A mountainous landscape with dense forests and a rocky cliff.

Round Top Vacation Rentals

Q: What's the top vacation rental that Round Top has to offer?

Modern Luxurious Cabin, Catskills - The Tiny Nook : This vacation home rental outside of Round Top is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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Dates

November 2026

December 2026

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Our top choices for Round Top vacation rentals

A bedroom with a bed, a desk, and a chair, a large window with a view of a forest, and a sliding glass door leading to a balcony with a chair.

1. Modern Family Retreat in the Catskills Wilderness

Round Top

AED 1,880 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a large sectional sofa, a potted plant, and a flat-screen TV mounted on the wall.

2. Catskills Escape! Hot Tub, Massage Chairs & Games

Round Top

Gougeon U.

AED 3,750 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Catskill

Darryl

AED 762 total

includes taxes & fees

10 Dec - 11 Dec

A hot tub with a wooden deck and a covered patio area.

4. Amenity-Rich Fun Cabin~HotTubGameRm20-min to Ski

Cairo

john

AED 2,267 total

includes taxes & fees

12 Nov - 13 Nov

A cabin with a large deck, multiple windows, and a fire pit.

5. Modern Luxurious Cabin, Catskills - The Tiny Nook

Catskill

Amanda

AED 1,206 total

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with white cabinetry, a marble countertop, stainless steel appliances, and a flat-screen TV mounted above the island.

6. Catskills Stone Getaway - 6BR, Sleeps 14, Game Room, Firepit, Near Skiing

Purling

AED 1,855 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with white cabinetry, a black marble countertop, and a central island with a bowl of plants.

7. Modern getaway in Catskills

Cairo

Deborah K.

AED 3,193 total

includes taxes & fees

12 Nov - 13 Nov

A deck with two Adirondack chairs, a table, and a sliding glass door leading to an interior space with a dining table and chairs.

8. A-Frame w/ Big Yard - 15 min to Hudson, NY

Catskill

Waajid S.

AED 1,554 total

includes taxes & fees

15 Nov - 16 Nov

A cabin with a triangular window, wooden walls, and a bed with pillows.

9. Gather Greene

Coxsackie

Jabari

AED 1,086 total

includes taxes & fees

4 Dec - 5 Dec

A bedroom with a large bed, bedside tables, a bench, and a wall-mounted lamp.

10. Bear House Catskills | Hot Tub, Pond, Fishing & Skiing

Cairo

George G.

AED 3,013 total

includes taxes & fees

23 Nov - 24 Nov

A fireplace with a stone wall, a stack of firewood, and a bookshelf with books.

11. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Catskill

Laura G.

AED 1,149 total

includes taxes & fees

16 Nov - 17 Nov

A forested landscape with a wooden structure in the foreground.

12. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Palenville

Laura S.

AED 1,295 total

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

13. Micosta Leisure Inn

Hudson

George

AED 327 total

includes taxes & fees

12 Nov - 13 Nov

A wooden cabin with a deck, a hot tub, and a chimney.

14. Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

East Jewett

Jennifer C.

AED 2,241 total

includes taxes & fees

18 Nov - 19 Nov

A field of daisies with a house in the background.

15. Secluded Catskills cabin on a private road.

Greenville

Philip S.

AED 1,261 total

includes taxes & fees

12 Nov - 13 Nov

A restaurant with outdoor seating, a sign for 'The New York Restaurant', and a nearby antique shop.

16. Charming Cottage in the Heart of Catskill & Pet Friendly

Catskill

Dave P.

AED 1,275 total

includes taxes & fees

11 Dec - 12 Dec

A spacious room with a large bed, a dining area, and a kitchen.

17. Creekside Couple's Escape w/Hot tub, Sauna Near Lake

East Jewett

A room with a large window, two white chairs, a small round table with a bottle and glasses, and a floor lamp.

18. Jessie's Harvest House

Tannersville

David R.

AED 676 total

includes taxes & fees

6 Dec - 7 Dec

A wooden cabin with a stone chimney, surrounded by autumn foliage and a clear sky.

19. Catskills Windham Hunter Mountain Cabin Getaway

Maplecrest

Barbara G.

AED 2,650 total

includes taxes & fees

12 Nov - 13 Nov

A cozy cabin interior with a wooden interior, a spiral staircase, a kitchen area, and a seating area with a view.

20. Spacious Catskill Mountains ski cabin with fire pit

Maplecrest

Alison D.

AED 1,409 total

includes taxes & fees

12 Nov - 13 Nov

View all properties

Find vacation rentals that suit your style

Top Round Top Hotel Reviews

A sign for Crystal Brook Resort surrounded by red tulips.

