Cragsmoor Vacation Rentals

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Vacation Rentals in Cragsmoor

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

9.8 out of 10, Exceptional, (46)
"Northeastern's annual Alternative Weekend trips had an amazing stay over Veteran's Day weekend! The group volunteered with the local Woodstock Animal Sanctuary. Students and staff raved about the house!"
Huge house with amazing kitchen, near great hiking; great for groups!

Fabulous cozy farmhouse on a Hudson Valley mountaintop

10.0 out of 10, Exceptional, (33)
"House and neighborhood were perfect."
Fabulous cozy farmhouse on a Hudson Valley mountaintop

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

10.0 out of 10, Exceptional, (208)
"Very comfortab;e and cozy"
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains

Trails Head Tiny House

9.2 out of 10, Wonderful, (11)
"Had a great stay at the Tiny House! Surprisingly clean and well appointed with all the basics. Perfect for an escape to the woods while still being able to quickly return to the real world. Proximity to the Neversink trail head is a major plus!"
The price is CA $113
CA $178 total
includes taxes & fees
Jan 8 - Jan 9
Trails Head Tiny House

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!

Trails Head Cabin

9.8 out of 10, Exceptional, (75)
"Great property right next to the State trails. Very dog friendly. "
The price is CA $146
CA $258 total
includes taxes & fees
Jan 9 - Jan 10
Trails Head Cabin

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 $368 total
includes taxes & fees
Jan 8 - Jan 9
The Studio at the Inn at High Falls

High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!

9.8 out of 10, Exceptional, (23)
"Let me start off by saying Bernadette is a very attentive host, communication was great despite the fact that she was dealing with a family emergency during our trip. The location is exactly what my friends and I were after - an escape with no neighbors in sight, a place where we could cook, play cards, and gaze at the stars with minimal light pollution. All the amenities promised were there, all the utilities worked as expected, and the view was phenomenal. Be aware that the home has some...
High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!

Log Cabin in Catskill NYS

10.0 out of 10, Exceptional, (41)
"Our group of guys loved the cabin. It was spacious and convenient for 12 guys. The cabin was filled with amenities including thermostats in each room, towels, cookware, hot water, and cleaning/hygiene products. Peter and his family responded quickly to all of our messages and requests. This area is quiet and peaceful. The location is about 20-30 minutes from nearby restaurants, trails, and stores. "
Log Cabin in Catskill NYS

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

Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

9.6 out of 10, Exceptional, (20)
"Our stay was great! Host was great at communicating. Enough towels were supplied. Beds were very comfortable. Highly recommended!"
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

Cottage Suites

3.0 star property
8.0 out of 10, Very good, (3)
"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. "
Cottage Suites

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

9.2 out of 10, Wonderful, (19)
"What a great place! Tucked into the snow capped mountains with a cozy fireplace, what more can you ask for? Communication was A+++ ! We’d totally come back here! ♥️♥️♥️"
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

Mountain View escape

10.0 out of 10, Exceptional, (46)
"We had an extremely great time at this rental house and were blown away how the layout of the house provided all our conveniences. It was clean spacious and beautifully arranged as seen in pics online . It was our mountain escape dream and we would definitely recommend and stay here again ."
Mountain View escape

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

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

9.8 out of 10, Exceptional, (92)
"Very close to hiking and biking trails! Beds were comfortable "
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska

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

GRANDMA'S COTTAGE

10.0 out of 10, Exceptional, (14)
"Very sweet house, immaculate and comfortable. Fireworks going off until well after midnight down the street."
The price is CA $186
CA $338 total
includes taxes & fees
Jan 8 - Jan 9
GRANDMA'S COTTAGE

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

Decorated for the Holidays

8.6 out of 10, Excellent, (8)
"Very nice area near plenty of nice things to do and see. Comfortable and clean as well."
The price is CA $285
CA $667 total
includes taxes & fees
Jan 8 - Jan 9
Decorated for the Holidays
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

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

9.8 out of 10, Exceptional, (46)
"Northeastern's annual Alternative Weekend trips had an amazing stay over Veteran's Day weekend! The group volunteered with the local Woodstock Animal Sanctuary. Students and staff raved about the house!"
Huge house with amazing kitchen, near great hiking; great for groups!

The Kartrite Resort & Indoor Waterpark

4.0 star property
7.8 out of 10, Good, (1174)
"Leah at the ice-cream station, i dint think she likes her job."
The price is CA $257
CA $382 total
includes taxes & fees
Jan 20 - Jan 21
The Kartrite Resort & Indoor Waterpark

La Quinta Inn & Suites by Wyndham Middletown

2.5 star property
9.2 out of 10, Wonderful, (605)
"Great place to stay"
The price is CA $138
CA $163 total
includes taxes & fees
Jan 16 - Jan 17
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.

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?

Huge house with amazing kitchen, near great hiking; great for groups!: This highly rated vacation home rental in Cragsmoor is located in the mountains and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.