Cragsmoor Vacation Rentals

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Vacation Rentals in Cragsmoor

Fabulous cozy farmhouse on a Hudson Valley mountaintop
Property grounds
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
Luxury Studio | Private kitchen | Full-size fridge, microwave, oven, stovetop
Cottage Suites
3.0 star property
8.0 out of 10, Very Good, 1 review
"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 $132
$257 total
includes taxes & fees
Jun 18 - Jun 19
Cottage Suites
Trails Head Tiny House
Exterior
Trails Head Tiny House
10.0 out of 10, Exceptional, 5 reviews
"It was great"
The price is $79
$124 total
includes taxes & fees
Jun 4 - Jun 5
Trails Head Tiny House
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5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Fridge, microwave, oven, stovetop
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
10.0 out of 10, Exceptional, 34 reviews
"Thanks so much for a great stay. This is such a wonderful place for large groups! Nice hikes in the area too, which we took advantage of. Kitchen and bar area was especially good for cooking and eating for 30+ people!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Trails Head Cabin
Exterior
Trails Head Cabin
9.8 out of 10, Exceptional, 57 reviews
"This is a great property we have now stayed multiple times and the property owners make sure everything is perfect on arrival. Will be staying again!"
The price is $115
$194 total
includes taxes & fees
Jun 4 - Jun 5
Trails Head Cabin
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
Exterior
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
10.0 out of 10, Exceptional, 186 reviews
"Another wonderful stay at the Claryville cottage. Quiet, comfortable, relaxing, both inside and outside. Just the perfect weekend."
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
Dining
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
10.0 out of 10, Exceptional, 12 reviews
"We loved all the thoughtful touches and design details of this cozy cabin! P"
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
Cozy Cottage with a Pond 2
1 bedroom, free WiFi
Cozy Cottage with a Pond 2
6.8 out of 10, 9 reviews
"Safe quiet clean the only thing was the power went out (quick fix though) and the bed was so hard it hurt my back "
The price is $100
$130 total
includes taxes & fees
Jun 4 - Jun 5
Cozy Cottage with a Pond 2
High Point Mtn House~Mother's Day on the Mountain~2 hrs to NYC ULTIMATE PRIVACY!
Property grounds
High Point Mtn House~Mother's Day on the Mountain~2 hrs to NYC ULTIMATE PRIVACY!
9.8 out of 10, Exceptional, 18 reviews
"My recent weekend getaway to the Catskills was truly unforgettable, thanks to our wonderful host and their charming retreat nestled in the heart of this picturesque mountain region. From the moment we arrived, we were greeted with warm hospitality and a sense of tranquility that immediately set the tone for our stay. The accommodations were nothing short of perfect – cozy yet spacious, with rustic charm and modern amenities seamlessly blended together. Our host went above and beyond to ensure...
High Point Mtn House~Mother's Day on the Mountain~2 hrs to NYC ULTIMATE PRIVACY!
Royal Garden Main Cabin
Interior
Royal Garden Main Cabin
10.0 out of 10, Exceptional, 1 review
Royal Garden Main Cabin
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
Property grounds
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
8.0 out of 10, Very Good, 9 reviews
"As described; host was easy to communicate with, property was clean and well stocked, and importantly all 19 of us enjoyed our stay comfortably!"
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
The Studio at the Inn at High Falls
Exterior
The Studio at the Inn at High Falls
8.4 out of 10, Very Good, 17 reviews
"Love staying at The Studio at the Inn at High Falls. It truly is my new home away from home. Soo Clean, Comfortable and incredible friendly helpful people who own and work there. Again Thank you Frank and too a New Year. Patricia"
The price is $125
$260 total
includes taxes & fees
Jun 4 - Jun 5
The Studio at the Inn at High Falls
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski
Indoor pool, outdoor pool
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski
9.8 out of 10, Exceptional, 12 reviews
"This property is huge, clean, and gorgeous! me and my wife went for a mini vacation and we were blown away with this place! The host is a great communicator always responding quickly. The grounds are very relaxing, The hot tub is awesome, and the game room in the basement was a great chill. we definitely will be coming back!"
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski
Log Cabin in Catskill NYS
Fridge, microwave, oven, stovetop
Log Cabin in Catskill NYS
10.0 out of 10, Exceptional, 34 reviews
"Was very clean, host was responsive and helpful. We had an issue with the gas and someone came to fix it within 2 hours. It snowed during our stay and the snow was plowed by someone twice. Could only find 2 bathrooms. Not a problem for our group, just informing. Overall, amazing stay and would recommend"
Log Cabin in Catskill NYS
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Beach
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, 35 reviews
"I needed a place in Wallkill NY to stay. This VRBO was perfect!"
The price is $99
$195 total
includes taxes & fees
Jun 4 - Jun 5
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Property grounds
Cozy Loft Cabin high above Bashakill Wildlife Refuge
9.6 out of 10, Exceptional, 9 reviews
"Nice"
The price is $115
$172 total
includes taxes & fees
Jun 30 - Jul 1
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Property grounds
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 $176
$359 total
includes taxes & fees
Jun 9 - Jun 10
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Mountain Peak Retreat
Property grounds
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
Quaint village, walk to restaurants and shops.
Property grounds
Quaint village, walk to restaurants and shops.
The price is $185
$302 total
includes taxes & fees
Jun 4 - Jun 5
Quaint village, walk to restaurants and shops.
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Fridge, microwave, oven, stovetop
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
9.2 out of 10, Wonderful, 16 reviews
"We thoroughly enjoyed ourselves at this sweet home, making great use of the spacious yard with the fire pit, the hot tub, and the grill. I kept being amazed at how easy everything was. Every time I needed a utensil, it was wherever I first looked! And when the propane tank emptied in the middle of grilling dinner, I glanced around to see where we might find a full one, and there was one right there waiting. I really appreciated how well thought out and organized everything was. And communication...
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Don't see what you're looking for?
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.

