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Compare 68 Cottages in Cragsmoor with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (36)
"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

Mountain View escape

10.0 out of 10, Exceptional, (55)
"This was such a lovely place to stay! Great location and beautiful setting. "
Mountain View escape

Hello Small Stone

9.6 out of 10, Exceptional, (4)
"The house was great. It was nice to sit and relax by the small pond in the back."
The price is AED 679
AED 1,654 total
includes taxes & fees
1 Jul - 2 Jul
Hello Small Stone

Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways

10.0 out of 10, Exceptional, (1)
"Loved this cabin! Perfect for 2. Small and upgraded. Very attentive host."
Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

9.8 out of 10, Exceptional, (9)
"Overall Great"
The price is AED 606
AED 1,118 total
includes taxes & fees
8 Jul - 9 Jul
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley

9.8 out of 10, Exceptional, (52)
"Very beautiful property! Beautiful night sky views and excellent nature, perfect place for a romantic weekend"
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3.0 star property
Charcoal Chalet by Avantstay A+ Design w/ Firepit

Whimsical Woodland Cottage in Stone Ridge NY

9.4 out of 10, Exceptional, (9)
"Whimsical cottage was just as described. The owner was very responsive with any questions. The location was perfect for our needs. It is definitely meant for a couples weekend away, but was sufficient for the three of us."
The price is AED 635
AED 1,472 total
includes taxes & fees
10 Jun - 11 Jun
Whimsical Woodland Cottage in Stone Ridge NY

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
The price is AED 672
AED 1,109 total
includes taxes & fees
11 Jun - 12 Jun
Hike & Fish: Outdoor Retreat Near Trails

Charming 2-bedroom cottage with large deck in beautiful Accord NY.

10.0 out of 10, Exceptional, (10)
"This property was outstanding and impeccable in every way. Much thought was given to everything a traveler could use or need. I could easily stay here for a month or more because it felt like a comfortable home. Many thanks to the owner of the property!"
Charming 2-bedroom cottage with large deck in beautiful Accord NY.

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (12)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
The price is AED 1,561
AED 2,937 total
includes taxes & fees
16 Jun - 17 Jun
Charming Cottage in the Heart of the Shawangunks

Cozy Cottage with a Pond 2

6.0 out of 10, (12)
"Was perfect place to stay with lots of hiking and waterfalls near by"
The price is AED 367
AED 535 total
includes taxes & fees
9 Jul - 10 Jul
Cozy Cottage with a Pond 2

Charming Lakefront Cottage On Masten lake

9.8 out of 10, Exceptional, (34)
"We really enjoyed this cozy little college next to the lake. It was a perfect place to stay when going to multiple nights of concerts at Bethel Woods. We would love to return some time. The owner is kind and communicative and the entire process was very stress free. Great little place for a couple."
Charming Lakefront Cottage On Masten lake

Cozy Haven: A Romantic Retreat in our Tiny House!

7.0 out of 10, Good, (9)
"we enjoyed the cozy home it is a nice place to get away"
The price is AED 845
AED 1,492 total
includes taxes & fees
10 Jul - 11 Jul
Cozy Haven: A Romantic Retreat in our Tiny House!

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

9.6 out of 10, Exceptional, (10)
"Great peaceful spot, close to a ton of outdoor activities. East check in and property was as advertised."
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Huguenot Retreat w/ Screened Porch & Lake Access!

3.0 star property
Huguenot Retreat w/ Screened Porch & Lake Access!

Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

3.0 star property
Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!

Cozy Cottage with a Pond

10.0 out of 10, Exceptional, (1)
"My husband and I enjoyed two nights in this quiet and cozy cottage. I LOVED spending time on the porch looking out onto the beautiful pond and watching the stars at night. This was a perfect getaway and break from the busy world and look forward to future trips here again."
Cozy Cottage with a Pond

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (72)
"Very comfortable, relaxing and clean. Great space. Will be back Thank you very much - Patricia"
Leggett Cottage, High Falls, NY.

Huguenot Retreat w/ Screened Porch & Lake Access!

10.0 out of 10, Exceptional, (1)
"Nice and relaxing and we will return! Would include directions on getting into the actual area as its so secluded it rock roads and can be confusing. Also include directions on how to get to the lake/access. But definitely would recommend to anyone. Out back firepit/grill is perfect spot!"
Huguenot Retreat w/ Screened Porch & Lake Access!
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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