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
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Round Top vacation rentals

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, (10 reviews)
"Very nice house. The rooms were very clean and the host gets back to text messages very quickly."
United States
Sehan R.
The price is AED 2,387
AED 3,762 total
includes taxes & fees
26 Jul - 27 Jul
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, (258 reviews)
"The experience was wonderful. Great and peaceful place."
United States
Seung Jae
The price is AED 654
AED 865 total
includes taxes & fees
17 Aug - 18 Aug
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 AED 413
AED 545 total
includes taxes & fees
22 Jul - 23 Jul
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (26 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is AED 848
AED 1,718 total
includes taxes & fees
3 Aug - 4 Aug
Spacious Catskill Mountains ski cabin with fire pit
Sauna

Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is AED 347
AED 613 total
includes taxes & fees
19 Jul - 20 Jul
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 AED 545
AED 1,047 total
includes taxes & fees
21 Jul - 22 Jul
Private Yacht on Catskill Creek
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)
"Excellent stay"
United States
Laura S.
The price is AED 744
AED 1,355 total
includes taxes & fees
19 Jul - 20 Jul
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (5 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is AED 419
AED 745 total
includes taxes & fees
20 Jul - 21 Jul
Woods Cabin-Kingston/Woodstock, NY.
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
10.0 out of 10, Exceptional, (2 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is AED 566
AED 906 total
includes taxes & fees
21 Jul - 22 Jul
Jessie's Harvest House
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 AED 433
AED 1,037 total
includes taxes & fees
19 Jul - 20 Jul
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 AED 360
AED 486 total
includes taxes & fees
26 Jul - 27 Jul
All 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 AED 551
AED 1,084 total
includes taxes & fees
20 Jul - 21 Jul
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Property grounds

Secluded Catskills cabin on a private road.

Secluded Catskills cabin on a private road.
Greenville
10.0 out of 10, Exceptional, (28 reviews)
"Great spot to relax, super clean, good communication. "
United States
Philip S.
The price is AED 661
AED 1,230 total
includes taxes & fees
19 Jul - 20 Jul
Secluded Catskills cabin on a private road.
Terrace/patio

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Cairo
10.0 out of 10, Exceptional, (6 reviews)
"Beatiful place "
United States
Benji K.
The price is AED 926
AED 2,495 total
includes taxes & fees
20 Jul - 21 Jul
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is AED 281
AED 502 total
includes taxes & fees
19 Jul - 20 Jul
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (157 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 AED 509
AED 570 total
includes taxes & fees
19 Jul - 20 Jul
Micosta Leisure Inn
Interior

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

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.6 out of 10, Exceptional, (17 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
The price is AED 597
AED 1,275 total
includes taxes & fees
17 Aug - 18 Aug
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Interior

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, (11 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is AED 533
AED 926 total
includes taxes & fees
18 Aug - 19 Aug
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.2 out of 10, Wonderful, (26 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is AED 459
AED 793 total
includes taxes & fees
19 Jul - 20 Jul
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.6 out of 10, Exceptional, (40 reviews)
"We Absolutely loved our weekend stay here! Beautiful property and just as described!!! Will definitely be back!!!"
United States
Jessica R.
The price is AED 753
AED 1,497 total
includes taxes & fees
2 Aug - 3 Aug
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
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 property is amazing. The staff was great. The property is near everything. Going back in 2 months"
Darrien 2-night trip
Posted 1 hour ago
AutoCamp Catskills

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.