Round Top Holiday Rentals, New York: Private House Rentals

A mountainous landscape with dense forests and a rocky cliff.

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Our top choices for Round Top hotels

A sign for Crystal Brook Resort surrounded by red tulips.

A wooden lodge with a green lawn, white railings, and flags.

A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.

A buffet table with various food items and a painting on the wall.

1. Crystal Brook Resort & Mountain Brauhaus

Round Top

"The property was a very classic Bavarian style resort, small and quaint, and the German food was absolutely authentic my German wife, whose mother and father come from Germany years ago I take her around the northeast looking for authentic German food that she can relate to in her childhood and this was right on spot. The breakfast cooked to order absolutely was one of the best breakfast I’ve ever had at a resort that include breakfast."

Carmine

5.649.688 ₫

6.101.663 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A hotel room with two beds, a desk with a chair, a microwave, a refrigerator, and a television.

A wooden deck with a flower pot and a view of a playground area with picnic tables and a small shed.

A picnic table, playground equipment, and a swimming pool within a fenced area.

A motel with a porch, a small stream, and parked vehicles.

2. Four Seasons Motel

Catskill

Jabari

2.591.600 ₫

2.798.928 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

A cabin with a picnic table and chairs in a forest.

A black RV with a wooden deck, steps leading to a door, and a sign reading "MIRL".

3. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

Darryl

3.939.232 ₫

5.373.942 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A snow-covered lodge with a stone chimney, lit windows, and snow-laden trees in front.

A wooden deck with a fire pit surrounded by Adirondack chairs.

A wooden interior with a staircase, a wooden desk with a lamp, and a vase with flowers.

A bar area with wooden bar stools, a fireplace, and a variety of bottles and glasses on shelves.

4. Deer Mountain Inn

Haines Falls

Julia

10.262.736 ₫

11.783.488 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A forested area with tall trees and a grassy field.

A two-story yellow house with a porch, surrounded by lush greenery and flowering plants.

A row of single-story mobile homes with a paved driveway leading to a playground.

A park with a playground, a small pool, and a gazebo.

5. Catskill Motor Court Motel

Catskill

Allyson

3.023.533 ₫

3.265.415 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

6. Hotel Mountain Brook

Tannersville

Kristen

6.064.344 ₫

6.549.492 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

A bar with a patterned floor, bar stools, and a bar counter with taps.

A dining area with a brick fireplace, wooden beams, and a chandelier.

7. Diamond Mills Resort

Saugerties

6.887.954 ₫

8.362.315 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

A modern breakfast area with a coffee machine, cereal, and bakery options.

A modern lobby with a reception desk, seating area, and a dining section.

8. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

Linda

3.291.332 ₫

3.686.291 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.

A swimming pool with lounge chairs and a red building in the background.

A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.

A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.

9. Red Ranch Motel

Catskill

Oleg

2.767.829 ₫

2.989.152 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

A bedroom with a large window offering a view of a forested mountain.

A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

10. Hunter Lodge, a Bluebird by Lark

Hunter

Marina

3.282.261 ₫

4.104.627 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.

A modern house with a large garage and a vintage camper parked in the driveway.

A modern interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.

11. AutoCamp Catskills

Saugerties

Raquel

3.722.833 ₫

5.185.479 ₫ total

includes taxes & fees

4 Nov - 5 Nov

A multi-story building with outdoor seating and a stone-paved patio.

A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

12. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Ryan

4.621.233 ₫

5.503.031 ₫ total

includes taxes & fees

12 Nov - 13 Nov

An outdoor patio with a fire pit, seating, and a building in the background.

A modern cafe with a wooden counter, bar stools, and a menu board above the counter.

A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

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

13. Courtyard by Marriott Kingston

Kingston

Ana

3.282.261 ₫

3.676.134 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A log cabin with a deck, outdoor seating, and a view of a forest.

A wooden covered bridge in a forested area with a paved path leading to it.

A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

14. Hotel Vienna

Windham

Toni-Diane

2.710.471 ₫

3.375.135 ₫ total

includes taxes & fees

10 Nov - 11 Nov

An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.

A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.

A bar area with wooden beams, a bar counter, and stools.

A spacious room with leather seating, large windows, and exposed brick walls.

15. Pocketbook Hotel and Bath

Hudson

Vivien

6.064.344 ₫

8.024.110 ₫ total

includes taxes & fees

4 Nov - 5 Nov

A room with a view of a landscape through a window, a chair, a table with a laptop, and a bed with books on it.

A staircase leading to a room with a stone floor, a potted plant, and a wooden chair.

A spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.

A spacious living area with a wooden floor, leather sofas, and a dining table.

