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Cragsmoor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cragsmoor vacation rentals

A modern kitchen with a white island, stainless steel appliances, and wooden flooring.

1. Nurser * Private Garden * Minutes to Minnewaska

Nurser * Private Garden * Minutes to Minnewaska
Pine Bush
9.2 out of 10, Wonderful, (5 reviews)
"Nice property, very close to Sam’s Point trailheads. We were there to hike, so this was perfect. We would definitely book again."
United States
Amy L.
The price is CA $278
CA $937 total
includes taxes & fees
Oct 19 - Oct 20
Nurser * Private Garden * Minutes to Minnewaska
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

2. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (31 reviews)
"Wonderful property will definitely book again."
United States
Jane G.
The price is CA $122
CA $262 total
includes taxes & fees
Oct 14 - Oct 15
Dream getaway apartment in the foot of Gunks Ridge
A forest campsite with a tent, a fire pit, and a bench.

3. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is CA $122
CA $216 total
includes taxes & fees
Oct 13 - Oct 14
Glamping Tent & Campsite by Minnewaska State Park
An outdoor seating area with red chairs and a fire pit, surrounded by rocks and trees, with string lights overhead.

4. TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE
Pine Bush
10.0 out of 10, Exceptional, (22 reviews)
"Just what we were looking for"
United States
Natalya
The price is CA $191
CA $335 total
includes taxes & fees
Oct 20 - Oct 21
TRANQUIL MOUNTAIN SOLITUDE
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

5. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (17 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is CA $91
CA $190 total
includes taxes & fees
Nov 3 - Nov 4
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A forested area with a table and chairs on a wooden platform.

6. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is CA $200
CA $308 total
includes taxes & fees
Oct 13 - Oct 14
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A small, illuminated wooden structure with a porch and steps leading up to a door.

7. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (21 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is CA $113
CA $190 total
includes taxes & fees
Nov 1 - Nov 2
Trails Head Tiny House
A fireplace with logs, a vase with flowers, and candles on a woven mat.

8. Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"It was great! "It's about a whale"."
United States
jwinegra W.
The price is CA $157
CA $285 total
includes taxes & fees
Nov 3 - Nov 4
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

9. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (45 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is CA $197
CA $333 total
includes taxes & fees
Nov 5 - Nov 6
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

10. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is CA $176
CA $349 total
includes taxes & fees
Oct 13 - Oct 14
Historic Cabin with Pool & Fire Pit
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

11. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (120 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
The price is CA $173
CA $312 total
includes taxes & fees
Oct 13 - Oct 14
Trails Head Cabin
A wooden cabin with a deck, a sliding glass door, and a window.

12. Cove - King Bed Escape w/Hot Tub

Cove - King Bed Escape w/Hot Tub
Ellenville
9.8 out of 10, Exceptional, (10 reviews)
"The place was great, really enjoyed our stay! "
United States
Abby
The price is CA $279
CA $509 total
includes taxes & fees
Nov 9 - Nov 10
Cove - King Bed Escape w/Hot Tub
A cozy living room with a stone fireplace, a sofa, and a coffee table.

13. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.6 out of 10, Exceptional, (18 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
The price is CA $228
CA $389 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A wooden vanity with a mirror, two pendant lights, and a folded towel.

14. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (31 reviews)
"Absolutely beautiful place. Carefully prepared for our arrival with tea light and lampshades on throughout the accommodation. No complaints whatsoever and if anything exceeded our expectations. The location was great for our plans exploring Hudson Valley and surrounding areas. Would 100% recommend. Communication throughout was perfect 👌. Thank you for a wonderful stay ."
United Kingdom
Catherine
The price is CA $114
CA $224 total
includes taxes & fees
Oct 15 - Oct 16
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

15. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.6 out of 10, (20 reviews)
"It was a great place "
United States
Jose
The price is CA $147
CA $271 total
includes taxes & fees
Oct 13 - Oct 14
Columbus Suites
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

16. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (46 reviews)
"The pictures are misleading"
United States
Jia
The price is CA $160
CA $386 total
includes taxes & fees
Oct 13 - Oct 14
The Studio at the Inn at High Falls
A bedroom with a bed, a desk, a chair, a potted plant, and a window.

17. Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is CA $185
CA $393 total
includes taxes & fees
Oct 13 - Oct 14
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

18. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (101 reviews)
"We were very happy with the house and location, but what made it amazing was how great host was. Very accommodating and helpful with helping us out last minute. Would absolutely recommend working with this host again."
United States
Chris W.
The price is CA $190
CA $378 total
includes taxes & fees
Nov 2 - Nov 3
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A bedroom with a wooden ceiling, a bed with pillows, a sofa with cushions, a wooden bench, and a television on a stand.

19. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (34 reviews)
"Very nice place to spend the weekend with my beautiful wife for our 23rd anniversary! Thank you very much for your hospitality!"
United States
nelu
The price is CA $200
CA $345 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Loft Cabin high above Bashakill Wildlife Refuge
A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

20. Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
8.8 out of 10, Excellent, (14 reviews)
"Very cute house with the necessities and more!"
United States
TAYLOR L.
The price is CA $127
CA $289 total
includes taxes & fees
Oct 13 - Oct 14
Tiny Cat Tiny House
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

Best Western Monticello

Best Western Monticello

10/10 Excellent
"Excellent property"
Bernard 1-night trip
Posted 3 hours ago
Best Western Monticello

Find out more about Cragsmoor

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cragsmoor vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cragsmoor vacation rentals we have selected for you start as low as CA $190 per night. Entering your travel dates in the search wizard 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?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental outside of Cragsmoor is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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?

Minnewaska State Park and VerKeerderkill Falls are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Ellenville Fault Ice Caves and Sam's Point Preserve.

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.