A waterfall cascading over rocks in a lush green forest.

Cragsmoor Vacation Rentals

Where to?

Dates

November 2026

December 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Pine Bush

Amy L.

AED 2,364 total

includes taxes & fees

8 Nov - 9 Nov

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

Wallkill

Sara

AED 652 total

includes taxes & fees

8 Nov - 9 Nov

A wooden cabin with a hot tub and a deck.

3. Catskill Tiny Home, King Bed & Hot Tub on 18 acres

Ellenville

Darcie B.

AED 1,395 total

includes taxes & fees

1 Dec - 2 Dec

A room with a large, dark-colored hot tub on a platform, large windows with sheer curtains, and a colorful patterned rug.

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

Ellenville

AED 1,982 total

includes taxes & fees

1 Dec - 2 Dec

A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

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

Kerhonkson

Sueane

AED 770 total

includes taxes & fees

1 Dec - 2 Dec

A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

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

Bloomingburg

Brandi A.

AED 803 total

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with a large island, wooden ceiling beams, recessed lighting, and a dining area with a plant.

7. Blue Pine Cottage • Peaceful Hudson Valley Retreat

Ellenville

AED 2,275 total

includes taxes & fees

18 Nov - 19 Nov

A vase with dried branches and leaves on a wooden table against a white wall with a framed abstract artwork.

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

Kerhonkson

Victor M M.

AED 879 total

includes taxes & fees

25 Nov - 26 Nov

An outdoor seating area with a fire pit, a wooden barrel structure, and a blue sofa.

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

Gardiner

Bernice

AED 1,187 total

includes taxes & fees

19 Nov - 20 Nov

A hot tub with a wooden deck, a brick house, and a tree in the background.

10. Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Ellenville

AED 1,300 total

includes taxes & fees

1 Dec - 2 Dec

A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

11. Zen House at the Mountain Ridge

Gardiner

Theresa

AED 781 total

includes taxes & fees

9 Nov - 10 Nov

A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

12. Trails Head Cabin

Rock Hill

Tonne

AED 827 total

includes taxes & fees

9 Nov - 10 Nov

A spacious living room with a high ceiling, large windows, a fireplace, and a cozy seating area.

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

Pine Bush

Olivia M.

AED 2,546 total

includes taxes & fees

18 Nov - 19 Nov

A wooden cabin with a covered deck, outdoor seating, and a fire pit.

14. Historic Cabin with Pool & Fire Pit

Montgomery

Sarah A.

AED 852 total

includes taxes & fees

8 Nov - 9 Nov

A wooden structure with a bench and a small wooden cabin.

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

Kerhonkson

jwinegra W.

AED 758 total

includes taxes & fees

2 Dec - 3 Dec

A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

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

Wallkill

Jessica

AED 1,053 total

includes taxes & fees

1 Dec - 2 Dec

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

17. Creekside Escape * Hot Tub Under Stars * Near Trails

Kerhonkson

Julia F.

AED 2,343 total

includes taxes & fees

5 Nov - 6 Nov

A two-story house with a front porch and a landscaped garden.

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

Wallkill

Carrie

AED 490 total

includes taxes & fees

5 Nov - 6 Nov

A cabin with a fire pit, outdoor seating, and a covered porch.

19. Catskills getaway with all modern comforts

Kerhonkson

Scott M.

AED 1,748 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor seating area with a cushioned sofa, a small table, and a hammock.

20. Entire Cabin - Modern A-Frame w/Hot Tub

Ellenville

Bruce C.

AED 2,089 total

includes taxes & fees

8 Nov - 9 Nov

View all properties

Find vacation rentals that suit your style

Top Cragsmoor Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

10/10 Excellent

Jordan

A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.

Holiday Inn Express & Suites Montgomery by IHG

Montgomery

10/10 Excellent

Marissa

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

Residence Inn by Marriott Middletown Goshen

Middletown

10/10 Excellent

Everything was beautiful, it looks like a new property. My only complaint was after shutting off the air conditioner/heater it still remained on and was very noisy keeping my wife and I up most of the night. Even switching the circuit breaker off didn’t solve the problem. I’m not one to complain though and didn’t bother the staff at the late hour. I still wouldn’t hesitate to stay at a residence inn property in the future.

Joseph

A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

Hampton Inn Monticello

Monticello

10/10 Excellent

Paul

A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

Homewood Suites Stewart Airport

New Windsor

10/10 Excellent

Needed a place to stay when moving to the area. This hotel was conveniently located and very affordable - especially considering what you get! The suites were fantastic - spacious, everything we needed, kitchenettes. On top of that they serve a good hot breakfast every morning and a manager's reception (which is essentially a meal) four nights a week. What a deal! Friendly, helpful staff too. I truly don't have anything negative to say about this hotel.

Anonymous traveler

A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

Candlewood Suites Middletown Goshen by IHG

Middletown

10/10 Excellent

Moraivic

A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

10/10 Excellent

jonathan

An outdoor patio area with seating, a fire feature, and a view of the surrounding buildings.

Home2 Suites by Hilton Middletown

Middletown

10/10 Excellent

Anonymous traveler

A dining area with round tables and chairs, a large window with curtains, a flat-screen TV, and a potted plant.

Americas Best Value Inn New Paltz

New Paltz

10/10 Excellent

Evelia

A hotel with a modern facade, multiple floors, and a covered entrance area.

Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

10/10 Excellent

Kathleen

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

Tru by Hilton Middletown

Middletown

10/10 Excellent

Love coming to this hotel, it has a wonderful atmosphere, caring staff and the environment is throughly clean and friendly. Saxida is very lovley and accommodating she definitely cares about the guests that come in and any problems that may occur she is urgent to fix it I appreciate how she remembered who I was and her energy is full of light. I appreciate everything this hotel has to offer and will be returning to make more fun memories in the future!

Daniela

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

Sleep Inn & Suites Middletown - Goshen

Middletown

10/10 Excellent

Damion

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

Hampton Inn by Hilton Middletown

Middletown

10/10 Excellent

Destiny

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

The Orange Inn Boutique Hotel

Goshen

10/10 Excellent

Kevin

A landscaped outdoor area with a fire feature, seating, and a pathway.

Courtyard by Marriott Middletown Goshen

Middletown

10/10 Excellent

Kathleen

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.

Cragsmoor Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cragsmoor vacation rentals

1. Nurser * Private Garden * Minutes to Minnewaska

2. Dream getaway apartment in the foot of Gunks Ridge

3. Catskill Tiny Home, King Bed & Hot Tub on 18 acres

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

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

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

7. Blue Pine Cottage • Peaceful Hudson Valley Retreat

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

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

10. Country Tiny Home w/ King Bed & Hot Tub 18 Acres

11. Zen House at the Mountain Ridge

12. Trails Head Cabin

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

14. Historic Cabin with Pool & Fire Pit

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

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

17. Creekside Escape * Hot Tub Under Stars * Near Trails

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

19. Catskills getaway with all modern comforts

20. Entire Cabin - Modern A-Frame w/Hot Tub

Find vacation rentals that suit your style

Top Cragsmoor Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Cragsmoor?

What's the top vacation rental in Cragsmoor?

How many vacation rentals will I find in Cragsmoor?

What can I see and do in Cragsmoor?

What are vacation rentals like in Cragsmoor?