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Cragsmoor Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Cragsmoor vacation rentals

Private kitchen

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.
$553 nightly
The price is $619
Sep 22 - Sep 23
Total with taxes and fees
Bright Contemporary Near The Best Hiking Trails
Exterior

2. Tiny Home, King Bed & Hot Tub, Unit B

Tiny Home, King Bed & Hot Tub, Unit B
Ellenville
9.8 out of 10, Exceptional, (11 reviews)
"Quiet and lovely for a solo adventure with my dog. "
United States
Darcie B.
$269 nightly
The price is $301
Aug 26 - Aug 27
Total with taxes and fees
Tiny Home, King Bed & Hot Tub, Unit B
Property grounds

3. TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE
Pine Bush
10.0 out of 10, Exceptional, (17 reviews)
"Just what we were looking for"
United States
Natalya
$214 nightly
The price is $239
Sep 14 - Sep 15
Total with taxes and fees
TRANQUIL MOUNTAIN SOLITUDE
Living area

4. Modern 5 Acre Farm Retreat with Game Room, Views, Privacy, and Proximity!

Modern 5 Acre Farm Retreat with Game Room, Views, Privacy, and Proximity!
Pine Bush
9.4 out of 10, Exceptional, (51 reviews)
"good"
United States
Haiyan
Modern 5 Acre Farm Retreat with Game Room, Views, Privacy, and Proximity!
Sauna

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

Huge Private Suite w/ Pool Table, Sauna & Fire Pit
Ellenville
$1,175 nightly
The price is $1,192
Aug 26 - Aug 27
Total with taxes and fees
Huge Private Suite w/ Pool Table, Sauna & Fire Pit
Exterior

6. Cove - King Bed Escape w/Hot Tub, Unit A

Cove - King Bed Escape w/Hot Tub, Unit A
Ellenville
9.8 out of 10, Exceptional, (10 reviews)
"The place was great, really enjoyed our stay! "
United States
Abby
$292 nightly
The price is $327
Aug 26 - Aug 27
Total with taxes and fees
Cove - King Bed Escape w/Hot Tub, Unit A
Outdoor dining

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.4 out of 10, Exceptional, (3 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
$206 nightly
The price is $231
Aug 26 - Aug 27
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Room

8. 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.
$1,214 nightly
The price is $1,359
Sep 2 - Sep 3
Total with taxes and fees
Private Forest Estate - Pool · Theater · Game Room . Sleep 18
Exterior

9. 3BR Country House on 18 Acres - Hudson Valley/Catskills - King Beds, Unit D

3BR Country House on 18 Acres - Hudson Valley/Catskills - King Beds, Unit D
Ellenville
10.0 out of 10, Exceptional, (2 reviews)
"Very clean house with a great host. Beautiful property"
United States
Austin M.
$1,362 nightly
The price is $1,525
Aug 31 - Sep 1
Total with taxes and fees
3BR Country House on 18 Acres - Hudson Valley/Catskills - King Beds, Unit D
Private kitchen

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

Enclosed Hot Tub, King Bed, 3 bdrm, close to town
Ellenville
$374 nightly
The price is $419
Aug 26 - Aug 27
Total with taxes and fees
Enclosed Hot Tub, King Bed, 3 bdrm, close to town
Private kitchen

11. Play. Chill. Repeat +Pickleball

Play. Chill. Repeat +Pickleball
Ellenville
$1,529 nightly
The price is $1,552
Aug 27 - Aug 28
Total with taxes and fees
Play. Chill. Repeat +Pickleball
Interior

12. 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
$200 nightly
The price is $203
Sep 16 - Sep 17
Total with taxes and fees
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Interior

13. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (117 reviews)
"Was very pet friendly. "
United States
Kevin
$212 nightly
The price is $238
Aug 27 - Aug 28
Total with taxes and fees
Trails Head Cabin
Interior

14. 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.
$190 nightly
The price is $193
Sep 13 - Sep 14
Total with taxes and fees
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Interior

15. 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.
$174 nightly
The price is $176
Sep 7 - Sep 8
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
Terrace/patio

16. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
9.8 out of 10, Exceptional, (20 reviews)
"Clean, comfortable cabin near New Paltz. Great views, well stocked kitchen."
United States
Heather G.
$309 nightly
The price is $314
Aug 26 - Aug 27
Total with taxes and fees
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Living area

17. 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, (16 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.
$195 nightly
The price is $198
Sep 7 - Sep 8
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Exterior

18. King Bed & Hot Tub, Unit C

King Bed & Hot Tub, Unit C
Ellenville
$275 nightly
The price is $308
Aug 31 - Sep 1
Total with taxes and fees
King Bed & Hot Tub, Unit C
Property grounds

19. 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.
$136 nightly
The price is $152
Aug 26 - Aug 27
Total with taxes and fees
Glamping Tent & Campsite by Minnewaska State Park
Living area

20. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
9.8 out of 10, Exceptional, (8 reviews)
"I have been sharing with everyone that we found a cabin in the woods with a movie theater. Our boys loved it and had a fantastic time."
United States
Sumit S.
$300 nightly
The price is $304
Aug 30 - Aug 31
Total with taxes and fees
Zen House at the Mountain Ridge
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

8/10 Good
"No cabinets for clothes…for our stay it was ok because our stay is just one night…"
Alejandro 1-night trip
Posted less than an hour ago
Hampton Inn by Hilton Middletown

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Cragsmoor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

The Studio at the Inn at High Falls: This vacation home rental outside of Cragsmoor is located in a rural location and offers a garden, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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.