A mountainous landscape with dense forests and a rocky cliff.

Round Top Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Round Top vacation rentals

Interior

Designer Private Catskills House + Fire Pit

Designer Private Catskills House + Fire Pit
Round Top
The price is ￥35,664
￥93,022 total
includes taxes & fees
Jul 1 - Jul 2
Designer Private Catskills House + Fire Pit
TV, fireplace, stereo

Catskills Escape! Hot Tub, Massage Chairs & Games

Catskills Escape! Hot Tub, Massage Chairs & Games
Round Top
10.0 out of 10, Exceptional, (9 reviews)
"The house is in immaculate condition! Our party had an amazing time and we were so impressed by the cleanliness and modern amenities. We cannot wait to return!"
United States
Flora D.
The price is ￥105,131
￥167,585 total
includes taxes & fees
Jul 1 - Jul 2
Catskills Escape! Hot Tub, Massage Chairs & Games
Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (252 reviews)
"Really great location and near great area."
United States
Sherwin
The price is ￥32,224
￥41,797 total
includes taxes & fees
Jul 7 - Jul 8
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very Good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is ￥20,218
￥26,267 total
includes taxes & fees
Jul 22 - Jul 23
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
10.0 out of 10, Exceptional, (3 reviews)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
The price is ￥18,438
￥27,897 total
includes taxes & fees
Jul 8 - Jul 9
Woods Cabin-Kingston/Woodstock, NY.
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (155 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
The price is ￥22,419
￥25,107 total
includes taxes & fees
Jul 20 - Jul 21
Micosta Leisure Inn
Sauna

Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is ￥15,284
￥26,988 total
includes taxes & fees
Jul 8 - Jul 9
Vintage camper on small farm
Outdoor dining

Private Yacht on Catskill Creek

Private Yacht on Catskill Creek
Catskill
9.8 out of 10, Exceptional, (28 reviews)
"Host was very responsive and ensured a fun stay for us."
United States
Yannie C.
The price is ￥24,018
￥46,102 total
includes taxes & fees
Jul 7 - Jul 8
Private Yacht on Catskill Creek
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.6 out of 10, Exceptional, (9 reviews)
"Great place to get away. "
United States
Joshua
The price is ￥19,108
￥45,703 total
includes taxes & fees
Jul 5 - Jul 6
Cozy Cabin-Catskills secluded Mountain retreat
Property grounds

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (55 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is ￥15,867
￥21,392 total
includes taxes & fees
Jul 5 - Jul 6
All comforts of home
Outdoor dining

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, (24 reviews)
"Clean and cozy with great amenities! Would come back!"
United States
Kristen B.
The price is ￥29,113
￥57,967 total
includes taxes & fees
Jul 8 - Jul 9
Charming Cottage in the Heart of Catskill & Pet Friendly
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (16 reviews)
"Everything was perfect!"
United States
Jen C.
The price is ￥18,734
￥52,373 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Waterfall Oasis + Firepit
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (24 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is ￥29,002
￥64,899 total
includes taxes & fees
Jul 1 - Jul 2
Spacious Catskill Mountains ski cabin with fire pit
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (32 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
The price is ￥32,752
￥59,653 total
includes taxes & fees
Jul 7 - Jul 8
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Outdoor spa tub

Romantic Catskill Getaway | HotTub w/Mountain View

Romantic Catskill Getaway | HotTub w/Mountain View
Prattsville
10.0 out of 10, Exceptional, (3 reviews)
"Really beautiful place"
United States
Ramsey
The price is ￥31,350
￥68,370 total
includes taxes & fees
Jul 1 - Jul 2
Romantic Catskill Getaway | HotTub w/Mountain View
Interior

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (88 reviews)
"Perfect for us passing through"
United States
Chris S.
The price is ￥27,690
￥43,164 total
includes taxes & fees
Jul 14 - Jul 15
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Interior

Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.4 out of 10, Exceptional, (10 reviews)
"Such a cute little cabin. Great place to get some rest to break up a long drive. "
United States
Anonymous traveler
The price is ￥16,814
￥21,653 total
includes taxes & fees
Jul 6 - Jul 7
Magic Forest Farm's Enchanted Cabin
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is ￥17,177
￥22,862 total
includes taxes & fees
Jul 5 - Jul 6
All the comforts of home
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is ￥24,484
￥47,460 total
includes taxes & fees
Jul 6 - Jul 7
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (17 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is ￥18,709
￥50,324 total
includes taxes & fees
Jul 7 - Jul 8
Peaceful Cabin w/ Fire Pit & Creek Access
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

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Very well run facility, loved our stay"
Michael 1-night trip
Posted 18 hours ago
Hampton Inn Kingston

Find out more about Round Top

Search for holiday rentals in Round Top on Expedia! You can easily find your home rentals, villas, holiday apartments in Round Top using one of the methods below:

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Look no further and take a look at our great range of rental properties in Round Top!

Frequently asked questions

Are there vacation rentals in Round Top?

Yes, we have vacation rentals near the most popular local attractions in Round Top, or you can choose a more secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the mountain landscape in Round Top. Make sure you have time to check out the ski areas and golf courses during your trip.

What's the top vacation rental that Round Top has to offer?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This vacation home rental outside of Round Top is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Round Top?

Choose from 10 Expedia vacation rentals in Round Top for a memorable vacation.

What’s there to see and do in Round Top?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Kaaterskill Falls. In the larger area, you’ll find Catskill State Park and North-South Lake Campground & Day Use Area.

What’s a vacation rental in Round Top like?

Vacation rentals are private properties where you can stay for a couple of days or more in Round Top. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.