A mountainous landscape with dense forests and a rocky cliff.

Holiday Homes in Round Top

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Round Top holiday homes

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

Modern Family Retreat in the Catskills Wilderness
Round Top
The price is NZ$1,105
includes taxes & fees
12 Oct - 13 Oct
Modern Family Retreat in the Catskills Wilderness
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

Catskills Escape! Hot Tub, Massage Chairs & Games
Round Top
10.0 out of 10, Exceptional, (11 reviews)
"Very nice house. The rooms were very clean and the host gets back to text messages very quickly."
United States
Sehan R.
The price is NZ$1,918
includes taxes & fees
6 Oct - 7 Oct
Catskills Escape! Hot Tub, Massage Chairs & Games
A cabin with a large deck, multiple windows, and a fire pit.

3. Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (12 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is NZ$652
includes taxes & fees
28 Oct - 29 Oct
Modern Luxurious Cabin, Catskills - The Tiny Nook
Dining

4. Cozy Mountain Getaway - Hot Tub - Grill - Fire Pit

Cozy Mountain Getaway - Hot Tub - Grill - Fire Pit
Tannersville
8.8 out of 10, Excellent, (6 reviews)
"The house was great! We enjoyed shopping, hiking and going to local restaurants. The house was exactly as described. Very comfortable. Ivan was a great host. Will definitely stay again."
United States
Kathleen D.
The price is NZ$1,083
includes taxes & fees
2 Nov - 3 Nov
Cozy Mountain Getaway - Hot Tub - Grill - Fire Pit
A hotel room with a wooden headboard, a large bed with white and yellow bedding, a sliding glass door to the outside, and a window with an air conditioning unit.

5. Cozy Family Friendly home near Hunter Mt, Katerskill Falls & hiking trails

Cozy Family Friendly home near Hunter Mt, Katerskill Falls & hiking trails
Catskill
10.0 out of 10, Exceptional, (1 review)
"Great and funny time thanks owner you very kindly "
United States
Gabdulkarim Z.
The price is NZ$902
includes taxes & fees
18 Oct - 19 Oct
Cozy Family Friendly home near Hunter Mt, Katerskill Falls & hiking trails
A bedroom with a tufted headboard, a bed with white linens, a bedside table with a lamp, and a window with curtains.

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

Catskills Stone Getaway - 6BR, Sleeps 14, Game Room, Firepit, Near Skiing
Purling
The price is NZ$933
includes taxes & fees
6 Oct - 7 Oct
Catskills Stone Getaway - 6BR, Sleeps 14, Game Room, Firepit, Near Skiing
A kitchen with a sink, a coffee maker, and a microwave.

7. Cozy Retreat - Walk to Shops, Hot Tub, Fenced Yard

Cozy Retreat - Walk to Shops, Hot Tub, Fenced Yard
Tannersville
10.0 out of 10, Exceptional, (1 review)
"House was great, Very comfortable and everything worked well—the AC, TV and hot tub. I liked the lights in the backyard. They were a nice surprise when we came in after dark one night."
United States
Joseph M.
The price is NZ$873
includes taxes & fees
6 Oct - 7 Oct
Cozy Retreat - Walk to Shops, Hot Tub, Fenced Yard
A modern kitchen with white cabinetry, a black marble countertop, and a central island with a bowl of plants.

8. Modern getaway in Catskills

Modern getaway in Catskills
Cairo
10.0 out of 10, Exceptional, (16 reviews)
"The host was accommodating and the house was very nice!"
United States
Ken B.
The price is NZ$1,651
includes taxes & fees
6 Oct - 7 Oct
Modern getaway in Catskills
A round table with a candle, a book, and a vase with dried flowers.

9. Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Tannersville
10.0 out of 10, Exceptional, (8 reviews)
"The property is located on incredible Landfield....the view is spectacular and everything around is nature."
United States
NANCY
The price is NZ$1,250
includes taxes & fees
27 Oct - 28 Oct
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
A living room with a fireplace, a sliding glass door, and a rug.

10. Close to skiing and hiking, walk to main street

Close to skiing and hiking, walk to main street
Tannersville
9.2 out of 10, Wonderful, (15 reviews)
"Couldn't ask for a more perfect place to stay. Beautiful property, very quiet, and very comfy. You are on vacation but it feels like home. Definitely be staying here in the future!"
United States
Brandon M.
The price is NZ$798
includes taxes & fees
6 Oct - 7 Oct
Close to skiing and hiking, walk to main street
A spacious living room with a stone fireplace, large windows, and a cozy seating area.

