Cragsmoor Holiday Rentals, New York: Private House Rentals

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Go beyond your typical stay in Cragsmoor

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Our top choices for Cragsmoor hotels

A spacious hotel lobby with a high ceiling, wooden beams, a large mural, and a seating area with a sofa and chairs.

A neatly made bed with white bedding and a pillow with the text "Be Our Guest." There are two bedside lamps on wooden nightstands, one on each side of the bed.

A building with a green awning, stone facade, and a parking lot with marked spaces.

An outdoor patio area with tables and chairs, colorful umbrellas, and a building with stone and concrete exterior.

1. Harvest Inn

Pine Bush

Stacey

5.099.604 ₫

5.768.990 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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

A gym with various exercise equipment, including treadmills, a weight bench, and dumbbells.

A hotel room with a bed, a desk, a sofa, a coffee machine, and a microwave.

A reception area with a modern design, featuring a large abstract wall art, a seating area with a bench, and a potted plant.

2. Holiday Inn Express & Suites Montgomery by IHG

Montgomery

Mike

2.899.120 ₫

3.424.587 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A vending machine area with two beverage dispensers and a snack shelf stocked with various products.

A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

A hotel room with two beds, a desk, a TV, and a chair.

3. La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Marvin

2.794.286 ₫

3.300.750 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A motel with a prominent blue sign, a covered parking area, and a building with red and blue exterior walls.

A room with a wooden table, a black office chair, a flat-screen TV, a mirror, and a door leading to a bathroom.

A hotel room with a wooden desk, a chair, a television, and a lamp.

A reception desk with a sign offering free WiFi and internet access.

4. Village Motel

Ellenville

Dmitry

2.188.577 ₫

2.451.051 ₫ total

includes taxes & fees

19 Oct - 20 Oct

An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

A modern bar area with a central island, bar stools, and overhead lighting.

5. Resorts World Catskills Casino

Monticello

Lagarian

4.636.003 ₫

5.885.808 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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

A modern hotel lobby with a seating area, large windows, and a television screen.

A modern bar area with a curved counter, bar stools, and a television screen.

A modern hotel lobby with a fireplace, comfortable seating, and a television.

6. Courtyard by Marriott Middletown Goshen

Middletown

marc

2.618.268 ₫

3.092.828 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.

An indoor swimming pool with lounge chairs and a stone wall.

A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

7. Sleep Inn & Suites Middletown - Goshen

Middletown

Mark

2.618.268 ₫

3.092.829 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

A gym with exercise equipment, treadmills, and weight machines.

A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

8. Hampton Inn by Hilton Middletown

Middletown

Amanda

2.068.212 ₫

2.443.074 ₫ total

includes taxes & fees

18 Nov - 19 Nov

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.

A bar area with a central island, multiple bar stools, and a large screen displaying content.

A hotel with a pool area, outdoor seating, and a view of the sunset.

A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".

9. The Kartrite Resort & Indoor Waterpark

Monticello

Danely

4.189.487 ₫

6.578.931 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

A hallway with a black door, a potted plant, and a refrigerator in the background.

A multi-story building with a flat roof, multiple balconies, and a covered front porch.

10. Days Inn by Wyndham Wurtsboro

Wurtsboro

Danny

2.821.465 ₫

3.188.257 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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.

A Fairfield Inn & Suites hotel with a stone facade, a covered entrance, and a parking lot.

An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.

A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

11. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Aeron

3.339.165 ₫

4.111.346 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.

An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

12. Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

Mignonne

2.950.890 ₫

3.485.739 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A lodge with a prominent front porch, a stone staircase leading up to the entrance, and a view of a rocky cliff in the background.

A large, modern building with a prominent entrance and multiple windows.

A room with two black leather chairs, a round marble table with a single orange object, and two wall-mounted light fixtures.

A cozy living room with a stone fireplace, wooden furniture, and a large window.

