House in Cragsmoor, NY
15 guests · 6 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
Woodmoor House, a beautifully appointed farmhouse from 1865 in the Historic District of the hamlet of Cragsmoor, sits atop a bluff nearly 2000 feet above sea level with stunning views of Hudson Valley, just minutes from Sam’s Point Preserve on Shawangunk Ridge and nature trails. A short trip from NYC, you will find plenty of activities for outdoor enthusiasts: hiking, biking, cross country skiing, rock climbing, golf and swimming holes. And for those who prefer indoor activity: a haven for thrifting and antiquing.
This sprawling house has been renovated to include the beauty and charm of its original design of open family living, and is ready to accommodate big groups to settle in and relax. Have your coffee in the morning sun on the southern patio, then take a stroll through the gorgeous Cragsmoor Historic District to admire all the beautiful homes that make this mountaintop hamlet so unique.
Sitting on a bit over an acre, the house has six bedrooms; five with queen beds and one with bunk beds each with a mountain or meadow view. Four of the bedrooms are on the second floor and one is on the ground floor that may accommodate those who cannot negotiate stairs. The finished attic has a large common area with two single beds and a full bedroom with a queen bed and ensuite powder room. The large master suite has a deck overlooking the mountains. A large, farmhouse-style-yet-modern kitchen has a bay window with mountain ridge views, keeping it bright and light-filled. The kitchen counter, complete with stools, and large sectional offer sitting space for family and guests to keep company while sipping coffee over breakfast, as well as a large, round, eat-in kitchen table. The kitchen is totally stocked with everything you’ll need for preparing large family meals including Instant Pot, Kitchen Aid stand mixer, hand mixer, salad spinner, pancake griddle, panini/waffle maker, food processor, cookie sheets, pie pans, slicers, dicers, etc. plus oils, spices, sugar, flour, etc. The dining room has a 9-foot table that can accommodate 12 seated guests, with a view of the meadow, and candle-lit chandeliers.
The large living room with its cozy seating, includes a wood-burning fireplace and a large projection TV to enjoy a movie or your latest Netflix binge.
Outside is a Weber gas grill and an 8-foot picnic table with umbrella for outdoor dining along with Adirondack chairs, plenty of folding lawn chairs and a fire pit. There are three electric bicycles available for guests' use. Helmets and instructions are provided but guests use these bicycles at their own risk. The summer nights can be quite cool on the mountain so bring warm clothing.
Dogs are welcome. 💜
NOTE: Bunk beds have safety bars that should always be used for anyone sleeping on the top bunk. Failure to use is at guests' own risk.
This sprawling house has been renovated to include the beauty and charm of its original design of open family living, and is ready to accommodate big groups to settle in and relax. Have your coffee in the morning sun on the southern patio, then take a stroll through the gorgeous Cragsmoor Historic District to admire all the beautiful homes that make this mountaintop hamlet so unique.
Sitting on a bit over an acre, the house has six bedrooms; five with queen beds and one with bunk beds each with a mountain or meadow view. Four of the bedrooms are on the second floor and one is on the ground floor that may accommodate those who cannot negotiate stairs. The finished attic has a large common area with two single beds and a full bedroom with a queen bed and ensuite powder room. The large master suite has a deck overlooking the mountains. A large, farmhouse-style-yet-modern kitchen has a bay window with mountain ridge views, keeping it bright and light-filled. The kitchen counter, complete with stools, and large sectional offer sitting space for family and guests to keep company while sipping coffee over breakfast, as well as a large, round, eat-in kitchen table. The kitchen is totally stocked with everything you’ll need for preparing large family meals including Instant Pot, Kitchen Aid stand mixer, hand mixer, salad spinner, pancake griddle, panini/waffle maker, food processor, cookie sheets, pie pans, slicers, dicers, etc. plus oils, spices, sugar, flour, etc. The dining room has a 9-foot table that can accommodate 12 seated guests, with a view of the meadow, and candle-lit chandeliers.
The large living room with its cozy seating, includes a wood-burning fireplace and a large projection TV to enjoy a movie or your latest Netflix binge.
Outside is a Weber gas grill and an 8-foot picnic table with umbrella for outdoor dining along with Adirondack chairs, plenty of folding lawn chairs and a fire pit. There are three electric bicycles available for guests' use. Helmets and instructions are provided but guests use these bicycles at their own risk. The summer nights can be quite cool on the mountain so bring warm clothing.
Dogs are welcome. 💜
NOTE: Bunk beds have safety bars that should always be used for anyone sleeping on the top bunk. Failure to use is at guests' own risk.
Amenities at Fabulous cozy farmhouse on a Hudson Valley mountaintop
Non-smoking
Pets allowed
Family friendly
Map of Cragsmoor, NY
Ratings and reviews
10 / 10Outstanding·Jul 2026
Our stay at the Woodmoor House was exceptional! Jeff was a gracious host. The house was extremely well appointed. The rooms were tastefully decorated and, except for a mattress in the large attic room, the beds were comfortable. The common areas were large and varied, allowing for a variety of different activities to happen in-doors on rainy days and in the evenings (with the supplied internet-connected projector, we were able to catch many of the World Cup soccer matches). The deck was delightful—a favorite spot for meals and extended conversation. The large mowed yard allowed for family games, like our annual wiffle ball championship! The kitchen was without a doubt the best appointed kitchen we have ever had the privilege of using: not only did it have virtually every possible culinary gadget, but Jeff also provided many of the typical staples and spices. We were able to prepare a number of truly memorable meals without any hassle whatsoever. And, of course, the area around Cragsmoor was rich in beauty and in opportunities to enjoy nature—just minutes away. The views from Sam’s Point and Bears Nature Preserve were awe-inspiring; the trek through the Ice Caves was filled with surprises; and the trails and swimming at Minnewaska State Park were challenging and refreshing. Sunsets, starry constellations, and fields of fireflies re-centered us around important and enduring values. A week to remember!
10 / 10Outstanding·May 2026
We had a wonderful time; the house was clean and fully stocked. Would definitely recommend!
10 / 10Outstanding·Nov 2025
Fantastic everything. The host does a great job with making guests feel welcomed and supported. Added to that, the environs make for some great hikes and views. My family and I will be back!
10 / 10Outstanding·Nov 2025
We stayed here for two nights with a group of 12 for my wedding weekend, and it was absolutely perfect! The place was clean, spacious, and beautifully kept. It had everything we needed — the kitchen was fully stocked, plenty of towels and essentials were provided, and there was more than enough room for everyone to relax comfortably. The host was responsive and friendly, and check-in was super easy. It was the perfect home base for such a special weekend we couldn’t have asked for a better stay! Highly recommend for large groups or anyone looking for a comfortable and well-equipped getaway.
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Top rated by guests
10Outstanding
(42 Ratings)
"Our stay at the Woodmoor House was exceptional! Jeff was a gracious host. The house was extremely well appointed. The rooms were tastefully decorated and, except for a mattress in the large attic room..."
Stephen T.Don't miss out! Price and availability may change
