Search Vacation Homes in Cragsmoor

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Vacation Homes in Cragsmoor

Fridge, microwave, oven, stovetop
Bright Contemporary Near The Best Hiking Trails

Bright Contemporary Near The Best Hiking Trails

Pine Bush
10.0 out of 10, Exceptional, (3)
"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.
$474 nightly
The price is $531
Dec 17 - Dec 18
Total with taxes and fees
Bright Contemporary Near The Best Hiking Trails
Exterior
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, (33)
"Perfect location. Easy access to great surrounding area. Nice space. We had only one night. Wish it was longer!"
United States
loretta p.
$240 nightly
The price is $268
Dec 10 - Dec 11
Total with taxes and fees
The Studio at the Inn at High Falls
Interior
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, (32)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
$185 nightly
The price is $188
Dec 11 - Dec 12
Total with taxes and fees
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Exterior
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville
10.0 out of 10, Exceptional, (7)
"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "
United States
Chris L.
$213 nightly
The price is $235
Dec 10 - Dec 11
Total with taxes and fees
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Exterior
NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail

NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail

Hurleyville
10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay. A nice quiet location. We had breakfast, lunch, and drinks and dinner on the little front patio. We will be coming back!! "
United States
June D.
$254 nightly
The price is $279
Jan 4 - Jan 5, 2026
Total with taxes and fees
NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail
Exterior detail
Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.

New Paltz
10.0 out of 10, Exceptional, (7)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
$229 nightly
The price is $256
Dec 10 - Dec 11
Total with taxes and fees
Cozy private suite in the heart of beautiful Gardiner.
Property grounds
Charming house with brook in the picturesque Village of Wurtsboro min from shops

Charming house with brook in the picturesque Village of Wurtsboro min from shops

Wurtsboro
Charming house with brook in the picturesque Village of Wurtsboro min from shops
Interior
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Kerhonkson
9.8 out of 10, Exceptional, (23)
"Comfortable accommodations. Everything you need for a relaxing holiday "
United States
Susan W.
$261 nightly
The price is $292
Dec 12 - Dec 13
Total with taxes and fees
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

new paltz
9.6 out of 10, Exceptional, (5)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
$634 nightly
The price is $710
Dec 10 - Dec 11
Total with taxes and fees
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Property grounds
Quaint & Cozy Cottage | Wood Stove, Pet Friendly

Quaint & Cozy Cottage | Wood Stove, Pet Friendly

New Paltz
10.0 out of 10, Exceptional, (3)
"Lovely home in a beautiful area of New York state. Would stay here again! "
United States
Jason W.
$504 nightly
The price is $563
Dec 14 - Dec 15
Total with taxes and fees
Quaint & Cozy Cottage | Wood Stove, Pet Friendly
Exterior detail
GRANDMA'S COTTAGE

GRANDMA'S COTTAGE

Monticello
9.4 out of 10, Exceptional, (18)
"The property was as presented by Vrbo and the property manager. The stay was homie, clean and comfortable."
United States
Jennifer B.
$282 nightly
The price is $317
Dec 10 - Dec 11
Total with taxes and fees
GRANDMA'S COTTAGE
Property grounds
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

wallkill
9.8 out of 10, Exceptional, (57)
"Loved this property, clean, wonderful view of the river. Quite neighborhood. Great location "
United States
Mamie G.
$351 nightly
The price is $393
Dec 10 - Dec 11
Total with taxes and fees
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Fridge, microwave, oven, stovetop
Warm Atomic Ranch - MCM One Level

Warm Atomic Ranch - MCM One Level

Olivebridge
10.0 out of 10, Exceptional, (1)
$509 nightly
The price is $570
Dec 10 - Dec 11
Total with taxes and fees
Warm Atomic Ranch - MCM One Level
Exterior
Trails Head Tiny House

Trails Head Tiny House

Rock Hill
9.0 out of 10, Wonderful, (19)
"Host was very friendly and helpful. "
United States
Michael R.
$111 nightly
The price is $125
Dec 10 - Dec 11
Total with taxes and fees
Trails Head Tiny House
Property grounds
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville
10.0 out of 10, Exceptional, (2)
"Clean, neat, well stocked cabin in a peaceful village. We enjoyed a walk on the nearby rail trail and is not far from other interesting sites. We would definitely recommend."
United States
Holly L.
$215 nightly
The price is $237
Dec 16 - Dec 17
Total with taxes and fees
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
Outdoor dining
Huge Private Suite w/ Pool Table, Sauna & Fire Pit

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

2.0 star property
Ellenville
$172 nightly
The price is $175
Dec 11 - Dec 12
Total with taxes and fees
Huge Private Suite w/ Pool Table, Sauna & Fire Pit
TV
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello

The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello

2.0 star property
Monticello
$329 nightly
The price is $370
Dec 16 - Dec 17
Total with taxes and fees
The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello
Interior
Beaver Lake Escape

Beaver Lake Escape

Rock Hill
9.6 out of 10, Exceptional, (29)
"This is the perfect getaway for a couple. The place is beautiful, quiet, private. Me and my husband really enjoy it "
United States
Penelope
$188 nightly
The price is $211
Dec 10 - Dec 11
Total with taxes and fees
Beaver Lake Escape
Property grounds
Private Countryside Retreat, near Minnewaska

Private Countryside Retreat, near Minnewaska

Kerhonkson
10.0 out of 10, Exceptional, (23)
"Our stay was very peaceful and relaxing. The kids had so much space and games to play. The outdoor was just beautifully set up to enjoy around the fire and play and walk outside. Highly recommend this place."
United States
Nasim L.
$706 nightly
The price is $716
Dec 10 - Dec 11
Total with taxes and fees
Private Countryside Retreat, near Minnewaska
Exterior
Catskills Cozy Cottage by The Lake, Sullivan County

Catskills Cozy Cottage by The Lake, Sullivan County

Rock Hill
10.0 out of 10, Exceptional, (10)
"Great clean place, enjoyed the patio, and all the amenities."
United States
samuel g.
$361 nightly
The price is $406
Dec 10 - Dec 11
Total with taxes and fees
Catskills Cozy Cottage by The Lake, Sullivan County
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

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"Clean room and easy check in. "
Melanie 2-night trip
Posted 2 days ago
Hampton Inn by Hilton Middletown

Find out more about Cragsmoor

Cragsmoor Vacation Homes information

Number of reviews
252
Accommodation
351 Vacation Homes
Lowest Price
$125
Highest Price
$716

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