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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec

Featured Cottages in Round Top

Our top choices for Round Top cottages

4 Mi to Dtwn Catskill: Mtn-view Home
Front of property

4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Interior

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Catskills Home, 5 Mins to Windham Mtn Resort!
Interior

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (4)
"This place was awesome. Very clean, nicely appointed, very welcoming. Highly recommend and would definitely stay again. Only downside is that it is a second floor unit and the stairs are a little steep but still totally worth it "
Catskills Home, 5 Mins to Windham Mtn Resort!
Riverfront Hudson Valley Gem w/ Beach Access!
Interior

Riverfront Hudson Valley Gem w/ Beach Access!

3.0 star property
Riverfront Hudson Valley Gem w/ Beach Access!
Creekside Catskills Getaway Near Hunter Mountain
Interior

Creekside Catskills Getaway Near Hunter Mountain

3.0 star property
Creekside Catskills Getaway Near Hunter Mountain
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
Interior

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3.0 star property
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
Private 7-acre Retreat: On-site Pond, Streams
Interior

Private 7-acre Retreat: On-site Pond, Streams

3.0 star property
Private 7-acre Retreat: On-site Pond, Streams
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
Front of property

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was great. Place was as advertised. Great place to stay, can't wait to book it again! Place was clean, easy to get in, has everything you would need for a long weekend getaway to the catskills."
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
Beatrice by Avantstay Charming Catskills Escape
Exterior

Beatrice by Avantstay Charming Catskills Escape

3.0 star property
Beatrice by Avantstay Charming Catskills Escape
Grand Windham Retreat w/ Fire Pit & Game Room
Interior

Grand Windham Retreat w/ Fire Pit & Game Room

3.0 star property
Grand Windham Retreat w/ Fire Pit & Game Room
Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House
Interior

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

3.0 star property
6.0 out of 10, (1)
"The location of the house was very near for food and supplies,yet very private. The inside was very clean and well kept. We enjoyed the quietness and surrounding grounds with views of local wild life. The things that we did not like was the musty - moldy smell when we first got there. Every time you used the water it smelled. Red light on fridge for changing filter. Bought spring water to use for drinking, coffee, and cooking. All reported to host upon departure."
Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Front of property

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
High Peak Heaven: Cozy Log Cabin on 1 Acre!
Interior

High Peak Heaven: Cozy Log Cabin on 1 Acre!

3.0 star property
High Peak Heaven: Cozy Log Cabin on 1 Acre!
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
Interior

Secluded Elka Park Cabin: Hot Tub & Fire Pit!

3.0 star property
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
Interior

Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!

3.0 star property
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Interior

Charming Cottage w/ Yard - 2 Mi to Tinker St!

3.0 star property
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Sleepy Hollow Lake Home w/ Deck, Pool Access!
Interior

Sleepy Hollow Lake Home w/ Deck, Pool Access!

3.0 star property
"The house was convenient to our friend’s wedding venue. It was spacious, clean and comfortable! There were many great amenities that we didn’t have time use due to our schedule and rainy weather."
Sleepy Hollow Lake Home w/ Deck, Pool Access!
Hot Tub: Secluded Hideaway on Sleepy Hollow Lake
Interior

Hot Tub: Secluded Hideaway on Sleepy Hollow Lake

3.0 star property
Hot Tub: Secluded Hideaway on Sleepy Hollow Lake
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
Interior

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

3.0 star property
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
Interior

7 Mi to Kaaterskill Falls: Home w/ Mountain Views!

3.0 star property
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
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

Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

10/10 Excellent
"My husband and me very enjoyed at postcard cabins."
Xiahong 1-night trip
Posted 3 days ago
Postcard Cabins Eastern Catskills

Find out more about Round Top

Find out more about Round Top

Round Top Cottages information

Number of reviews
8
Accommodation
114 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Round Top cost?
Cottages in Round Top range between and 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 114 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.
Why book your cottage in Round Top with Expedia?
We think that travelling should be hassle-free, so if you're looking for cottages in Round Top at a competitive price, Expedia has got your back. Keep costs down and choose a cheap option far from the rush of the city, or splurge on a luxury cottage to really pamper your favourite people.

Explore a world of travel with Expedia

Explore a world of travel with Expedia