Cragsmoor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In one month
Nov 14 - Nov 16
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11

Vacation Rentals in Cragsmoor

6 bedrooms, desk, iron/ironing board, free WiFi
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
9.0 out of 10, Wonderful, (85)
"Great property for a group trip. We enjoyed the house it was spacious and had everything we needed. The lake, kayaks and paddle boards were a lot of fun. I highly recommend and would stay again."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Terrace/patio
Cove - King Bed Escape w/Hot Tub, Unit A
Cove - King Bed Escape w/Hot Tub, Unit A
Cove - King Bed Escape w/Hot Tub, Unit A
Exterior
Trails Head Cabin
Trails Head Cabin
9.8 out of 10, Exceptional, (93)
"Great location that's super close to the trailhead, very convenient for those that want to hike in the area! Very easy check-in and reasonably priced. My partner and I had a wonderful time staying here."
The price is ￥17,823
￥32,037 total
includes taxes & fees
Oct 15 - Oct 16
Trails Head Cabin
Interior
The Perfect Essential Getaway!
The Perfect Essential Getaway!
9.6 out of 10, Exceptional, (5)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
The price is ￥140,905
￥194,208 total
includes taxes & fees
Oct 16 - Oct 17
The Perfect Essential Getaway!
Property grounds
Tiny Cat Tiny House
Tiny Cat Tiny House
10.0 out of 10, Exceptional, (5)
"An ideal place to forget about the city, perfect for a long weekend"
The price is ￥17,823
￥36,302 total
includes taxes & fees
Oct 15 - Oct 16
Tiny Cat Tiny House
Fridge, microwave, oven, stovetop
Beautiful Barn on 7 Acres - Get Away from it All
Beautiful Barn on 7 Acres - Get Away from it All
9.4 out of 10, Exceptional, (33)
"Had a great time in this super unique and well cared for space"
Beautiful Barn on 7 Acres - Get Away from it All
Exterior
Mountain View escape
Mountain View escape
10.0 out of 10, Exceptional, (67)
"This was such a lovely place to stay! Great location and beautiful setting. "
Mountain View escape
Fridge, microwave, oven, stovetop
Mai's Cabin!
Mai's Cabin!
9.8 out of 10, Exceptional, (29)
"Such a beautiful setting in the woods, so quiet and relaxing with all the comforts of home away from home, a perfect weekend getaway "
Mai's Cabin!
Outdoor dining
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
10.0 out of 10, Exceptional, (308)
"We had the most relaxing 3 night stay at Don's vacation home. It is spacious and comfortable. Orange Lake right out the back door was a beautiful backdrop all throughout the day. Don gave us great recommendations for local restaurants too.It was the perfect weekend."
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Dining
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly
9.2 out of 10, Wonderful, (32)
"Loved this place host was very helpful and placed was well taken care of"
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly
Fridge, microwave, oven, stovetop
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
2.0 star property
9.4 out of 10, Exceptional, (22)
"The property was perfectly secluded while being close to town. We observed lots of wildlife including deer, a woodchuck family, and a turtle laying eggs! The house was roomy and comfortable with just enough upscale elegance that made us feel pampered."
The price is ￥50,269
￥79,888 total
includes taxes & fees
Oct 15 - Oct 16
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
1 bedroom, free WiFi, bed sheets
The Loft At The Inn At High Falls
The Loft At The Inn At High Falls
9.2 out of 10, Wonderful, (17)
"this was just a lovely stay all around!! Will absolutely stay there again!"
The price is ￥27,419
￥53,912 total
includes taxes & fees
Oct 16 - Oct 17
The Loft At The Inn At High Falls
Smart TV, video games, DVD player, foosball
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
9.4 out of 10, Exceptional, (39)
"Very nice location and spacious house.Bbq grill could be better"
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
Interior
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
9.6 out of 10, Exceptional, (47)
"House had everything you could ever need. Such a great location "
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Exterior
Trails Head Tiny House
Trails Head Tiny House
9.0 out of 10, Wonderful, (19)
"Host was very friendly and helpful. "
The price is ￥10,750
￥18,830 total
includes taxes & fees
Oct 26 - Oct 27
Trails Head Tiny House
Exterior
Whimsical Woodland Cottage in Stone Ridge NY
Whimsical Woodland Cottage in Stone Ridge NY
9.4 out of 10, Exceptional, (10)
"The cottage was in a great location and perfect for my husband and me. Nice getaway!"
Whimsical Woodland Cottage in Stone Ridge NY
Fridge, microwave, oven, stovetop
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland
2.0 star property
8.0 out of 10, Very Good, (4)
"We had the BEST time staying here with our sorority sisters! The property is absolutely perfect for groups — so many private bedrooms that gave everyone their own space, plus the cutest houses and cabins that made it feel like a little village just for us. The dining hall was super chill and such a great hangout spot for meals and late-night laughs.We loved how close it was to everything — food, fun activities, and plenty of outdoor space to enjoy the yard. It made planning so easy since...
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland
Terrace/patio
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Our home is perfect for relaxing and having lots of fun, with near by activity’s
9.2 out of 10, Wonderful, (7)
"My family and I had a great time at this property. Located on a beautiful property. Very relaxing and coordinating with the property owner was very easy. "
The price is ￥34,274
￥107,313 total
includes taxes & fees
Oct 19 - Oct 20
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Fridge, microwave, oven, stovetop
Log Cabin in Catskill NYS
Log Cabin in Catskill NYS
9.8 out of 10, Exceptional, (46)
"Property is extremely unique. Kids loved the ambience of the house. Owner was extremely helpful and prompt in helping answer with any questions we had. "
Log Cabin in Catskill NYS
Terrace/patio
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
9.8 out of 10, Exceptional, (16)
"Great host, amazing area, perfect get away!"
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
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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Top Cragsmoor Hotel Reviews

Minnewaska Lodge

Minnewaska Lodge

10/10 Excellent
"Wonderful lodge and surrounding property. Nice breakfast included with a deli and German restaurant in walking distance. Close to main entrance to Minnewaska State Park, the Wallkill Valley Rail Trail and the town of New Paltz. "
Debra 3-night trip
Posted 20 hours ago
Minnewaska Lodge

Find out more about Cragsmoor

Search for holiday rentals in Cragsmoor on Expedia! You can easily find your home rentals, villas, holiday apartments in Cragsmoor using one of the methods below:

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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 6 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.