Crystal Brook Resort & Mountain Brauhaus

Round Top

10/10 Excellent

Lisa

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

10/10 Excellent

Leslie

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

Four Seasons Motel

Catskill

10/10 Excellent

Stayed in cold February. We loved that the owner himself greeted us and treated us like his own family was visiting. I was using my tire air compressor to top off my tires before hitting the road and the owner came out to ask me if I needed help. Swell guy. The rooms are clean and bathrooms are stocked with shower gel, shampoo, towels of all sizes, even individually wrapped new tooth brushes. Mini fridge in room and microwave. Flat screen T.V. with HDMI hookup. Heat is good in the room. Yes,...

ALEJANDRO

A buffet with various food items, including omelets and baked goods, served in metal containers.

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Excellent

Maria

A kitchen with a stainless steel sink, a window with a view of a wooden deck and yellow chairs, and a door leading to an outdoor area.

The Nest Hudson

Hudson

10/10 Excellent

The Nest Hotel is a lovely place that is well situated within walking distance to shops, restaurants, and the river. The room was very comfortable and well appointed and they had a small, but well stocked kitchen with coffee, espresso, and small snacks. Hudson is a beautiful area and perfect for a fall weekend. My sister and I appreciated the hotel's recommendations and the self check-in/check-out instructions were easy to follow. The only downside was that the house next door was under...

Felicia

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.

The Perch Hotel

East Windham

10/10 Excellent

A Hidden Gem with Million-Dollar Views! We had such a magical stay at The Perch Hotel in East Windham! The view alone is worth the trip — on a clear day, you can see FIVE states from the property. Yes, five! It’s absolutely breathtaking and made for the perfect backdrop to relax and soak in the Catskills air. The vibe of the hotel is something special — a perfect blend of modern comfort and mid-century charm that instantly transported me back to the golden era of Catskill tourism. It’s stylish...

Emmi

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.

AutoCamp Catskills

Saugerties

10/10 Excellent

Nickolas

A white house with a green door, black trim, and a porch with a lantern.

Twin Gables of Woodstock

Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.

Noah

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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

10/10 Excellent

Melissa

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

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

10/10 Excellent

Joseph

Gather Greene

Coxsackie

10/10 Excellent

This place was magical. Rooms were clean. Same amenities as a hotel. Blow dryer available! Mini fridge and a sheet for blinds if you need. The snow falling in the early morning was the highlight of the cabin stay. Very beautiful! There were two campfires and snores every night from 5-1pm. Very cute! Cabins are about 50-100ft from parking so be prepared to walk in snow after parking your care. You can get closer to a loading zone to load things into and out of cabins if needed though. String...

Liana

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

Mountain Treasure B&B

Maplecrest

10/10 Excellent

Alina

Frequently Asked Questions

Are there vacation rentals in Round Top?

Yes, we have vacation rentals near the most popular local attractions in Round Top, or you can choose a more secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the mountain landscape in Round Top. Make sure you have time to check out the ski areas and golf courses during your trip.

What's the top vacation rental that Round Top has to offer?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This vacation home rental outside of Round Top is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Round Top?

Choose from 11 Expedia vacation rentals in Round Top for a memorable vacation.

What’s there to see and do in Round Top?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Kaaterskill Falls. In the larger area, you’ll find Catskill State Park and North-South Lake Campground & Day Use Area.

What’s a vacation rental in Round Top like?

Vacation rentals are private properties where you can stay for a couple of days or more in Round Top. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.

Round Top Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Round Top vacation rentals

1. Modern Family Retreat in the Catskills Wilderness

2. Catskills Escape! Hot Tub, Massage Chairs & Games

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

4. Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

5. Modern Luxurious Cabin, Catskills - The Tiny Nook

6. Catskills Stone Getaway - 6BR, Sleeps 14, Game Room, Firepit, Near Skiing

7. Modern getaway in Catskills

8. A-Frame w/ Big Yard - 15 min to Hudson, NY

9. Gather Greene

10. Bear House Catskills | Hot Tub, Pond, Fishing & Skiing

11. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

12. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

13. Micosta Leisure Inn

14. Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

15. Secluded Catskills cabin on a private road.

16. Charming Cottage in the Heart of Catskill & Pet Friendly

17. Creekside Couple's Escape w/Hot tub, Sauna Near Lake

18. Jessie's Harvest House

19. Catskills Windham Hunter Mountain Cabin Getaway

20. Spacious Catskill Mountains ski cabin with fire pit

Find vacation rentals that suit your style

Top Round Top Hotel Reviews

Crystal Brook Resort & Mountain Brauhaus

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Round Top?

What's the top vacation rental that Round Top has to offer?

How many vacation rentals are there in Round Top?

What’s there to see and do in Round Top?

What’s a vacation rental in Round Top like?

4. Amenity-Rich Fun Cabin~HotTubGameRm20-min to Ski