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Check prices for these dates

Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb
In one month
14 Feb - 16 Feb
In two months
14 Mar - 16 Mar

Compare 312 Vacation Homes in Cragsmoor with updated reviews, rates, and availability.

Riverfront modern house with beautiful views
Huge window in the living room makes sunset light flow in to the space so beautifully

Riverfront modern house with beautiful views

2.0 star property
10.0 out of 10, Exceptional, (1)
"My husband and I had an amazing time. Absolutely beautiful home, great location, and overall amazing experience. "
The price is AED 1,088
AED 1,735 total
includes taxes & fees
20 Jan - 21 Jan
Riverfront modern house with beautiful views
Spacious Getaway! 7BR w Park & pool Scenic Views
Exterior

Spacious Getaway! 7BR w Park & pool Scenic Views

Spacious Getaway! 7BR w Park & pool Scenic Views
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Pine Bush Vacation Rental | 1BR | 1.5BA | Stairs Required for Access | 750 Sq Ft

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

9.6 out of 10, Exceptional, (11)
"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!
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
Minnewaska Lake

Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska

9.8 out of 10, Exceptional, (92)
"This property was spectacular. Immaculately clean and every detail done well. From a fully stocked and ready to go kitchen, to comfortable beds, sheets and towels. I’ll be back to stay here again and the host Michelle couldn’t have done more. Having had a few disappointing stays in other properties of late, this was a welcome game changer!!!"
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
NEW LISTING! Cozy Country Farmhouse with Hot Tub
Exterior

NEW LISTING! Cozy Country Farmhouse with Hot Tub

9.4 out of 10, Exceptional, (3)
"Perfect property for a quiet weekend. Dogs had plenty of room to run free"
NEW LISTING! Cozy Country Farmhouse with Hot Tub
Catskills mountain gateway house.
Living area

Catskills mountain gateway house.

9.8 out of 10, Exceptional, (14)
"House is spacious and clean. The little touches like the Christmas decorations, games, books etc. were greatly appreciated. Beautiful property. Would definitely return. "
Catskills mountain gateway house.
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
The open dining and living room area has plenty of comfortable seating.

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

9.2 out of 10, Wonderful, (5)
"Maya's house is beautifully decorated with thoughtful touches. The living space is large and the neighborhood quiet. It's walking distance to the Kerhonkson Diner and Mill & Main, and a short drive to Minnewaska State Park Preserve and Kelder's Farms. Looking forward to coming back to this quaint oasis!"
The price is AED 569
AED 938 total
includes taxes & fees
1 Feb - 2 Feb
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Exterior

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

9.6 out of 10, Exceptional, (38)
"The whole family had a great time! We would love to come back!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
The Studio at the Inn at High Falls
Exterior

The Studio at the Inn at High Falls

7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The price is AED 459
AED 953 total
includes taxes & fees
20 Jan - 21 Jan
The Studio at the Inn at High Falls
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
Exterior

Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit

7.6 out of 10, Good, (14)
"We had a great time for our family getaway. The house was sized for a summer getaway with a large family/group. Plenty of bedrooms and bathrooms and even a second fridge to accommodate our needs. When the game room is available, the house will be even better"
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Welcome to the Louie II. A serene setting for your next Hudson Valley getaway.

The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard

9.2 out of 10, Wonderful, (22)
"This property was clean and exactly as described. We were in the area for a family gathering and it allowed us a quiet place to regroup with our dog at night. Highly recommend and are hoping to visit again. "
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Beautiful Private Stone Home in the Hudson Valley
Exterior

Beautiful Private Stone Home in the Hudson Valley

10.0 out of 10, Exceptional, (139)
"We had a wonderful time together. Room for everyone. We were 11. Clean and spacious. We would stay there again."
Beautiful Private Stone Home in the Hudson Valley
The Loft At The Inn At High Falls
Exterior

The Loft At The Inn At High Falls

8.6 out of 10, Excellent, (10)
"Frank's place had everything we needed for the perfect end to summer weekend. He was responsive and his instructions were easy. We hope to come back someday!"
The price is AED 735
AED 1,275 total
includes taxes & fees
20 Jan - 21 Jan
The Loft At The Inn At High Falls
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Interior

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Sweet and spacious mountain view home w/fireplace!
Living area

Sweet and spacious mountain view home w/fireplace!

