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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Cragsmoor vacation homes

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

1. Bright Contemporary Near The Best Hiking Trails

Bright Contemporary Near The Best Hiking Trails
Pine Bush
10.0 out of 10, Exceptional, (4 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 ￥22,473
￥89,505 total
includes taxes & fees
Sep 22 - Sep 23
Bright Contemporary Near The Best Hiking Trails
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

2. 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, (42 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is ￥14,916
￥28,583 total
includes taxes & fees
Sep 17 - Sep 18
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
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 ￥13,134
￥23,312 total
includes taxes & fees
Sep 13 - Sep 14
Glamping Tent & Campsite by Minnewaska State Park
A fireplace with logs, a vase with flowers, and candles on a woven mat.

4. 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 ￥18,040
￥32,398 total
includes taxes & fees
Sep 23 - Sep 24
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

5. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
9.8 out of 10, Exceptional, (8 reviews)
"Great space! Very nicely decorated. Host was very responsive and answered questions quickly. Also close to a great bakery and coffee shop!"
United States
Julie
The price is ￥16,811
￥32,633 total
includes taxes & fees
Sep 14 - Sep 15
Zen House at the Mountain Ridge
A living room with a sectional sofa, a blue armchair, a patterned rug, a wall-mounted lamp, and a landscape painting.

6. Enclosed Hot Tub, King Bed, 3 bdrm, close to town

Enclosed Hot Tub, King Bed, 3 bdrm, close to town
Ellenville
The price is ￥33,963
￥87,587 total
includes taxes & fees
Sep 15 - Sep 16
Enclosed Hot Tub, King Bed, 3 bdrm, close to town
A living room with a sofa, coffee table, fireplace, and artwork on the walls.

7. Blue Pine Cottage • Peaceful Hudson Valley Retreat

Blue Pine Cottage • Peaceful Hudson Valley Retreat
Ellenville
The price is ￥45,854
￥103,231 total
includes taxes & fees
Sep 13 - Sep 14
Blue Pine Cottage • Peaceful Hudson Valley Retreat
A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

8. Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
Woodridge
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our two night stay here. The tiny house was well maintained. "
United States
Chris D.
The price is ￥17,834
￥44,057 total
includes taxes & fees
Sep 14 - Sep 15
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
A lakeside scene with a boat and a chair on the shore.

9. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (42 reviews)
"Very thoughtfully appointed and lovingly maintained. Excellent value with lots of extras. I travelled in July, and the lake was amazing"
United States
Olga
The price is ￥22,811
￥38,770 total
includes taxes & fees
Sep 14 - Sep 15
Beaver Lake Escape
A window with a view of a green, leafy outdoor area, possibly a garden or park.

10. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (20 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is ￥12,304
￥20,693 total
includes taxes & fees
Sep 13 - Sep 14
Trails Head Tiny House
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.

11. 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, (42 reviews)
"The pictures are misleading"
United States
Jia
The price is ￥17,281
￥41,548 total
includes taxes & fees
Sep 14 - Sep 15
The Studio at the Inn at High Falls
A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

12. Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
9.0 out of 10, Wonderful, (12 reviews)
"Property is peaceful. Kind and communicative hosts. "
United States
Sophie N.
The price is ￥18,342
￥36,940 total
includes taxes & fees
Sep 13 - Sep 14
Tiny Cat Tiny House
A bedroom with a large bed, a window with a view of trees, and an open door leading to a patio.

13. Private Forest Estate - Pool · Theater · Game Room . Sleep 18

Private Forest Estate - Pool · Theater · Game Room . Sleep 18
Pine Bush
10.0 out of 10, Exceptional, (2 reviews)
"Just returned from a 3 generation family celebration. This house was exactly as described. So beautiful, had all the amenities. More areas to relax, party, or just enjoy. The pool and pool house were just amazing. Kitchen and dining areas were great to work and enjoy. Basement had so many games to choose from. We already planning a return. Liliana was a terrific host, she responded to all our requests within minutes. Thank you so much."
United States
Greta U.
The price is ￥72,370
￥191,375 total
includes taxes & fees
Sep 22 - Sep 23
Private Forest Estate - Pool · Theater · Game Room . Sleep 18
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

14. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (60 reviews)
"Had a wonderful time! Loved our stay at this beautiful river front property!"
United States
Debbie M.
The price is ￥30,277
￥63,328 total
includes taxes & fees
Sep 29 - Sep 30
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
A cabin with a fire pit, outdoor seating, and a covered porch.

15. Catskills getaway with all modern comforts

Catskills getaway with all modern comforts
Kerhonkson
10.0 out of 10, Exceptional, (2 reviews)
"Excellent"
United States
Scott M.
The price is ￥46,083
￥87,398 total
includes taxes & fees
Sep 14 - Sep 15
Catskills getaway with all modern comforts
A modern kitchen with a central island, wooden flooring, and stainless steel appliances.

16. NEW: Cozy One Level w/ Hot Tub in Kerhonkson

NEW: Cozy One Level w/ Hot Tub in Kerhonkson
Kerhonkson
10.0 out of 10, Exceptional, (1 review)
"The house was extremely clean and had everything we could possibly need for our stay! Hosts were extremely communicative to ensure everything went smoothly. Such a lovely area, especially with dogs—Very dog friendly! "
United States
Julia F.
The price is ￥29,890
￥106,690 total
includes taxes & fees
Sep 22 - Sep 23
NEW: Cozy One Level w/ Hot Tub in Kerhonkson
A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

17. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
Wurtsboro
9.6 out of 10, Exceptional, (10 reviews)
"Came in to town for a bachelor party weekend and had a great time. Rooms were clean and nice, scenery was beautiful, and the host was very responsive. Beds were comfy but could use some more pillows. Kitchen/dining room was convenient but could definitely use a bigger fridge for people who want to bring stuff for meals. Overall great experience!"
United States
Nate R.
The price is ￥25,346
￥58,910 total
includes taxes & fees
Sep 13 - Sep 14
Hike & Fish: Outdoor Retreat Near Trails
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

18. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (39 reviews)
"Great house, well equipped, very accommodating hosts!"
United States
Christopher T.
The price is ￥23,042
￥68,474 total
includes taxes & fees
Sep 15 - Sep 16
The DeVita House Est. 1900
A cozy room with a stone wall, wooden ceiling, and a large window. There is a round rug, a chair, and a small table with a vase of flowers.

19. Big Stone House in Charming Catskills Village

Big Stone House in Charming Catskills Village
Wurtsboro
6.4 out of 10, (5 reviews)
"It was a great time"
United States
cesar s.
The price is ￥25,092
￥67,931 total
includes taxes & fees
Sep 20 - Sep 21
Big Stone House in Charming Catskills Village
A compact, modern elevator with a transparent door and purple lighting.

20. Huge Private Suite w/ Pool Table, Sauna & Fire Pit

Huge Private Suite w/ Pool Table, Sauna & Fire Pit
Ellenville
The price is ￥307,220
￥361,549 total
includes taxes & fees
Sep 16 - Sep 17
Huge Private Suite w/ Pool Table, Sauna & Fire Pit
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"Everything was close and breakfast is good"
Carlos 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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