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Check prices for these dates

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

Mountain View escape

10.0 out of 10, Exceptional, (47)
"We had a lovely weekend staying at MVE. The host was communicative and thoughtful and the home was beautiful and clean upon arrival. We look forward to coming back soon! "
Mountain View escape

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 938
SAR 1,984 total
includes taxes & fees
31 Mar - 1 Apr
Charming Cottage in the Heart of the Shawangunks

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

10.0 out of 10, Exceptional, (30)
"When i tell you everything was as pictured! And thats rare, everything was perfect. Im so happy we chose to stay at Lily Cottage. Host was awesome, very helpful and even left a welcome snack...yum ! Thinking i may be back in the summer. PERFECT COUPLE GETAWAY!!"
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

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 675
SAR 1,125 total
includes taxes & fees
26 Mar - 27 Mar
Hello Small Stone

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (71)
"We enjoyed our time at the “artists den”. It’s clean and cozy and the location was perfect for our Minnewaska adventure. Host Anat is responsive, friendly and accommodating.We look forward to coming back in the spring and getting on the bike path that’s just down the hill.Thank you Anat and JamieHope to see you again soon"
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

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

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

9.6 out of 10, Exceptional, (8)
"Great peaceful spot, close to a ton of outdoor activities. East check in and property was as advertised."
The price is SAR 276
SAR 634 total
includes taxes & fees
2 Apr - 3 Apr
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

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.

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 375
SAR 488 total
includes taxes & fees
2 Apr - 3 Apr
Cozy Cottage with a Pond 2

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 619
SAR 1,153 total
includes taxes & fees
26 Mar - 27 Mar
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

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 563
SAR 983 total
includes taxes & fees
26 Mar - 27 Mar
Cozy Haven: A Romantic Retreat in our Tiny House!

Whimsical Woodland Cottage in Stone Ridge NY

9.8 out of 10, Exceptional, (8)
"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 SAR 506
SAR 1,192 total
includes taxes & fees
1 Apr - 2 Apr
Whimsical Woodland Cottage in Stone Ridge NY

Upstate Kerhonkson Cottage on 2 acres w/ firepit and covered patio to guesthouse

10.0 out of 10, Exceptional, (1)
Upstate Kerhonkson Cottage on 2 acres w/ firepit and covered patio to guesthouse

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

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!

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

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

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

High Falls Restorative Cabin in the Woods!

3.0 star property
High Falls Restorative Cabin in the Woods!

Waterfront Wallkill Duplex Home w/ Fire Pits!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great for my kids and family for options to play outdoors and indoors games together. Loved the coffee bar and the details in the bathrooms with all the little things we could use down to the qtips and things. Really great for our family trip memories!!"
Waterfront Wallkill Duplex Home w/ Fire Pits!
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

Great Escape to Convene with Friends & Family w/ Hot Tub & Many Decks

9.8 out of 10, Exceptional, (83)
"This place was fantastic and comfortable for our group of (adult) students who were attending a program locally in Cragsmoor. Diane had thorough instructions for everything in the house--the only hiccup was the checkin (somehow we never received the door code) but Diane was responsive on the phone and helped us right away. "
Great Escape to Convene with Friends & Family w/ Hot Tub & Many Decks

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (71)
"The home was large enough to accommodate our family and it was extremely clean. We would stay there again. Communication was excellent."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Mountain View escape

10.0 out of 10, Exceptional, (47)
"We had a lovely weekend staying at MVE. The host was communicative and thoughtful and the home was beautiful and clean upon arrival. We look forward to coming back soon! "
Mountain View escape
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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