Holiday Homes in Cragsmoor

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Featured Holiday Homes in Cragsmoor and around

Sweet and spacious mountain view home w/fireplace!
9.8 out of 10, Exceptional, 14 reviews
"Sweet space, well-stocked and nice open living and kitchen area. We enjoyed watching birds eat from the bird feeders and a family of deer graze in the meadow and along the edge of the woods! The location was situated well for accessing nearby hiking and is not far from scenic Hudson landmarks. Excellent quiet place to relax and take things at your own pace."
The price is €383
includes taxes & fees
19 Jun - 20 Jun
Sweet and spacious mountain view home w/fireplace!
Trails Head Tiny House
10.0 out of 10, Exceptional, 5 reviews
"It was great"
The price is €120
includes taxes & fees
19 Jun - 20 Jun
Trails Head Tiny House
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, 30 reviews
"This place is wonderful!!!! It was a beautiful stay."
The price is €358
includes taxes & fees
24 Jun - 25 Jun
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
9.6 out of 10, Exceptional, 11 reviews
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Historic former hotel with amazing kitchen, near great hiking; great for groups!
10.0 out of 10, Exceptional, 36 reviews
"I was looking for somewhere that had many rooms for single and couple adults to stay at for a long weekend birthday celebration. It was super difficult to find somewhere with rooms relatively the same size and separate/private, until I came upon this listing. That was the impetus, and the reality was even better than we could have imagined. We spent most of our time in the large kitchen/dining room: cooking, eating, laughing, conversing, and playing games. At nights we would all go into large...
Historic former hotel with amazing kitchen, near great hiking; great for groups!
5 Acre Modern Mountain Farm
9.4 out of 10, Exceptional, 19 reviews
"Property was what we expected. Very nice quiet area, lots of room in the house to make all of us 8 adults feel comfortable, like plenty of room on the outside deck… There are minor things that could be addressed, which I’m sure they are well aware. I would recommend for a group that just wants to get away and relax. "
The price is €1,037
includes taxes & fees
29 Jun - 30 Jun
5 Acre Modern Mountain Farm
Red Barn Retreat - Shawangunk Mountains Getaway
10.0 out of 10, Exceptional, 23 reviews
"Recently renovated property. Very nice fixtures , well maintained and beautiful views. Highly recommend"
Red Barn Retreat - Shawangunk Mountains Getaway
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!
10.0 out of 10, Exceptional, 5 reviews
"OUTSTANDING location! The views are incredible! Great outdoor area for a bonfire and family time! Hot tub! Grill! Not to mention the rooms are perfection with attention to detail. There is even a family room with a baby bed and play pen which was perfect for my daughter and her little family. The owners of the property answered our questions 24/7 and were always very gracious and kind. Constantly asking if we needed anything to make our stay better. The restrooms had towels with all kinds of...
The price is €836
includes taxes & fees
25 Jun - 26 Jun
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!
Highland Secluded Vacation Home on 10 Acres!
10.0 out of 10, Exceptional, 7 reviews
"Quiet, secluded - a roomy house with massive yard, good deck and excellent dining table. We found almost every thing we needed and everything else at the grocery store such as plastic storage containers and Kleenex. A few touches would add to this comfort such as chairs in the bedrooms and suit hangers. The owners were terrifically responsive and went out of their way to make it easy and safe for our toddler. We really appreciated their efforts."
Highland Secluded Vacation Home on 10 Acres!
Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.
10.0 out of 10, Exceptional, 14 reviews
"I can't rave enough about this house! It was absolutely adorable... beautifully decorated, felt so cozy and comfortable. We LOVED it. (I don't like when you are in a house with nothing on the walls and it feels unlived in - this house feels loved and lived in!) I loved the blackboard with the listings for restaurants, what to see, etc. We enjoyed the screened in porch, beautiful grounds, sound of the nearby water, and the cozy and spacious living room. The living room furniture was so...
Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.
Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
10.0 out of 10, Exceptional, 14 reviews
"Property has everything you need for a Large family. The deer and rabbits in the yard were fun to watch! Owner is very friendly and helpful!"
Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
Upstate getaway!Jacuzzi,pool table,Casino,Ski!!!
9.6 out of 10, Exceptional, 10 reviews
"It was great, pleaceful area. Owners were sweet and very responsive."
Upstate getaway!Jacuzzi,pool table,Casino,Ski!!!
Beaver Lake Escape
10.0 out of 10, Exceptional, 4 reviews
"We have never been to the Catskills before and i found this place and I am so glad I did. This house is on a very quiet dead-end street and across the street was the lake. It was just so peaceful and relaxing. The house was very comfortable and clean. We loved waking home or coming home to find deer in the yard. They are like pets. Not afraid of us at all. We enjoyed the backyard with the fire pit and hot tub. If you are looking to get away from the hustle and bustle of everyday life I highly...
The price is €230
includes taxes & fees
19 Jun - 20 Jun
Beaver Lake Escape
Lake House, ONE HOUR from NYC
9.8 out of 10, Exceptional, 23 reviews
"Great place and Rhona did a great job (great communication, timely, and adaptable). Well done!"
Lake House, ONE HOUR from NYC
CREATIVES DREAM GETAWAY
10.0 out of 10, Exceptional, 1 review
"Our group of 4 adults spent 3 nights in Ezequiel's beautiful property. It was cozy, beautifully decorated, comfortable, and the kitchen had everything you could possibly need. We enjoyed the lovely, tranquil outdoor space, and we had easy access to the attractions we were there to visit (Mohank Nature Preserve, CIA -Culinary Institute of America, Storm King Sculpture Park, etc.). Highly recommend and would definitely stay here again."
CREATIVES DREAM GETAWAY
One-Bedroom Bungalow Unit at Cedar Nest
10.0 out of 10, Exceptional, 3 reviews
"The perfect little getaway! Very cute and the host was outstanding!"
One-Bedroom Bungalow Unit at Cedar Nest
Hudson valley remodel bilevel@Brendella court
10.0 out of 10, Exceptional, 2 reviews
"Clean, roomy, great restaurant recommendations, good communication with the host.The only issue was the actual price (before fees) was higher than that listed online. I worked it out with the host but it does make me wary of further vrbo use."
The price is €279
includes taxes & fees
20 Jun - 21 Jun
Hudson valley remodel bilevel@Brendella court
Mountain Peak Retreat
8.6 out of 10, Excellent, 4 reviews
"We had a very nice stay at this property. The views were absolutely stunning and the ambience and quiet were just what we were looking for. The outdoor sitting area overlooking the view was outstanding. We had some issues with the lights not working in the main bedroom, trouble using the shower in the main bedroom and that the pool is only heated with additional payment. Despite that we still used the pool and very much enjoyed the hot tub and other amenities that came with the house. Overall...
Mountain Peak Retreat
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Catskill home set in the catskill forest preserve.
9.4 out of 10, Exceptional, 39 reviews
"Cute home, eclectic decor, contains everything you need & more"
Catskill home set in the catskill forest preserve.
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See all available properties in Cragsmoor
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.

