Round Top Holiday Rentals, New York: Private House Rentals

A mountainous landscape with dense forests and a rocky cliff.

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

Go beyond your typical stay in Round Top

Pet friendly

Pool

Apartment

Hot tub

Condo

Spa

Family friendly

Cottage

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Round Top hotels

A sign for Crystal Brook Resort surrounded by red tulips.

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

A swimming pool with lounge chairs and umbrellas.

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

1. Crystal Brook Resort & Mountain Brauhaus

Round Top

Rachel

฿7,126

฿7,696 total

includes taxes & fees

30 Aug - 31 Aug

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

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

A hotel room with two beds, a wooden dresser, a television, and a stone wall.

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

2. Red Ranch Motel

Catskill

Efrain

฿4,201

฿4,537 total

includes taxes & fees

27 Aug - 28 Aug

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 hotel room with two beds, a nightstand with a lamp, and a window with floral curtains.

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

3. Four Seasons Motel

Catskill

Jeremy

฿3,269

฿3,530 total

includes taxes & fees

27 Aug - 28 Aug

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.

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

Catskill

Rosemary

฿5,524

฿7,378 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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 wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.

5. Hotel Mountain Brook

Tannersville

Qiang

฿5,851

฿6,319 total

includes taxes & fees

8 Sept - 9 Sept

A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

A park with picnic tables and chairs, a tall cylindrical structure, and autumn-colored trees.

A bathroom with three sinks, a trash can, and a chair.

A large tree in a grassy area with a small white building in the background.

6. SunView Motel

Tannersville

Arnold

฿4,316

฿4,662 total

includes taxes & fees

1 Sept - 2 Sept

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 room with a bed, a window with curtains, a nightstand with a lamp, and a vase with flowers.

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

7. Deer Mountain Inn

Haines Falls

"Where do I begin? My husband and I fell in love with this property from the moment we arrived. The staff were all so kind and helpful, from the front desk to the bartenders and servers in the restaurant. Our room was one of the cozier ones but was so well decorated with custom window treatments, wood paneling, Frette towels, sheets and robes. We enjoyed a wonderful dinner, the hiking trails on property, as well all of the little spots to sit an enjoy happy hour drinks and bites, which were...

Kylene

฿12,944

฿14,863 total

includes taxes & fees

31 Aug - 1 Sept

A forested area with tall trees and a grassy field.

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

A bathroom with striped wallpaper, a glass shelf with toiletries, and a towel hanging on a hook.

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

8. Catskill Motor Court Motel

Catskill

Ella

฿3,677

฿3,972 total

includes taxes & fees

30 Aug - 31 Aug

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 modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

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

9. Hunter Lodge, a Bluebird by Lark

Hunter

sarah

฿4,140

฿5,177 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.

10. Hotel Vienna

Windham

mordechai

฿4,175

฿5,074 total

includes taxes & fees

1 Sept - 2 Sept

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

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

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

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

11. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

jason

฿6,460

฿7,692 total

includes taxes & fees

7 Sept - 8 Sept

A two-story building with a balcony, surrounded by well-maintained lawns and trees.

A compact living space with a kitchen, dining area, and seating.

A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.

A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

12. The Winwood Condominiums

Windham

Abdul

฿5,854

฿6,323 total

includes taxes & fees

27 Aug - 28 Aug

A park with Adirondack chairs and a table, surrounded by trees.

A lamp post in a grassy area with autumn foliage in the background.

A dining table set with breakfast items, a red mug, and a glass of orange juice.

A vintage car parked in front of a house surrounded by trees.

13. Mountain Treasure B&B

Maplecrest

Daniel

฿4,775

฿5,157 total

includes taxes & fees

31 Aug - 1 Sept

14. Windham NY Escape

Hensonville

Miguel

฿14,023

฿17,727 total

includes taxes & fees

29 Aug - 30 Aug

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 chair with a blanket, a potted plant, and a view of a snowy landscape through a glass door.

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

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

15. The Perch Hotel

East Windham

Jason

฿6,191

฿6,686 total

includes taxes & fees

17 Sept - 18 Sept

A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

16. Antique Rose Inn Windham

Windham

David

฿4,413

฿4,766 total

includes taxes & fees

31 Aug - 1 Sept

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

A historic hotel with a prominent tower and a brick facade.

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

17. Diamond Mills Resort

Saugerties

฿8,688

฿10,547 total

includes taxes & fees

30 Aug - 31 Aug

An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

A Howard Johnson Inn with a beige facade, red trim, and a clear blue sky with clouds.

A hotel room with two beds, a TV, a dresser, and a door leading to another room.

A restaurant with a bar area, wooden booths, and a coffee machine.

18. Howard Johnson by Wyndham Saugerties

Saugerties

Waheed

฿3,707

฿4,152 total

includes taxes & fees

13 Sept - 14 Sept

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

An indoor swimming pool with clear water, surrounded by lounge chairs and a fitness center.

A Holiday Inn Express building with a covered entrance and a brick facade.

