Cuddebackville Holiday Rentals, New York: Private House Rentals

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Our top choices for Cuddebackville hotels

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

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.

A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.

1. Sleep Inn & Suites Middletown - Goshen

Middletown

Justine

2.613.817 ₫

3.087.571 ₫ total

includes taxes & fees

18 Nov - 19 Nov

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

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

A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.

2. Days Inn by Wyndham Wurtsboro

Wurtsboro

karen

2.816.669 ₫

3.182.836 ₫ total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.

A spacious dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.

3. Best Western Hunt's Landing Hotel Matamoras/Milford

Matamoras

Lonzie

3.009.184 ₫

3.280.011 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.

A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.

A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.

A spacious bar area with a long counter, multiple seating options, and a stone fireplace.

4. Hampton Inn Matamoras/Milford

Matamoras

brian

2.701.677 ₫

2.944.828 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A pool area with a hot tub, a pool lift, and safety signs on the walls.

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.

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

Middletown

Marvin

2.745.606 ₫

3.243.247 ₫ total

includes taxes & fees

18 Nov - 19 Nov

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

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.

A modern lounge area with seating, tables, and hanging chairs.

6. Tru by Hilton Middletown

Middletown

Barry

1.971.151 ₫

2.328.423 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A historic building with a prominent tower, a paved courtyard, and a well-lit entrance.

A hallway with a wooden floor, a potted plant, and a seating area with a sofa and chairs.

A spacious lobby with a grand chandelier, a double door entrance, and a seating area with sofas and a coffee table.

7. Aspiratinns Hotel & Wellness Center

Slate Hill

Eric

6.488.675 ₫

7.664.957 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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

A lobby area with a reception desk, seating arrangements, and large windows.

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

A hotel lobby with a seating area, large windows, and a patterned carpet.

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

Middletown

Mignonne

3.049.238 ₫

3.601.912 ₫ total

includes taxes & fees

23 Nov - 24 Nov

A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

A cozy living room with a gray sofa, a small table, and two windows offering a view of a forest.

A spacious kitchen with wooden cabinets, a dining table with chairs, and large windows offering views of trees.

A spacious living area with a dining table, chairs, a sofa, and a TV.

9. Hike & Fish: Outdoor Retreat Near Trails

Westbrookville

5.478.292 ₫

8.879.484 ₫ total

includes taxes & fees

25 Oct - 26 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 Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

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

10. Courtyard by Marriott Middletown Goshen

Middletown

marc

2.614.323 ₫

3.088.170 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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.

A modern restaurant with a long counter, wooden chairs, and pendant lighting.

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

3.333.489 ₫

4.104.361 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with a barbecue grill, seating area, and potted plants.

An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.

A hotel room with a kitchenette, including a microwave, coffee maker, and sink.

A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

12. Home2 Suites by Hilton Middletown

Middletown

Carl

2.899.921 ₫

3.515.993 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

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.

13. Resorts World Catskills Casino

Monticello

Lagarian

4.628.123 ₫

5.875.802 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.

14. Hampton Inn by Hilton Middletown

Middletown

Amanda

2.064.696 ₫

2.438.922 ₫ total

includes taxes & fees

18 Nov - 19 Nov

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

A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.

A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

A snack and sundries section with shelves stocked with chips, snacks, and beverages.

15. Hampton Inn Monticello

Monticello

ANN

3.184.903 ₫

3.598.940 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A small, standalone structure with a pitched roof, possibly a gazebo or shelter, surrounded by well-maintained grass and plants. In the background, there is a sign for 'Scottish Inns' indicating the presence of a hotel nearby.

A hotel room with a large bed, two wall-mounted lights, and a decorative wall hanging.

A living room with a stone fireplace, a brown leather sofa, a framed picture on the wall, and a small plant.

16. Scottish Inns Milford

Milford

Carlos

2.325.690 ₫

2.535.002 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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

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.

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

17. Residence Inn by Marriott Middletown Goshen

Middletown

jubert cruz

4.858.108 ₫

5.738.640 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A Simon Premium Outlet sign at Woodbury Commons.

A hotel with a central entrance pavilion, a flag, and a landscaped garden.

A boat ride with passengers holding binoculars, surrounded by water and themed structures.

A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.

18. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Stephanie

2.609.941 ₫

3.213.488 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A rectangular swimming pool with a wooden deck and a fence.

A bathroom with a sink, mirror, towel rack, and toilet.

A hotel room with a desk, television, two beds, a chair, and a window with curtains.

A lobby with a reception desk, a Coca-Cola refrigerator, a Day's Inn sign, and a seating area with a chair and table.

19. Days Inn by Wyndham Middletown

New Hampton

Susan

1.976.837 ₫

2.335.138 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

A kitchenette with a microwave, toaster, and coffee maker.

A reception area with a counter, a clock, a no cash refunds sign, and a fire alarm.

A lobby with a red sofa, two lamps, a coffee table with flowers, and a wall art piece.

20. Super 8 by Wyndham Middletown

Middletown

Alma

1.823.083 ₫

2.153.589 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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Stay near popular Cuddebackville attractions

Oakland Valley Race Park

You can take time to visit Oakland Valley Race Park during your travels to Cuddebackville.

