Cragsmoor Holiday Rentals

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Holiday Rentals in Cragsmoor

Property grounds
Fabulous cozy farmhouse on a Hudson Valley mountaintop
10.0 out of 10, Exceptional, (27)
"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
Luxury Studio | Private kitchen
Cottage Suites
3.0 star property
The price is AU$385
per night
23 May - 24 May
Cottage Suites
Exterior
Trails Head Cabin
9.8 out of 10, Exceptional, (57)
"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 AU$317
per night
2 June - 3 June
Trails Head Cabin
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Exterior
Trails Head Tiny House
10.0 out of 10, Exceptional, (5)
"It was great"
The price is AU$189
per night
23 May - 24 May
Trails Head Tiny House
Fridge, microwave, oven, stovetop
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
10.0 out of 10, Exceptional, (34)
"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!
Property grounds
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, (30)
"This place is wonderful!!!! It was a beautiful stay."
The price is AU$568
per night
4 June - 5 June
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Exterior
Mountain View escape
10.0 out of 10, Exceptional, (24)
"We've stayed in a number of VRBOs and none have been as well-appointed and welcoming as this Mountain View Escape home. Privacy and space, while close to wonderful towns and places to explore. Highly recommend!"
Mountain View escape
Fridge, microwave, oven, stovetop
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
10.0 out of 10, Exceptional, (15)
"Cozy, comfortable accommodations in peaceful area"
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Property grounds
Luxury retreat w/ private deck, garden, firepit on organic farm
10.0 out of 10, Exceptional, (10)
"The property and the yurt were absolutely beautiful. And if you're looking to get AWAY, this is the place. It rained most of the weekend, and we still had an amazing time. Communication was terrific. Thank you so much, John."
Luxury retreat w/ private deck, garden, firepit on organic farm
Fridge, microwave, oven, stovetop
Log Cabin in Catskill NYS
10.0 out of 10, Exceptional, (34)
"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
Property grounds
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
8.0 out of 10, Very good, (8)
"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
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)
"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!
1 bedroom, free WiFi
Cozy Cottage with a Pond 2
6.8 out of 10, (9)
"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 AU$198
per night
2 June - 3 June
Cozy Cottage with a Pond 2
Exterior
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
10.0 out of 10, Exceptional, (185)
"We absolutely loved this property. The host's communication and instructions were perfect. Beds were comfortable, couches were comfortable, and we had everything we needed."
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
Exterior
Cozy Cabin with Hot Tub, Minutes From Minnewaska State Park
10.0 out of 10, Exceptional, (9)
"Very nice little cabin for a weekend away. Hot tub was nice to use after a day of hiking. The kitchen had the essentials (no seraded knives, so bring that if you’re cutting anything). I slept in the loft and the bed was comfortable. The ladder rungs are rounded and not flat so those hurt my feet going up - wearing some rubber soled slippers could alleviate that but I didn’t bring those. The hosts were great at communicating. "
The price is AU$437
per night
23 May - 24 May
Cozy Cabin with Hot Tub, Minutes From Minnewaska State Park
Exterior
The Studio at the Inn at High Falls
8.4 out of 10, Very good, (17)
"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 AU$394
per night
2 June - 3 June
The Studio at the Inn at High Falls
Indoor pool, outdoor pool
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski
9.8 out of 10, Exceptional, (12)
"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
Dining
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
10.0 out of 10, Exceptional, (11)
"My wife and I (and our dog) had a fantastic weekend in this adorable Catskills cabin! The amenities were all very tasteful (especially the cedar hot tub!) and the outside lights really tied together the cozy mountain cabin vibes at night. Laura was a pleasure to work with and very helpful with any questions that we had. Would absolutely recommend!"
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
Interior
Royal Garden Main Cabin
Royal Garden Main Cabin
Property grounds
Quaint village, walk to restaurants and shops.
The price is AU$463
per night
2 June - 3 June
Quaint village, walk to restaurants and shops.
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 Holiday Home Travel Info

Number of holiday homes
3
Popular accommodation
Cragsmoor private holiday 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

Waterslide
The Kartrite Resort & Indoor Waterpark
4.0 star property
8.0 out of 10, Very good, (1000)
"It is awesome and a quick little getaway from the city for a weekend the water park is neat. And the staff is great and very respectful, they actually care and very alert to the children around in keeping them safe. Very clean hotel room n water park the lobby they have movies after dark it’s awesome, there is something today from opening to close. The arcade is WoW and amazing n endless and will kill ur pockets bc it’s so addictive to winning. But 10/10 for a nice little get away. The food is...
The price is AU$292
per night
6 June - 7 June
The Kartrite Resort & Indoor Waterpark
Exterior
La Quinta Inn & Suites by Wyndham Middletown
2.5 star property
9.2 out of 10, Wonderful, (387)
"Renovated, good quality "
The price is AU$224
per night
27 May - 28 May
La Quinta Inn & Suites by Wyndham Middletown
Exterior
Resorts World Catskills Casino
4.5 star property
8.6 out of 10, Excellent, (1000)
"Great stay "
The price is AU$283
per night
29 May - 30 May
Resorts World Catskills Casino
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cragsmoor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cragsmoor holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cragsmoor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cragsmoor holiday rentals we have selected for you start as low as AU$189 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cragsmoor rentals

At Expedia, we put the best Cragsmoor holiday 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 holiday.

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 holiday rentals in Cragsmoor?

Yes, there are holiday rentals close to the most popular sights in Cragsmoor, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cragsmoor has to offer?

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!: This holiday home rental outside of Cragsmoor is located on the waterfront, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Cragsmoor?

With 11 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Shawangunk Ridge State Forest and Lake Minnewaska Beach.

What are holiday rentals like in Cragsmoor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cragsmoor. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip.

Recent reviews of Cragsmoor properties
Expedia verified reviews

Hampton Inn Monticello

Hampton Inn Monticello

5/5 Excellent
"Very clean"
A verified traveller stayed at Hampton Inn Monticello
Posted 2 days ago
Hampton Inn Monticello