A mountainous landscape with dense forests and a rocky cliff.

Search Round Top Cottage Rentals from CA $360

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Round Top cottages

Terrace/patio

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, (19 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 CA $161
CA $408 total
includes taxes & fees
Sep 14 - Sep 15
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

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 CA $333
CA $709 total
includes taxes & fees
Sep 7 - Sep 8
Cozy 2-bedroom cottage in enchanting Catskill Mountains
Exterior

3. 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, (25 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 CA $249
CA $491 total
includes taxes & fees
Sep 7 - Sep 8
Charming Cottage in the Heart of Catskill & Pet Friendly
Interior

4. 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 CA $173
CA $360 total
includes taxes & fees
Sep 23 - Sep 24
Charming loft cottage in tranquil Germantown with WiFi, AC
Property grounds

5. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (296 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveller
The price is CA $198
CA $434 total
includes taxes & fees
Sep 7 - Sep 8
Streamside Cottage Half Mile to Town of Woodstock
Outdoor dining

6. 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, (23 reviews)
"Good location at Catskills area. Family friendly, large back yard that has access to the nearby creek."
United States
Yichen
The price is CA $497
CA $785 total
includes taxes & fees
Sep 7 - Sep 8
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Terrace/patio

7. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is CA $253
CA $433 total
includes taxes & fees
Sep 8 - Sep 9
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"The check in Staff Chiara was very helpful to move the airstream next to my friend’s family even though it was full occupancy so we can do the bbq together. Well equipped to a bbq without bringing the gear and utensils."
Eileen 1-night trip
Posted 12 hours ago
AutoCamp Catskills

Find out more about Round Top

Round Top Cottages information

Number of reviews
426
Accommodation
188 Cottages
Lowest Price
CA $360
Highest Price
CA $785

Frequently asked questions

How much do cottages in Round Top cost?
Cottages in Round Top range between CA $360 and CA $785 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 188 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 traveling 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 favorite people.
How can I find cheap cottages in Round Top?
With Expedia's handy filter tool, booking cheap cottages in Round Top has never been simpler. To view properties that are very pocket friendly, tailor your search results by star rating, amenities and budget.
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.

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