my partner, pup and I. Easy access to the main road which was very convenient and great yard for the dog! Bathroom needs a little updating :) "
The Catskills Red Barn
Bright, historic Woodstock home close to town
Exterior
Bright, historic Woodstock home close to town
9.8 out of 10, Exceptional, (6)
"We loved the historic nature of the property. It is in a beautiful setting, just a short walk from downtown Woodstock. Cheryl was very responsive and helpful. Wish we had more time to enjoy the outdoor space!"
Bright, historic Woodstock home close to town
Studio 3 BEDS-SLEEPS 3
Parking
Studio 3 BEDS-SLEEPS 3
9.4 out of 10, Exceptional, (27)
"Very accommodating. Easiely accessible. Loved the balcony!"
The price is SAR 300
SAR 488 total
includes taxes & fees
14 Nov - 15 Nov
Studio 3 BEDS-SLEEPS 3
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
Balcony
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
9.0 out of 10, Wonderful, (38)
"I would totally recommend! It was a very practical apartment. I stayed with my spouse and my parents. The location was great, the manager was very arranging with the check-in time, and we really appreciated that we had two floors and two full bathrooms, one for my parents, and one for me and my spouse. Wish we had stayed longer to take advantage of the nice balcony"
The price is SAR 451
SAR 732 total
includes taxes & fees
14 Nov - 15 Nov
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Exterior
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
10.0 out of 10, Exceptional, (212)
"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "
The price is SAR 1,446
SAR 2,918 total
includes taxes & fees
26 Nov - 27 Nov
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Property grounds
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (89)
"It is a gorgeous house on the lake. The guests enjoyed every moment of our stay there!!"
The price is SAR 1,428
SAR 2,577 total
includes taxes & fees
14 Nov - 15 Nov
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
A'Neils Windham Ski Lodge & Family Retreat
Front Porch
A'Neils Windham Ski Lodge & Family Retreat
10.0 out of 10, Exceptional, (25)
"Beautiful historic house in Windham NY, great for large gatherings. Plenty of bedrooms with multiple beds and private baths. Spacious common area to relax at the end of the day. Large dining room that will accommodate all your guests and a large well stocked kitchen with everything you need to cook and serve. Relax on the covered front porch and enjoy nature or challenge your guests in a game of pool. The house was very clean on arrival with easy check in access. All in all it’s a great place...
A'Neils Windham Ski Lodge & Family Retreat
Catskill Mountain Retreat -- private, beautiful views
imagine your morning coffee with that view
Catskill Mountain Retreat -- private, beautiful views
9.8 out of 10, Exceptional, (98)
"Our group is looking for a location with beautiful fall foliage and solitude. A place where we could reconnect and also find alone time mission accomplished. Looking forward to next year."
Catskill Mountain Retreat -- private, beautiful views
Esopus Creek modern Tiny house Retreat!
Interior
Esopus Creek modern Tiny house Retreat!
9.6 out of 10, Exceptional, (17)
"A great spot close to Woodstock ny"
The price is SAR 582
SAR 848 total
includes taxes & fees
14 Nov - 15 Nov
Esopus Creek modern Tiny house Retreat!
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
463ee7f1-9352-4a85-aa7b-caebfdcb9d5e
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
10.0 out of 10, Exceptional, (9)
"What a special place. The overlook is gorgeous and the entire home was so relaxing. Perfect stay. "
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
Exterior
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
10.0 out of 10, Exceptional, (3)
"Such a beautiful and convenient location for all of us who were attending a wedding at the Windham Manor! The outside deck and fire pit were a wonderful place to relax and just be together! Thanks for a great stay in the Catskills! "
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes
Property grounds
Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes
10.0 out of 10, Exceptional, (3)
"My friends and I had an amazing stay at Isabel's home. The rooms were comfy, the amenities were perfect for our trip, and the kitchen comes very well equipped for all of your trip needs. I would gladly rebook this home for future trips to upstate NY."
The price is SAR 1,219
SAR 2,252 total
includes taxes & fees
14 Nov - 15 Nov
Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes
Tranquil Paradise With Lake And Catskill Mountain Views
Dine on the deck under starlight.
Tranquil Paradise With Lake And Catskill Mountain Views
9.8 out of 10, Exceptional, (148)
"This home is just the perfect little getaway. The views are pretty great and with all the sliding glass doors you have that view inside or out on the huge deck. Its very private and quiet but close enough to restaurants and stores."
Tranquil Paradise With Lake And Catskill Mountain Views
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Dancing Horse Farm Lodge | Spring
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Pool
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
Spa
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
10.0 out of 10, Exceptional, (34)
"What a beautiful place to stay especially during this season of fall. Thank you "
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.
STONEY CLOVE Creek in Chichester New York. New York Catskill mountains
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.
9.6 out of 10, Exceptional, (35)
"The property was absolutely beautiful and the location was great not too far from the town and yet the property felt secluded and private. Great communication with the host and there was a very helpful instruction and information book as well as instructions for just about everything in the house. I am looking forward to my next stay at the property "
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.
5-Star New Barn Home - Music Studio, Views & Hot Tub
Exterior
5-Star New Barn Home - Music Studio, Views & Hot Tub
10.0 out of 10, Exceptional, (25)
"Perfect house and perfect location. Look forward to this trip yearly. Stephen makes everything easy and is always available. Great escape and property! "
5-Star New Barn Home - Music Studio, Views & 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
Terrace/patio
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 SAR 470
SAR 536 total
includes taxes & fees
18 Nov - 19 Nov
Starlite Motel
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
The Cabin Overlooking Chloe's Lake
'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 SAR 470
SAR 545 total
includes taxes & fees
17 Nov - 18 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
Front Entrance to Cottage
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (223)
"The property was beautiful and secluded providing the peaceful getaway from the city that we needed. The host is also incredibly friendly and provided the easiest check in/out process I’ve seen. Loved Woodstock! "
The price is SAR 672
SAR 1,206 total
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.