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

Our top choices for Round Top vacation rentals

Interior

1. Designer Private Catskills House + Fire Pit

Designer Private Catskills House + Fire Pit
Round Top
The price is AED 775
AED 2,099 total
includes taxes & fees
8 Sep - 9 Sep
Designer Private Catskills House + Fire Pit
TV, fireplace, stereo

2. Catskills Escape! Hot Tub, Massage Chairs & Games

Catskills Escape! Hot Tub, Massage Chairs & Games
Round Top
10.0 out of 10, Exceptional, (11 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 3,810 total
includes taxes & fees
8 Sep - 9 Sep
Catskills Escape! Hot Tub, Massage Chairs & Games
Dining

3. Charming Yacht on Catskill Creek

Charming Yacht on Catskill Creek
Catskill
9.2 out of 10, Wonderful, (16 reviews)
"We had never stayed overnight on a boat before and were a little nervous. Now we can't wait to stay on one again! Melissa and AJ were so accommodating and extremely nice....perfect place to stay if seeing a concert at Catskill Point. They dropped us off at concert and picked us up on pontoon - how fun is that? To wake up to a sunny and serene morning while having coffee on the creek was priceless. I never do reviews but felt compelled to do this one only because if you are having...
United States
Frances K.
The price is AED 479
AED 965 total
includes taxes & fees
4 Sep - 5 Sep
Charming Yacht on Catskill Creek
Exterior

4. 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, (290 reviews)
"Loved my stay at the little cabin, will definitely be returning."
United States
Rosemary
The price is AED 591
AED 797 total
includes taxes & fees
1 Oct - 2 Oct
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

5. Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (12 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is AED 588
AED 1,265 total
includes taxes & fees
8 Sep - 9 Sep
Modern Luxurious Cabin, Catskills - The Tiny Nook
Interior

6. 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 AED 426
AED 1,079 total
includes taxes & fees
14 Sep - 15 Sep
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Bar (on property)

7. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is AED 437
AED 751 total
includes taxes & fees
10 Sep - 11 Sep
Jessie's Harvest House
Bar (on property)

8. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Everything's done online and great food within mins from the stay. Very accommodating and pet friendly! Super easy to communicate and fast response no matter the time! "
United States
Jennie D.
The price is AED 345
AED 640 total
includes taxes & fees
17 Sep - 18 Sep
Jessie's Harvest House Suite
Bar (on property)

9. Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is AED 433
AED 747 total
includes taxes & fees
1 Oct - 2 Oct
Jessie's Harvest House
Property grounds

10. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (33 reviews)
"Excellent stay"
United States
Laura S.
The price is AED 744
AED 1,359 total
includes taxes & fees
7 Sep - 8 Sep
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Terrace/patio

11. 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, (7 reviews)
"Beatiful place "
United States
Benji K.
The price is AED 1,140
AED 2,747 total
includes taxes & fees
7 Sep - 8 Sep
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Exterior

12. '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, (51 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
9 Sep - 10 Sep
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Microwave, stovetop

13. The Innwoods - Studio Apartment 2

The Innwoods - Studio Apartment 2
Tannersville
10.0 out of 10, Exceptional, (5 reviews)
"Room was great, clean and comfortable."
United States
Kenny
The price is AED 579
AED 938 total
includes taxes & fees
4 Sep - 5 Sep
The Innwoods - Studio Apartment 2
Terrace/patio

14. Elegant Studio on Tannersville Main Street

Elegant Studio on Tannersville Main Street
Tannersville
10.0 out of 10, Exceptional, (19 reviews)
"Great location."
United States
Edward P.
The price is AED 501
AED 938 total
includes taxes & fees
7 Sep - 8 Sep
Elegant Studio on Tannersville Main Street
Outdoor dining

15. 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 AED 661
AED 1,316 total
includes taxes & fees
9 Sep - 10 Sep
Charming Cottage in the Heart of Catskill & Pet Friendly
Terrace/patio

16. Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Catskill
10.0 out of 10, Exceptional, (3 reviews)
"AMAZING HOUSE FOR COUPKES AND 2 couples!!!! Amazing vibes and area. Host responds VERY quickly and is keen to help out all the time"
United States
Michael Z.
The price is AED 731
AED 1,698 total
includes taxes & fees
9 Sep - 10 Sep
Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Interior

17. Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.4 out of 10, Exceptional, (30 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is AED 658
AED 1,492 total
includes taxes & fees
10 Sep - 11 Sep
Spacious Catskill Mountains ski cabin with fire pit
Exterior

18. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (31 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is AED 477
AED 817 total
includes taxes & fees
8 Sep - 9 Sep
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Exterior

19. Stylish Studio on Main Street in Tannersville

Stylish Studio on Main Street in Tannersville
Tannersville
10.0 out of 10, Exceptional, (6 reviews)
"The place is clean, well maintained, easy to find and right in town by the main road."
United States
Mohamed H.
The price is AED 463
AED 889 total
includes taxes & fees
21 Sep - 22 Sep
Stylish Studio on Main Street in Tannersville
Exterior

20. 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, (41 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 595
AED 1,329 total
includes taxes & fees
8 Sep - 9 Sep
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"The rooms are very nice and new. You can tell a lot of work was put in to redesigning this hotel. The grounds are well kept and beautiful. The breakfast is simple but effective, but most importantly the property itself is very well-maintained and the rooms are really nice."
Enrique 1-night trip
Posted 1 hour ago
Hotel Vienna

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?

Swim. Float. Fish. on private waterfront w/Hot Tub.Fire Pit.Views. Hiking.Games.: This vacation home rental outside of Round Top is located on a lake and has an outdoor pool, a fireplace, 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. It offers a patio, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Round Top?

Choose from 11 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.