11. Modern Chalet * Hot Tub * Game And Media Level

Modern Chalet * Hot Tub * Game And Media Level
Catskill
10.0 out of 10, Exceptional, (1 review)
"LOVE this house"
United States
Anya K.
The price is NZ$1,553
includes taxes & fees
28 Oct - 29 Oct
Modern Chalet * Hot Tub * Game And Media Level
A person in a traditional outfit working with a mortar and pestle.

12. Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly

Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
CATSKILL
8.6 out of 10, Excellent, (4 reviews)
"Lovely short weekend in the countryside. Calm zen retreat surrounded by nature and animals."
United States
sarah j.
The price is NZ$1,108
includes taxes & fees
12 Oct - 13 Oct
Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
A room with a sliding glass door leading to an outdoor deck with a checkered floor, wicker furniture, and a view of trees.

13. The Creek House on Kaaterskill

The Creek House on Kaaterskill
Palenville
10.0 out of 10, Exceptional, (3 reviews)
"Rooms were clean."
United States
Lichen B.
The price is NZ$1,146
includes taxes & fees
6 Oct - 7 Oct
The Creek House on Kaaterskill
A modern kitchen with a stainless steel refrigerator, a dining area with a table and chairs, and a living room with a sofa and a lamp.

14. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (19 reviews)
"Everything was perfect!"
United States
Jen C.
The price is NZ$619
includes taxes & fees
29 Oct - 30 Oct
Cozy Waterfall Oasis + Firepit
A sectional sofa with matching ottomans, a small table with a lamp, and a patterned rug on a wooden floor.

15. Country House offers 2 bedrooms and a den, lots of parking.

Country House offers 2 bedrooms and a den, lots of parking.
Saugerties
The price is NZ$616
includes taxes & fees
27 Oct - 28 Oct
Country House offers 2 bedrooms and a den, lots of parking.
A cabin with a wooden porch and a bed.

16. Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace

Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace
Tannersville
10.0 out of 10, Exceptional, (1 review)
"Beautiful home, nice stay for the weekend."
United States
Dewey
The price is NZ$1,175
includes taxes & fees
4 Nov - 5 Nov
Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace
A two-story house with a patio area, outdoor seating, and a small tree.

17. The Homestead at Carter Bridge Estate

The Homestead at Carter Bridge Estate
Freehold
10.0 out of 10, Exceptional, (3 reviews)
"This was an excellent home that we stayed in total of six adults. We went to the Gray Fox music festival and it was very close by. The property manager was very responsive and communicative. Highly recommend this house."
United States
ELIZABETH
The price is NZ$2,035
includes taxes & fees
18 Oct - 19 Oct
The Homestead at Carter Bridge Estate
A cozy living room with a white brick fireplace, a round table with a board of cured meats and cheese, two glasses of red wine, and a few potted plants.

18. Cute Cozy Catskill Escape

Cute Cozy Catskill Escape
Tannersville
10.0 out of 10, Exceptional, (1 review)
"This was the most stunning relaxing weekend me and my family had for years. clean and beautiful cozy house beautiful neighbourhood and some nice attractions in the area and most of all the best host you can ever hope for, from making sure everything is alright being responsive right away and what not he had no problem with anything we asked for. It’s a well maintained house and a brand new fridge freezer grill dishwasher dishes everything just perfect so if you are looking for a wonderful time...
United States
Benjamin S.
The price is NZ$1,405
includes taxes & fees
6 Oct - 7 Oct
Cute Cozy Catskill Escape
A kitchen with a central island, bar stools, and pendant lighting.

19. Cozy Catskill Escape

Cozy Catskill Escape
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"Very accommodating host. Great with last minute visits."
United States
Kevin P.
The price is NZ$476
includes taxes & fees
19 Oct - 20 Oct
Cozy Catskill Escape
A kitchen with a stove, cabinets, and a microwave.

20. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Both the house and host were great. The house was in great shape, clean, comfy and with anything we might needed. 100% recommend!!"
United States
Matias
The price is NZ$397
includes taxes & fees
3 Nov - 4 Nov
Butterfly Bungalow Studio · Saugerties/Woodstock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Round Top Hotel Reviews

St. Charles Hotel

St. Charles Hotel

8/10 Good
"The St. Charles hotel is a good place to stay if you are looking for a great location to stay. It's within walking distance of restaurants and close to places to visit. However the WiFi network does kick out a lot."
James 2-night trip
Posted 4 hours ago
St. Charles Hotel

Find out more about Round Top

Round Top Holiday Homes information

Number of reviews
86
Accommodation
767 Holiday Homes
Lowest Price
NZ$397
Highest Price
NZ$2,035