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Compare 64 Cottages in Cragsmoor with updated reviews, rates, and availability.

Mountain View escape

10.0 out of 10, Exceptional, (45)
"We had an extremely great time at this rental house and were blown away how the layout of the house provided all our conveniences. It was clean spacious and beautifully arranged as seen in pics online . It was our mountain escape dream and we would definitely recommend and stay here again ."
Mountain View escape

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

9.8 out of 10, Exceptional, (9)
"We had a great stay in this cozy cabin! The beds were comfortable and the views of the farm and deer were beautiful ! Communication with Ginny was quick and she let us adjust our dates of stay when needed. 😊"
The price is SAR 620
SAR 1,169 total
includes taxes & fees
29 Dec - 30 Dec
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

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

10.0 out of 10, Exceptional, (27)
"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

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

10.0 out of 10, Exceptional, (6)
"We had a fabulous stay at Judy's place. The beds were very comfortable, and the location was good. When we had an issue with the furnace, the owner went out of her way to correct the problem and ensured that we were comfortable. We would recommend this place."
Charming 2-bedroom cottage with large deck in beautiful Accord NY.

Stony Kill Ranch - Bohemian Paradise on Minnewaska

7.4 out of 10, Good, (3)
"Some friends and our pups were looking to spend a nice weekend upstate with our dogs to relax and spend time, and this place was perfect. The location is GREAT! It is near hiking trails, some breweries/orchards and while we didn’t go to dinner, there were restaurants around as well. The house was as described, spacious and had a lot to offer. We loved spending time in the hot tub and around the fire pit. The jam shed was a lot of fun for some in our group too! Check in was easy and when we had a...
Stony Kill Ranch - Bohemian Paradise on Minnewaska

Cozy Cottage with a Pond 2

6.0 out of 10, (12)
"I don't like to put negative energy out into the Universe BUT... from the steep slippery stairs to the upside down entry door to the lack of water- no water at all in the morning- then the sulfuric water. And then there was the creepy cat picture on the wall. We named the place the S King Lodge after our favorite horror writer. The stairs alone are a red red flag. No light at the top of these steep, jankily constructed danger. And then theres the inside for which the only word that suits the...
The price is SAR 376
SAR 488 total
includes taxes & fees
8 Jan - 9 January 2025
Cozy Cottage with a Pond 2

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

Whimsical Woodland Cottage in Stone Ridge NY

9.8 out of 10, Exceptional, (7)
"The whimsical cottage was very cute and comfortable. It was clean to the naked eye, however there were cobwebs in the windowsill behind the sofa. I wanted to go sit on the Adirondack chairs behind the house it those have not been wiped down at all. The shower is very small and dark. I realize it is an amenity to have its and pans however they definitely can be updated, it is hard to cook anything on an uneven pan. Overall it was a nice stay"
Whimsical Woodland Cottage in Stone Ridge NY

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (69)
"Very comfortable, relaxing and clean. Great space. Will be back Thank you very much - Patricia"
Leggett Cottage, High Falls, NY.

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 SAR 728
SAR 1,196 total
includes taxes & fees
2 Jan - 3 January 2025
Cozy Haven: A Romantic Retreat in our Tiny House!

Dream Cottage in the Gunks

9.6 out of 10, Exceptional, (7)
"Perfectly situated near recreational spots. Cottage is exactly as advertised. Check in SO EASY! Thank you for the coffee and tea. "
The price is SAR 300
SAR 662 total
includes taxes & fees
21 Jan - 22 January 2025
Dream Cottage in the Gunks

Schoolhouse No. 11 Newly RENOVATED Upstate Hudson Valley - Catskill Getaway

10.0 out of 10, Exceptional, (1)
"My husband and I spent a few days at Steven’s beautifully decorated historic schoolhouse with our pup, and had a wonderful time, despite the heatwave! Steven is an incredibly responsive host and had a binder full of helpful recommendations for hiking and local food. We will be back!"
Schoolhouse No. 11 Newly RENOVATED Upstate Hudson Valley - Catskill Getaway

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

Lakefront Property in the Heart of the Catskills!

10.0 out of 10, Exceptional, (34)
"This cozy two bedroom one bath lakefront home met all of our needs! Situated at the quiet, less-developed end of Wanaksink Lake, the home features two kayaks, paddles, life jackets, a rowboat, a fire pit, plenty of wood generously provided by the home owner, a wheelbarrow to transport the wood, Adirondack chairs with seat cushions, fishing poles and a tackle box, an outdoor grill, outdoor shower, and a picnic table with umbrella. The kitchen has everything you’ll need except food. There’s a...
Lakefront Property in the Heart of the Catskills!

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

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

Hello Small Stone

9.6 out of 10, Exceptional, (4)
"The house has a lot of character and the outdoor areas are really peaceful. The owner just needs to resolve the issue with sulfur in the water because the rotten egg smell is too strong to tolerate."
The price is SAR 676
SAR 1,142 total
includes taxes & fees
2 Jan - 3 January 2025
Hello Small Stone

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (7)
"My bridesmaids and I stayed here the night before my wedding and my husband and I the night of my wedding ..it is absolutely beautiful and private just what we wanted! Would definitely stay here again!"
The price is SAR 1,314
SAR 2,238 total
includes taxes & fees
19 Jan - 20 January 2025
Charming Cottage in the Heart of the Shawangunks

Huguenot Retreat w/ Screened Porch & Lake Access!

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

Cozy Campbell Hall Getaway w/ Porch!

3.0 star property
Cozy Campbell Hall Getaway w/ Porch!
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 Cragsmoor

Huge house with amazing kitchen, near great hiking; great for groups!

9.8 out of 10, Exceptional, (45)
"Northeastern's annual Alternative Weekend trips had an amazing stay over Veteran's Day weekend! The group volunteered with the local Woodstock Animal Sanctuary. Students and staff raved about the house!"
Huge house with amazing kitchen, near great hiking; great for groups!

Fabulous cozy farmhouse on a Hudson Valley mountaintop

10.0 out of 10, Exceptional, (32)
"House and neighborhood were perfect."
Fabulous cozy farmhouse on a Hudson Valley mountaintop

Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains

10.0 out of 10, Exceptional, (205)
"Very comfortab;e and cozy"
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
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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