See properties

Delaware and Hudson Canal County Park

Delaware and Hudson Canal County Park is just one of the places to see in Cuddebackville, so why not enjoy the other things to explore during your travels?

See properties

Neversink Valley Museum of History & Innovation

You can spend an afternoon exploring the galleries in Neversink Valley Museum of History & Innovation during your travels in Cuddebackville.

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Neversink Valley Area Museum

You can spend time exploring the galleries in Neversink Valley Area Museum during your trip to Cuddebackville.

See properties

Top Cuddebackville Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

8/10 Good

"Overall a great hotel to stay at and a great value. Location is ideal for anything you need to do. They definitely need to improve the quality and variety of their breakfast."

Best Western Monticello

8/10 Good

"Muy bonito lugar. Me encantó la pasé muy bien con mi esposa y mi hija. Un sitio para descansar de la rutina del trabajo. Muy recomendado de verdad"

Days Inn by Wyndham Wurtsboro

10/10 Excellent

"Very nice place loved the space the jacuzzi perfect for a nice night on the road"

The Kartrite Resort & Indoor Waterpark

8/10 Good

"Staff was very friendly and pa large deal with arcade was super helpful! Kids loved the climbing, mini bowling, 4D movies and games. I only gave it a 4 star instead of 5 because the room wasn’t very clean and the prices for food in the restaurants that were open (only a couple) were expensive. I did appreciate going mid week though because it wasn’t crowded. Great get away with two kids ages 9 and 11."

Fairfield Inn & Suites by Marriott Goshen Middletown

8/10 Good

"King suite a little strange, because tv is very far from bed. Have to turn up volume very loud and hard to see for older people. No electricity on one side of bed for charging devices on night table. Also, lots of road noise from highway on front side of building."

Courtyard by Marriott Middletown Goshen

10/10 Excellent

"Room was very clean 👌 wonderful staff highly recommended!!! Will be staying there again in the future. Pool & whirlpool A++"

The Bradstan Boutique Hotel

10/10 Excellent

"Beautiful property, kind staff and space to explore."

Super 8 by Wyndham Monticello NY

10/10 Excellent

"Great job with the redesign. Place looks awesome."

More cheap stays in Cuddebackville

Appalachian Motel

367 Route 94 Vernon NJ

1.550.460 ₫

1.777.344 ₫ total

16 Nov - 17 Nov

includes taxes & fees

Tru by Hilton Middletown

41 Dunning Road Middletown NY

1.971.151 ₫

2.328.423 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

2.613.817 ₫

3.087.571 ₫ total

18 Nov - 19 Nov

includes taxes & fees

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

2.609.941 ₫

3.213.488 ₫ total

27 Oct - 28 Oct

includes taxes & fees

Best Western Monticello

16 Raceway Rd Monticello NY

2.933.470 ₫

3.314.822 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,003 reviews)

Holiday Inn Express & Suites Montgomery by IHG

2105 Route 208 Montgomery NY

3.592.594 ₫

4.243.655 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.8/10 Excellent! (937 reviews)

Hotels in Cuddebackville with star rating

Frequently asked questions

What's the seasonal weather in Cuddebackville?

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 Cuddebackville are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

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Book Hotels in Cuddebackville on Expedia.com

Find hotels in Cuddebackville, NY from 1.777.344 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cuddebackville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cuddebackville hotels

1. Sleep Inn & Suites Middletown - Goshen

2. Days Inn by Wyndham Wurtsboro

3. Best Western Hunt's Landing Hotel Matamoras/Milford

4. Hampton Inn Matamoras/Milford

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

6. Tru by Hilton Middletown

7. Aspiratinns Hotel & Wellness Center

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

9. Hike & Fish: Outdoor Retreat Near Trails

10. Courtyard by Marriott Middletown Goshen

11. Fairfield Inn & Suites by Marriott Goshen Middletown

12. Home2 Suites by Hilton Middletown

13. Resorts World Catskills Casino

14. Hampton Inn by Hilton Middletown

15. Hampton Inn Monticello

16. Scottish Inns Milford

17. Residence Inn by Marriott Middletown Goshen

18. Holiday Inn Express Hotel & Suites Chester by IHG

19. Days Inn by Wyndham Middletown

20. Super 8 by Wyndham Middletown

Stay near popular Cuddebackville attractions

Oakland Valley Race Park

Delaware and Hudson Canal County Park

Neversink Valley Museum of History & Innovation

Neversink Valley Area Museum

Top Cuddebackville Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Best Western Monticello

Days Inn by Wyndham Wurtsboro

The Kartrite Resort & Indoor Waterpark

Fairfield Inn & Suites by Marriott Goshen Middletown

Courtyard by Marriott Middletown Goshen

The Bradstan Boutique Hotel

Super 8 by Wyndham Monticello NY

More cheap stays in Cuddebackville

Appalachian Motel

Tru by Hilton Middletown

Sleep Inn & Suites Middletown - Goshen

Holiday Inn Express Hotel & Suites Chester by IHG

Best Western Monticello

Holiday Inn Express & Suites Montgomery by IHG

Hotels in Cuddebackville with star rating

Frequently asked questions

Explore a world of travel with Expedia

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