9.8 out of 10, Exceptional, (18)
"Loved the layout and the amount of natural light"
Sweet and spacious mountain view home w/fireplace!
Modern Hudson Valley Oasis - 1.5hrs from NYC with heated pool, hot tub, sauna!
Exterior

Modern Hudson Valley Oasis - 1.5hrs from NYC with heated pool, hot tub, sauna!

9.8 out of 10, Exceptional, (15)
"Beautiful home, with large kitchen. Hot tub and Sauna were great. "
Modern Hudson Valley Oasis - 1.5hrs from NYC with heated pool, hot tub, sauna!
Bontecou Farm sited on a bluff overlooking the Wallkill River
Aerial view

Bontecou Farm sited on a bluff overlooking the Wallkill River

10.0 out of 10, Exceptional, (38)
"Beautifully renovated old farm house on the banks of the Wallkill River. With the modern addition, there was plenty of room for our 9 family members with lots of interesting spaces to explore. We particularly enjoyed the firepit with plenty of seating for everyone, the many different tree species and the view. The farm sits in a bend of the river with open vistas for watching wildlife or just resting your eyes. We arrived just in time to meet the owners as they were leaving. They had come to...
Bontecou Farm sited on a bluff overlooking the Wallkill River
Charming Gardiner Home w/ Yard - Pets Welcome!
Gardiner Vacation Rental | 3BR | 2BA | 4 Steps to Enter | 1,250 Sq Ft

Charming Gardiner Home w/ Yard - Pets Welcome!

9.2 out of 10, Wonderful, (5)
"The house is adorable and cozy - updated but still has character. Location is quiet and easy to get to. I really liked how “the rules” were reasonable and clear and being given the option to check in a little early and check out a little later was awesome since it was a holiday. Too many places treat you like a number so it’s refreshing to be treated in such a friendly manner and I really appreciated that accommodation. We hope to be back again! "
Charming Gardiner Home w/ Yard - Pets Welcome!
Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
Exterior

Field of Boaz - A Contemporary Country Home. Perfect for the whole family!

9.8 out of 10, Exceptional, (20)
"My best friend's family of 4 and my family of 4 had the best week @ Boaz Mills. We were traveling with 4 adults and 4 teens. This was perfect for us!! We had plenty of space for indoor and outdoor activities. There were games throughout the house for family nights. The kitchen was great, the table seated all of us comfortably. We had friends come over one night for dinner and still had plenty of space for everyone to move around comfortably. The entire house was as described & we would...
Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
The Ski Shop
Interior

The Ski Shop

8.0 out of 10, Very Good, (1)
"Clean and peaceful. Comfortable sleeping arrangements. Very nice open floor plan and well stocked."
The Ski Shop
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!
From the front of the house.

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

9.8 out of 10, Exceptional, (46)
"Second stay. Looking forward to our third. "
Huge house with amazing kitchen, near great hiking; great for groups!
Fabulous cozy farmhouse on a Hudson Valley mountaintop
Exterior

Fabulous cozy farmhouse on a Hudson Valley mountaintop

10.0 out of 10, Exceptional, (33)
"We rang in the new year here with a large group - adults, kids, and dogs - and the house was wonderful. Everything is well stocked and thoughtfully laid out and labeled. “Cozy” here isn’t a real estate euphemism; the decor and overall feel is very warm and comfortable. The kids (ages 5 to 9) had a great time with all of the kids books, movies, and dress up outfits provided. I imagine this experience really shines in the warmer months, but don’t pass up on a winter stay!"
Fabulous cozy farmhouse on a Hudson Valley mountaintop
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
Welcome to the Claryville Cabin!

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

10.0 out of 10, Exceptional, (208)
"Very quiet and relaxing.Beautiful surroundings."
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.