16. The Perch Hotel

East Windham

Pushpavalli

5.301.078 ₫

5.725.166 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

A bar area with wooden beams, a bar counter, and four bar stools.

A wooden cabin with a balcony, surrounded by snow-covered trees.

17. Eastwind Windham

Windham

Sharon

6.359.657 ₫

7.650.805 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a desk, and a large window.

An outdoor patio with a round table and orange chairs, a black metal fence, and string lights.

A modern building with multiple windows and a landscaped area with decorative pumpkins and a tree.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

18. Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

Timothy

3.576.408 ₫

4.005.576 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A large, two-story house with multiple porches and string lights.

A building with a porch and outdoor seating area.

A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

19. Albergo Allegria Hotel

Windham

Roy

4.502.905 ₫

4.863.137 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A wooden cabin with large windows overlooking a forested area with a waterfall.

A modern living room with a grey sofa, a small round table, and a hanging light fixture.

A two-story wooden house with a stone retaining wall, a stone pathway, and a small garden with various plants.

A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.

20. Woodstock Way Hotel

Woodstock

Vannetta

8.037.882 ₫

10.013.778 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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Learn more about Round Top

Nestled in the Catskills, this mountain hamlet offers hiking trails with spectacular views of the Hudson Valley. Ski the slopes at nearby Windham Mountain in winter or explore the colourful art scene at local galleries.

See all hotels in Round Top

Top Round Top Hotel Reviews

Emerson Resort & Spa

10/10 Excellent

"Quiet walking trails, restaurant on property, shops & Kakeidescope on site. Bread alone in boiceville is 3 mins away."

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"Beautiful fall colors in a cozy and charming lodge!"

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent

"We enjoyed the hotel. It was located in a good place for our purposes. Room was very large and clean."

SunView Motel

8/10 Good

"Clean room and comfortable beds. For the price it’s a good deal"

Spark by Hilton West Coxsackie

10/10 Excellent

"It was all great! No complaints, would stay there again. Highly recommend."

Hotel Vienna

10/10 Excellent

"Hotel was clean, had pretty Catskills Mountains views, and fire pits, pool and sauna. Staff was helpful."

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"Clean and modern hotel with nice river views. Excellent breakfast"

More cheap stays in Round Top

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY

2.845.577 ₫

3.187.046 ₫ total

2 Nov - 3 Nov

includes taxes & fees

7.4/10 Good! (1,000 reviews)

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2777 ROUTE 32 Saugerties NY

3.291.332 ₫

3.686.291 ₫ total

11 Nov - 12 Nov

includes taxes & fees

8.8/10 Excellent! (811 reviews)

Hampton Inn Kingston

1307 Ulster Ave Kingston NY

3.421.430 ₫

3.832.001 ₫ total

12 Nov - 13 Nov

includes taxes & fees

St. Charles Hotel

16 Park Place Hudson NY

3.594.175 ₫

4.061.210 ₫ total

26 Oct - 27 Oct

includes taxes & fees

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY

3.939.232 ₫

5.373.942 ₫ total

12 Nov - 13 Nov

includes taxes & fees

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

6.064.344 ₫

8.024.110 ₫ total

4 Nov - 5 Nov

includes taxes & fees

8.6/10 Excellent! (91 reviews)

Hotels in Round Top with star rating

Frequently asked questions

What's the weather like in Round Top?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Round Top are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

Explore a world of travel with Expedia

Book Hotels in Round Top on Expedia.com

Find hotels in Round Top, NY from 2.798.928 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Round Top

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Round Top hotels

1. Crystal Brook Resort & Mountain Brauhaus

2. Four Seasons Motel

3. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

4. Deer Mountain Inn

5. Catskill Motor Court Motel

6. Hotel Mountain Brook

7. Diamond Mills Resort

8. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

9. Red Ranch Motel

10. Hunter Lodge, a Bluebird by Lark

11. AutoCamp Catskills

12. Kaatskill Mountain Club & Condos by Vail Resorts

13. Courtyard by Marriott Kingston

14. Hotel Vienna

15. Pocketbook Hotel and Bath

16. The Perch Hotel

17. Eastwind Windham

18. Holiday Inn Express & Suites Kingston-Ulster by IHG

19. Albergo Allegria Hotel

20. Woodstock Way Hotel

Learn more about Round Top

Top Round Top Hotel Reviews

Emerson Resort & Spa

Kaatskill Mountain Club & Condos by Vail Resorts

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

SunView Motel

Spark by Hilton West Coxsackie

Hotel Vienna

voco James Newbury Hudson Valley by IHG

More cheap stays in Round Top

Howard Johnson by Wyndham Saugerties

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Hampton Inn Kingston

St. Charles Hotel

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Pocketbook Hotel and Bath

Hotels in Round Top with star rating

Frequently asked questions

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