Cragsmoor Vacation Rental Travel Info

Number of vacation rentals
3
Popular accommodation
Cragsmoor private vacation homes
Known landmarks
Lake Minnewaska Beach, Stony Kill Falls and VerKeerderkill Falls
International airports
New York, NY (JFK-John F. Kennedy Intl.), Newark, NJ (EWR-Liberty Intl.) and New York, NY (LGA-LaGuardia)

Other types of properties in Cragsmoor you may be interested in

The Kartrite Resort & Indoor Waterpark
Waterslide
The Kartrite Resort & Indoor Waterpark
4.0 star property
8.0 out of 10, Very Good, 1,024 reviews
"Resort was overall beautiful my family enjoyed they stay. Hotel manager at front desk was extremely rude and inconsiderate. Very short staffed."
The price is $184
$272 total
includes taxes & fees
Jun 6 - Jun 7
The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino
Exterior
Resorts World Catskills Casino
4.5 star property
8.6 out of 10, Excellent, 1,007 reviews
"From the greeting at the Concierge Desk when i checked in.... it wemt all UPHILL!!! Seriously, everyone at the Resort Casino Hotel were so lovely and accomodating. Reservations for dinner, parking was open and easy and breakfast before leaving was so relaxing. It was an experience i would definitely want to REPEAT because of the staff. The people working there MAKE THIS PLACE GREAT"
The price is $199
$261 total
includes taxes & fees
Jun 5 - Jun 6
Resorts World Catskills Casino
La Quinta Inn & Suites by Wyndham Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown
2.5 star property
9.2 out of 10, Wonderful, 393 reviews
"Clean and newer looking. "
The price is $134
$158 total
includes taxes & fees
Jun 4 - Jun 5
La Quinta Inn & Suites by Wyndham Middletown
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.

Everything you need to know about Cragsmoor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cragsmoor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cragsmoor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cragsmoor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cragsmoor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cragsmoor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $79 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cragsmoor rentals

At Expedia, we put the best Cragsmoor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cragsmoor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cragsmoor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cragsmoor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Cragsmoor?

Yes, you can find vacation rentals close to popular points of interest in Cragsmoor, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Cragsmoor?

Trails Head Tiny House: This vacation home rental outside of Cragsmoor is situated on a river and has a barbecue grill and WiFi to help you feel content during your stay. Kitchen amenities include a stovetop, an electric kettle, and kitchenware.

How many vacation rentals will I find in Cragsmoor?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Cragsmoor stay.

What can I see and do in Cragsmoor?

Sam's Point Preserve and Minnewaska State Park are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Shawangunk Ridge State Forest and Lake Minnewaska Beach.

What are vacation rentals like in Cragsmoor?

Vacation rentals are private properties you can reserve for several days or longer in Cragsmoor. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.

Recent reviews of Cragsmoor properties
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Middletown

La Quinta Inn & Suites by Wyndham Middletown

5/5 Excellent
Nice
"Clean and newer looking. "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Middletown
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Middletown