A restaurant with booths and tables, a TV screen, and a counter with a clock.

19. Holiday Inn Express Hotel & Suites West Coxsackie by IHG

West Coxsackie

Melissa

฿4,151

฿4,483 total

includes taxes & fees

13 Sept - 14 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Clean room, staff was easily accessible, wifi was good."

Residence Inn by Marriott Kingston

10/10 Excellent

"Amazing location and property. One of the best hotels we stayed in"

The Graham & Co.

10/10 Excellent

"Wonderful Stay"

Courtyard by Marriott Kingston

10/10 Excellent

"Thoughtful details like onsite laundry and located amidst plenty of spots to explore."

Pocketbook Hotel and Bath

10/10 Excellent

"Great spa"

Hampton Inn Kingston

8/10 Good

"Breakfast wasn’t great Dark roast coffee was very weak"

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"Nice and cozy room Room was so clean 😍"

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent

"It was a perfect and comfortable stay at the end of a long drive"

St. Charles Hotel

8/10 Good

"A no-frills hotel, but super pet-friendly and with the friendliest , most helpful staff. Very close to Warren St,ots of shops and restaurants around!"

More cheap stays in Round Top

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY

฿3,707

฿4,152 total

13 Sept - 14 Sept

includes taxes & fees

Hampton Inn Kingston

1307 Ulster Ave Kingston NY

฿4,363

฿4,887 total

20 Sept - 21 Sept

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

Holiday Inn Express & Suites Kingston-Ulster by IHG

1835 Ulster Avenue Lake Katrine NY

฿4,380

฿4,906 total

20 Sept - 21 Sept

includes taxes & fees

St. Charles Hotel

16 Park Place Hudson NY

฿5,067

฿5,725 total

30 Aug - 31 Aug

includes taxes & fees

6.8/10 (963 reviews)

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY

฿6,460

฿7,692 total

7 Sept - 8 Sept

includes taxes & fees

9.2/10 Wonderful! (416 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

฿7,325

฿9,755 total

31 Aug - 1 Sept

includes taxes & fees

8.6/10 Excellent! (66 reviews)

Frequently asked questions

Where is the best place for a stay in Round Top?

Located 8.9 mi (14.3 km) from the heart of Round Top, Hunter Lodge, a Bluebird by Lark is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy and Courtyard by Marriott Kingston. See all available top hotels, or vacation rentals in Round Top.

If I need to cancel my hotel reservation in Round Top, will I receive a refund?

Yes, most hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Round Top.

What's the best family accommodation in Round Top?

Riedlbauer's Resort is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Also, attractions in the area such as Zoom Flume and Kiwanis Ice Arena are fun for children of all ages. Find more child-friendly accommodations in Round Top.

What's the best place to stay if I'm looking to play golf in Round Top?

Riedlbauer's Resort is a top hotel that has a golf driving range and features free WiFi. See more golf hotels in Round Top.

What are some accommodation options with pools in Round Top?

Riedlbauer's Resort is a top hotel with an indoor pool, an outdoor pool and free buffet breakfast. View all hotels with pools in Round Top.

What's it like to stay in Round Top?

Visitors to Round Top will definitely enjoy the mountain views. Tourists can also enjoy the city's ski areas, golf courses and breweries. In Round Top, there are 19 hotels and other accommodation options to choose from. Find out more about Round Top.

What should I do while I'm visiting Round Top?

A favourite place to visit is Catskill State Park. You'll also find North-South Lake Campground & Day Use Area and Kaaterskill Falls in the area. Take a look at what more there is to see and do in Expedia's Round Top guide.

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

More ways to book

Book Hotels in Round Top on Expedia.com

Find hotels in Round Top, NY from ฿3,302

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. Red Ranch Motel

3. Four Seasons Motel

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

5. Hotel Mountain Brook

6. SunView Motel

7. Deer Mountain Inn

8. Catskill Motor Court Motel

9. Hunter Lodge, a Bluebird by Lark

10. Hotel Vienna

11. Kaatskill Mountain Club & Condos by Vail Resorts

12. The Winwood Condominiums

13. Mountain Treasure B&B

14. Windham NY Escape

15. The Perch Hotel

16. Antique Rose Inn Windham

17. Diamond Mills Resort

18. Howard Johnson by Wyndham Saugerties

19. Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Learn more about Round Top

Top Round Top Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Residence Inn by Marriott Kingston

The Graham & Co.

Courtyard by Marriott Kingston

Pocketbook Hotel and Bath

Hampton Inn Kingston

Hunter Lodge, a Bluebird by Lark

Holiday Inn Express & Suites Kingston-Ulster by IHG

St. Charles Hotel

More cheap stays in Round Top

Howard Johnson by Wyndham Saugerties

Hampton Inn Kingston

Holiday Inn Express & Suites Kingston-Ulster by IHG

St. Charles Hotel

Kaatskill Mountain Club & Condos by Vail Resorts

Pocketbook Hotel and Bath

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app