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Holiday Homes in Cragsmoor

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Cragsmoor holiday 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 €535
includes taxes & fees
28 Sept - 29 Sept
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
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 €123
includes taxes & fees
16 Sept - 17 Sept
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.
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
A living room with a sectional sofa, a blue armchair, a patterned rug, a wall-mounted lamp, and a landscape painting.

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

Enclosed Hot Tub, King Bed, 3 bdrm, close to town
Ellenville
The price is €483
includes taxes & fees
16 Sept - 17 Sept
Enclosed Hot Tub, King Bed, 3 bdrm, close to town
A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

6. 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 €255
includes taxes & fees
16 Sept - 17 Sept
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
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
Blue Pine Cottage • Peaceful Hudson Valley Retreat
A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

8. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
9.8 out of 10, Exceptional, (9 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 €296
includes taxes & fees
5 Oct - 6 Oct
Zen House at the Mountain Ridge
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

9. 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
9.0 out of 10, Wonderful, (12 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is €123
includes taxes & fees
22 Sept - 23 Sept
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A lakeside scene with a boat and a chair on the shore.

10. 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
Beaver Lake Escape
A window with a view of a green, leafy outdoor area, possibly a garden or park.

11. 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 €121
includes taxes & fees
16 Sept - 17 Sept
Trails Head Tiny House
A compact, modern elevator with a transparent door and purple lighting.

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

Huge Private Suite w/ Pool Table, Sauna & Fire Pit
Ellenville
The price is €2,045
includes taxes & fees
27 Sept - 28 Sept
Huge Private Suite w/ Pool Table, Sauna & Fire Pit
A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

13. Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
9.0 out of 10, Wonderful, (13 reviews)
"Property is peaceful. Kind and communicative hosts. "
United States
Sophie N.
The price is €214
includes taxes & fees
16 Sept - 17 Sept
Tiny Cat Tiny House
A cabin with a fire pit, outdoor seating, and a covered porch.

14. 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.
Catskills getaway with all modern comforts
A bedroom with a large bed, a window with a view of trees, and an open door leading to a patio.

15. 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.
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.

16. 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 €366
includes taxes & fees
22 Sept - 23 Sept
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

17. 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 €390
includes taxes & fees
24 Sept - 25 Sept
The DeVita House Est. 1900
A spacious living area with a high ceiling, wooden beams, two leather sofas, a central rug, and a staircase leading to an upper level.

18. The Loft At The Inn At High Falls

The Loft At The Inn At High Falls
High Falls
9.0 out of 10, Wonderful, (22 reviews)
"this was just a lovely stay all around!! Will absolutely stay there again!"
United States
Inez
The price is €303
includes taxes & fees
24 Sept - 25 Sept
The Loft At The Inn At High Falls
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.
Big Stone House in Charming Catskills Village
A wooden deck with string lights, a covered area, and a staircase leading to a door.

20. Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
Glen Wild
10.0 out of 10, Exceptional, (15 reviews)
"Nice place to stay. "
United States
Biju P.
The price is €393
includes taxes & fees
16 Sept - 17 Sept
Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Very comfortable bed"
Peter 1-night trip
Posted less than an hour ago
Sleep Inn & Suites Middletown - Goshen

Find out more about Cragsmoor

Cragsmoor Holiday Homes information

Number of reviews
308
Accommodation
259 Holiday Homes
Lowest Price
€121
Highest Price
€2,045