13. Minnewaska Lodge

Gardiner

Thomas

5.715.408 ₫

7.745.051 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious outdoor seating area with a central fire pit, wooden flooring, and a view of a green landscape.

A modern indoor pool area with a seating arrangement overlooking a scenic view.

A spacious room with wooden beams, large windows, and a view of a lake surrounded by trees.

A spacious indoor area with high ceilings, wooden beams, and large windows offering views of a green landscape.

14. Wildflower Farms, Auberge Collection

Gardiner

Alison

36.989.665 ₫

42.826.215 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

A spacious lobby with modern seating, a stone accent wall, and large windows offering views.

An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.

A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

15. Residence Inn by Marriott Middletown Goshen

Middletown

jubert cruz

4.866.380 ₫

5.748.414 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with two beds, a desk, a chair, a window with curtains, a wall-mounted lamp, and a framed picture.

A gym with a treadmill, weight bench, and various exercise machines.

A hotel lobby with a reception desk, a seating area with two leather chairs and a small table, and a framed artwork on the wall.

16. Americas Best Value Inn New Paltz

New Paltz

Tina

2.453.121 ₫

2.747.496 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

A modern breakfast bar with a variety of food options, including a juice bar and coffee machines.

A large indoor swimming pool with a wooden deck and lounge chairs.

A hotel with a brick facade, a covered entrance, and a parking lot with cars.

17. Best Western Monticello

Monticello

Bernard

2.938.465 ₫

3.320.466 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A lobby with a stone fireplace, patterned armchairs, and a large rug.

A spacious hotel lobby with a central bar area, seating arrangements, and a television mounted on the wall.

A snack display area with various packaged snacks and a refrigerated section.

An indoor swimming pool with clear blue water, surrounded by windows and potted plants.

18. Hampton Inn by Hilton New Paltz

New Paltz

Alyson

3.374.886 ₫

3.779.871 ₫ total

includes taxes & fees

2 Nov - 3 Nov

Two wooden cabins with pitched roofs, each featuring a porch with a chair.

A room with wooden walls and ceiling, a large window offering a view of a green landscape, a wicker chair, a small table with a book, and a lamp on a wooden stool.

A modern indoor swimming pool with a minimalist design, featuring a clear water surface, a concrete floor, and a neutral color palette.

A wooden barn with a sloped roof, surrounded by a grassy lawn with several white chairs.

19. Inness

Accord

Silvina

20.682.115 ₫

24.328.794 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a central courtyard, large windows, and a parking lot.

A hotel room with a bed, a desk, a chair, a wardrobe, and a bathroom mirror.

A lobby with a stone fireplace, seating area, and a reception desk.

A modern hotel lobby with a reception desk, seating area, and a fireplace.

20. Microtel Inn & Suites by Wyndham Middletown

Middletown

Eromaris

2.442.250 ₫

2.884.907 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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Stay near popular Cragsmoor attractions

VerKeerderkill Falls

6.8/10 (5 reviews)

Commune with nature and explore the great outdoors at VerKeerderkill Falls during your travels in Cragsmoor. Discover the mountain views and wineries in this relaxing area.

See properties

Ellenville Fault Ice Caves

Commune with nature and explore the great outdoors at Ellenville Fault Ice Caves during your travels in Cragsmoor.

See properties

Top Cragsmoor Hotel Reviews

Americas Best Value Inn New Paltz

8/10 Good

"The hotel is neat, clean, up to date, and surprisingly quiet for the location. The continental breakfast is pretty light weight. Toast, little muffins, toaster waffles, and cereal. There’s a juice and coffee machine."

Hampton Inn by Hilton New Paltz

10/10 Excellent

"Great as always!!"

