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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Round Top cottages

A covered porch with a wooden bench, a wicker chair, and a sofa with cushions.

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

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (21 reviews)
"Artsy, comfortable and cozy cottage in a country setting. Love the deck for grilling! This was our second time here and we hope to be back again!"
United States
Laura G.
The price is NZ$577
includes taxes & fees
16 Nov - 17 Nov
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
A single-story house with a dark exterior, a chimney, and a small window.

2. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
The price is NZ$873
includes taxes & fees
16 Nov - 17 Nov
Cozy 2-bedroom cottage in enchanting Catskill Mountains
A kitchen with a central island, white cabinetry, a stove, and a sink. There is a staircase leading to another level.

3. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (17 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is NZ$440
includes taxes & fees
14 Dec - 15 Dec
Charming loft cottage in tranquil Germantown with WiFi, AC
A single-story house with a black front door, two windows on either side, and two black trash bins in front.

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

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (31 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
United States
Dave P.
The price is NZ$630
includes taxes & fees
15 Nov - 16 Nov
Charming Cottage in the Heart of Catskill & Pet Friendly
A wooden deck with a railing, leading to a covered area with a view of a road and greenery.

5. Game Room & Fire Pit! Creekside Catskills Retreat

Game Room & Fire Pit! Creekside Catskills Retreat
3.0 star property
Tannersville
Game Room & Fire Pit! Creekside Catskills Retreat
A wooden cabin surrounded by lush greenery and trees.

6. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (309 reviews)
"perfect for a quiet getaway for 2."
United States
Anonymous traveller
The price is NZ$539
includes taxes & fees
15 Nov - 16 Nov
Streamside Cottage Half Mile to Town of Woodstock
A wooden deck with a white railing, surrounded by lush green trees.

7. Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (25 reviews)
"Great stay, lovely place, friendly host. Everything was perfect!"
United States
Taylor
The price is NZ$966
includes taxes & fees
17 Nov - 18 Nov
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
A wooden deck with a table and chairs, overlooking a snowy landscape with bare trees.

8. Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Shandaken
10.0 out of 10, Exceptional, (2 reviews)
"It was a charming and cozy cabin nested in the woods. Perfect size for two people."
United States
afsoon p.
The price is NZ$331
includes taxes & fees
7 Dec - 8 Dec
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
A snow-covered ground with footprints leading to a house with a solar panel roof.

9. Tiny House on Walnut Grove

Tiny House on Walnut Grove
Ashland
4.0 out of 10, (2 reviews)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
The price is NZ$741
includes taxes & fees
25 Nov - 26 Nov
Tiny House on Walnut Grove
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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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
A mountainous landscape with dense forests and a rocky cliff.

Top reviews in Round Top

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

Hotel Mountain Brook

Hotel Mountain Brook
Tannersville

10/10 Excellent

Spectacular lodge atmosphere. Run by the owners who have created a wonderful place. Charming high quality tasteful deco in a beautiful natural setting.
Australia
Anonymous traveller
Reviewed March 28, 2018
Hotel Mountain Brook

Frequently Asked Questions

How much do cottages in Round Top cost?

Cottages in Round Top range between NZ$330 and NZ$966 per night. These retreats offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Round Top?

Choose from cottages in Round Top. Whether you're taking a trip with the little ones or planning a retreat with your closest amigos, Expedia will help you find the ideal space to reconnect with nature.

What is there to do in Round Top near my cottage?

If you're eager to discover the sights of Round Top, check out Blackhead Mountain Country Club. It's a hit with locals and visitors alike.