Cragsmoor Vacation Rentals

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Vacation Rentals in Cragsmoor

Great Escape to Convene with Friends & Family w/ Hot Tub & Many Decks

9.8 out of 10, Exceptional, (83)
"This place was fantastic and comfortable for our group of (adult) students who were attending a program locally in Cragsmoor. Diane had thorough instructions for everything in the house--the only hiccup was the checkin (somehow we never received the door code) but Diane was responsive on the phone and helped us right away. "
Great Escape to Convene with Friends & Family w/ Hot Tub & Many Decks

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (71)
"The home was large enough to accommodate our family and it was extremely clean. We would stay there again. Communication was excellent."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Mountain View escape

10.0 out of 10, Exceptional, (49)
"We had a lovely weekend staying at MVE. The host was communicative and thoughtful and the home was beautiful and clean upon arrival. We look forward to coming back soon! "
Mountain View escape

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

9.8 out of 10, Exceptional, (93)
"We had a wonderful family long weekend at Michele’s beautiful home in the Hudson Valley. We were there to celebrate the birthdays of my husband, son, and grandson. The house was comfortable and well equipped to make meals. Michele the host couldn’t be more responsive. There are many great hikes and wineries close by. This was a 5 star expereince enjoyed by all."
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (284)
"I visited my college aged son over the weeend for a special event and wanted to stay somewhere with a little something special rather than a hotel. This property exceeded my expectations. Even with winter still lingering, the lake view was spectacular and was highlighted by the home's back wall of windows. Also, Don is a very responsive host and made sure the home had everything you could need - grill, grill tools, pots/pans, appliances, etc. I truly appreciated the hospitality. I hope to stay...
The price is CA $394
CA $468 total
includes taxes & fees
Apr 1 - Apr 2
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

High Falls Restorative Cabin in the Woods!

10.0 out of 10, Exceptional, (17)
"Exactly what my friend and I was look for. A place to get away from the city without the long drive. Very exclusive in a nice little town. Definitely will be back."
High Falls Restorative Cabin in the Woods!

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

9.6 out of 10, Exceptional, (39)
"A wonderful host with a beautiful & comfortable home. All the necessities, plus more! A must stay at. "
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

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

10.0 out of 10, Exceptional, (211)
"That's how my kids refer to the Cabin & that's because it is the way the host, Mary Plank makes us feel, like it is ours, at least for the time we are able to enjoy our stay. We are regular guests at the cabin. As usual, twas great. Mary was excellent at accommodating all of our needs. Thanks again.Brian"
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains

Trails Head Cabin

9.8 out of 10, Exceptional, (77)
"Great place to relax near the Delaware Water Gap. Quiet and peaceful. "
The price is CA $160
CA $272 total
includes taxes & fees
Apr 1 - Apr 2
Trails Head Cabin

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (36)
"Needed rest and quiet away from the city! Not only was this the perfect location, but William is a fantastic host. Great communication before and after, from directions to access and operation with kindness and generosity of spirit. Will return! "
Red Barn Retreat - Shawangunk Mountains Getaway

Catskills mountain gateway house.

9.8 out of 10, Exceptional, (17)
"The house comfortably slept the six of us."
Catskills mountain gateway house.

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (7)
"My bridesmaids and I stayed here the night before my wedding and my husband and I the night of my wedding ..it is absolutely beautiful and private just what we wanted! Would definitely stay here again!"
The price is CA $358
CA $753 total
includes taxes & fees
Apr 7 - Apr 8
Charming Cottage in the Heart of the Shawangunks

Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

8.0 out of 10, Very good, (20)
"Nothing negative to say really. Booked this house for 20 guests and it fit us all comfortably. Everything was clean and loved the way this house was layed out. Lots of room and many things to do even inside the house. Huge backyard. Host was very kind. Not many things like paper towel, toilet paper, garbage bags for 4 days with 20 guests as well as no washer and dryer as it’s listed."
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!

10.0 out of 10, Exceptional, (121)
"Awesome location if you’re looking to explore around “the gunks”.Minutes from Mohong, Minnewaska, restaurants and grocery store.Host Sascha is responsive and accommodating Definitely recommend if you are looking for a nice quiet place that is private yet close to everything."
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!

Best of both worlds! Amazing views plus an easy walk into town!

10.0 out of 10, Exceptional, (71)
"We loved our stay in this cozy house near New Paltz. Even thought there were two families and 6 of us, it did not feel crowded, and everyone had space to stretch out and enjoy the views or the myriad different types of entertainments. The place was clean and the kitchen well stocked with basics, but also enough cooking supplies that we felt able to stay in and prepare our own meals. We would definitely come again, and are already eyeing next year's Thanksgiving break."
Best of both worlds! Amazing views plus an easy walk into town!

Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

9.2 out of 10, Wonderful, (20)
"The property is beautiful. The soft snow blanketing the area only made it more so. Everything was exactly where it was said to be and our hosts were ready and willing to help at a moments notice. Couldn't ask for a better place"
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

Charcoal Chalet by AvantStay | A+ Design w/ Firepit

Charcoal Chalet by AvantStay | A+ Design w/ Firepit

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

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 CA $179
CA $366 total
includes taxes & fees
Apr 1 - Apr 2
The Studio at the Inn at High Falls

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

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 CA $333
CA $560 total
includes taxes & fees
Apr 3 - Apr 4
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
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 types of properties in Cragsmoor you may be interested in

The Kartrite Resort & Indoor Waterpark

4.0 star property
8.0 out of 10, Very good, (1401)
"Perfect weekend gateway!!"
The price is CA $256
CA $381 total
includes taxes & fees
Apr 10 - Apr 11
The Kartrite Resort & Indoor Waterpark

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (1090)
"It was nice stay "
The price is CA $140
CA $158 total
includes taxes & fees
Apr 17 - Apr 18
Sleep Inn & Suites Middletown - Goshen

Resorts World Catskills Casino

4.5 star property
8.8 out of 10, Excellent, (1182)
"It's very good!"
The price is CA $218
CA $282 total
includes taxes & fees
Apr 3 - Apr 4
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.

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?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental outside of Cragsmoor is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Cragsmoor?

With 9 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.