A mountainous landscape with dense forests and a rocky cliff.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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)
"The property was just as described, very private and cozy. We enjoyed the large balcony as well as the yard. There were also several nice hiking trails close by. Overall we were very happy with our stay."
United States
Ryan P.
The price is AU$434
includes taxes & fees
28 Sept - 29 Sept
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, (1 review)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
The price is AU$721
includes taxes & fees
28 Sept - 29 Sept
Cozy 2-bedroom cottage in enchanting Catskill Mountains
A kitchen with white cabinetry, granite countertops, and a window with blinds.

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, (14 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is AU$366
includes taxes & fees
30 Sept - 1 Oct
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, (26 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 AU$506
includes taxes & fees
28 Sept - 29 Sept
Charming Cottage in the Heart of Catskill & Pet Friendly
A wooden deck with a white railing, surrounded by lush green trees.

5. 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, (24 reviews)
"Great stay, lovely place, friendly host. Everything was perfect!"
United States
Taylor
The price is AU$797
includes taxes & fees
28 Sept - 29 Sept
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
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, (299 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is AU$451
includes taxes & fees
28 Sept - 29 Sept
Streamside Cottage Half Mile to Town of Woodstock
An outdoor patio with a fire pit, a grill, and outdoor furniture.

7. Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Stottville
The price is AU$538
includes taxes & fees
28 Sept - 29 Sept
Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
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

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

10/10 Excellent
"The property is set in a small quaint area overlooking the river. The hotel and additional buildings are really pretty and our room was huge and comfortable for three people. The staff were attentive, the beds were comfortable, and the shower hot. We were going to a show at the Basilica Hudson so although it was a short stay, it was wonderful and would highly recommend. We didn’t partake in the restaurant, live music or breakfast, but all seemed to be a great addition."
Megan 1-night trip
Posted 2 hours ago
voco James Newbury Hudson Valley by IHG

Find out more about Round Top

Round Top Cottages information

Number of reviews
361
Accommodation
185 Cottages
Lowest Price
AU$366
Highest Price
AU$797

Frequently asked questions

How much do cottages in Round Top cost?
Cottages in Round Top range between AU$366 and AU$797 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. This price was 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.
What is there to do in Round Top near my cottage?
Round Top has enough experiences and sights to keep you on the hop for weeks, starting with Hunter Mountain. Kaaterskill Falls, Bailiwick Ranch and Discovery Zoo and Indian Head Mountain are other fantastic attractions. If you have more time, Blackhead Mountain Country Club and Platte Clove Preserve - Catskill Centre are worthwhile additions to your itinerary.