New Paltz Way Hotel

8/10 Good

"Overall, I enjoyed my stay at New Paltz Way! The property is beautiful, aesthetic, and calming. I actually plan to create content highlighting my experience. Unfortunately, my flight was delayed, and after a 1.5-hour drive, I arrived around 8:30 PM. Because of my late arrival, I felt I missed out on a proper introduction to the property and don’t recall checkout time mentioned . My biggest disappointment, however, was the lack of communication surrounding checkout. Apparently, the checkout time was included in an email, but while on vacation, I wasn’t actively checking my inbox. I genuinely thought I was checking out on time (12). No one mentioned that I was late or that an additional fee would apply. After checking out, I asked for a coffee to go (I’d only had one during my stay) and was told no because I’d already checked out, which felt odd considering I’d literally just checked out seconds before. In hindsight, I think it was related to my late checkout. It wasn’t until I checked my credit card that I discovered a $90 “option” charge, which wasn’t disclosed or even told to me at checkout like “Hey! We’re charging you because you’re late.” I understand hotels have policies, but a simple, friendly heads-up would have made all the difference. My frustration isn’t with the policy itself, but the lack of transparency. It made me feel uncomfortable because it makes me seem irresponsible. It’s unfortunate because I enjoyed, but this awkward ending left a sour impression"

More cheap stays in Cragsmoor

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

1.654.051 ₫

1.953.847 ₫ total

19 Oct - 20 Oct

includes taxes & fees

4.8/10 (1,002 reviews)

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

1287 Route 300 Newburgh NY

1.958.200 ₫

2.313.083 ₫ total

8 Nov - 9 Nov

includes taxes & fees

5.6/10 (1,002 reviews)

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

915 Union Ave New Windsor NY

2.306.095 ₫

2.723.620 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Americas Best Value Inn New Paltz

7 Terwilliger Ln New Paltz NY

2.453.121 ₫

2.747.496 ₫ total

15 Nov - 16 Nov

includes taxes & fees

9/10 Wonderful! (1,036 reviews)

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

2.618.268 ₫

3.092.829 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Hampton Inn by Hilton New Paltz

4 South Putt Corners Road New Paltz NY

3.374.886 ₫

3.779.871 ₫ total

2 Nov - 3 Nov

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Hotels in Cragsmoor with star rating

Frequently asked questions

What's the seasonal weather in Cragsmoor?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Cragsmoor are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

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Book Hotels in Cragsmoor on Expedia.com

Find hotels in Cragsmoor, NY from 1.953.847 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cragsmoor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cragsmoor hotels

1. Harvest Inn

2. Holiday Inn Express & Suites Montgomery by IHG

3. La Quinta Inn & Suites by Wyndham Middletown-Goshen

4. Village Motel

5. Resorts World Catskills Casino

6. Courtyard by Marriott Middletown Goshen

7. Sleep Inn & Suites Middletown - Goshen

8. Hampton Inn by Hilton Middletown

9. The Kartrite Resort & Indoor Waterpark

10. Days Inn by Wyndham Wurtsboro

11. Fairfield Inn & Suites by Marriott Goshen Middletown

12. Holiday Inn Express & Suites Middletown - Goshen by IHG

13. Minnewaska Lodge

14. Wildflower Farms, Auberge Collection

15. Residence Inn by Marriott Middletown Goshen

16. Americas Best Value Inn New Paltz

17. Best Western Monticello

18. Hampton Inn by Hilton New Paltz

19. Inness

20. Microtel Inn & Suites by Wyndham Middletown

Stay near popular Cragsmoor attractions

VerKeerderkill Falls

Ellenville Fault Ice Caves

Top Cragsmoor Hotel Reviews

Americas Best Value Inn New Paltz

Hampton Inn by Hilton New Paltz

New Paltz Way Hotel

More cheap stays in Cragsmoor

Ramada by Wyndham Newburgh/West Point

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Americas Best Value Inn New Paltz

Sleep Inn & Suites Middletown - Goshen

Hampton Inn by Hilton New Paltz

Hotels in Cragsmoor with star rating

Frequently asked questions

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