Other property types in Cragsmoor

Historic former hotel with amazing kitchen, near great hiking; great for groups!
10.0 out of 10, Exceptional, 36 reviews
"I was looking for somewhere that had many rooms for single and couple adults to stay at for a long weekend birthday celebration. It was super difficult to find somewhere with rooms relatively the same size and separate/private, until I came upon this listing. That was the impetus, and the reality was even better than we could have imagined. We spent most of our time in the large kitchen/dining room: cooking, eating, laughing, conversing, and playing games. At nights we would all go into large...
Historic former hotel with amazing kitchen, near great hiking; great for groups!
Fabulous cozy farmhouse on a Hudson Valley mountaintop
10.0 out of 10, Exceptional, 27 reviews
"Loved the house, it was fully stocked. Enjoyed hanging out by the fireplace with family. Cooked with ease, I didn't have to search for any cooking apparatus. When we went out to eat we went to Aroma Thyme Bistro and Gaby's. Jeff communicated really well with me. I would definetley rent again, and don't forget to visit Sam's Point."
Fabulous cozy farmhouse on a Hudson Valley mountaintop
Cottage Suites
3.0 star property
9.0 out of 10, Wonderful, 2 reviews
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
The price is €260
includes taxes & fees
20 Jun - 21 Jun
Cottage Suites
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.

Cragsmoor Holiday Homes information

Number of reviews
236
Accommodation
302 Holiday Homes
Lowest Price
€120
Highest Price
€1,037

Recent Reviews in Cragsmoor
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