Round Top Holiday Rentals

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Our top choices for Round Top holiday rentals

1. Modern Family Retreat in the Catskills Wilderness

Modern Family Retreat in the Catskills Wilderness
Round Top
10.0 out of 10, Exceptional, (1 review)
The price is NZ$911
includes taxes & fees
15 Nov - 16 Nov
Modern Family Retreat in the Catskills Wilderness

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)
"Nice and clean! Just like the pictures and a great place to stay for a family hiking trip. Will totally book again!"
United States
Gougeon U.
The price is NZ$1,816
includes taxes & fees
10 Dec - 11 Dec
Catskills Escape! Hot Tub, Massage Chairs & Games

3. 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, (346 reviews)
"Everything was perfect nice and quiet and peaceful the stay there was amazing highly recommend if you want some alone time from the world🙏"
United States
Mike
The price is NZ$403
includes taxes & fees
13 Dec - 14 Dec
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

4. 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, (8 reviews)
"This property is fabulous! clean, quiet ,spacious with amenities like hot tub and game room that were clean and well maintained. The picturesque towns and spectacular mountain views, made this one of our most memorable vacations! The host was easy to contact, and detail oriented. TWO THUMBS UP, and a most enthusiastic recommendation! WELL DONE!"
United States
john
The price is NZ$1,080
includes taxes & fees
15 Nov - 16 Nov
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

5. Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (16 reviews)
"The perfect stay in the Catskills! Everything looked just like the pictures. Clean, easy access to restaurants close by, and Daniel was very easy to communicate with. Highly recommend!"
United States
Amanda
The price is NZ$586
includes taxes & fees
1 Dec - 2 Dec
Modern Luxurious Cabin, Catskills - The Tiny Nook

6. Catskills Stone Getaway - 6BR, Sleeps 14, Game Room, Firepit, Near Skiing

Catskills Stone Getaway - 6BR, Sleeps 14, Game Room, Firepit, Near Skiing
Purling
The price is NZ$890
includes taxes & fees
15 Nov - 16 Nov
Catskills Stone Getaway - 6BR, Sleeps 14, Game Room, Firepit, Near Skiing

7. Modern getaway in Catskills

Modern getaway in Catskills
Cairo
10.0 out of 10, Exceptional, (17 reviews)
"Absolutely stunning home."
United States
Deborah K.
The price is NZ$1,539
includes taxes & fees
13 Nov - 14 Nov
Modern getaway in Catskills

8. A-Frame w/ Big Yard - 15 min to Hudson, NY

A-Frame w/ Big Yard - 15 min to Hudson, NY
Catskill
10.0 out of 10, Exceptional, (4 reviews)
"Lovely home with a thoughtful and comfortable design."
United States
Waajid S.
The price is NZ$741
includes taxes & fees
15 Nov - 16 Nov
A-Frame w/ Big Yard - 15 min to Hudson, NY

9. Gather Greene

Gather Greene
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (5 reviews)
"The room was spotless and very cozy! Everything was perfect, the scenery the smell, the atmosphere…EVRYTHING! The staff on the property were extremely friendly and generously helpful! Would 100% recommend for a couple’s getaway! Parking wasn’t a problem at all as well! Short walking distance to the cabins and back."
United States
Jabari
The price is NZ$531
includes taxes & fees
4 Dec - 5 Dec
Gather Greene

10. Bear House Catskills | Hot Tub, Pond, Fishing & Skiing

Bear House Catskills | Hot Tub, Pond, Fishing & Skiing
Cairo
10.0 out of 10, Exceptional, (13 reviews)
"It was amazing!"
United States
George G.
The price is NZ$1,324
includes taxes & fees
19 Nov - 20 Nov
Bear House Catskills | Hot Tub, Pond, Fishing & Skiing

11. 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, (21 reviews)
"Artsy, comfortable and cozy cottage in a country setting. Love the deck for grilling! This was our second time here and we hope to be back again!"
United States
Laura G.
The price is NZ$561
includes taxes & fees
1 Dec - 2 Dec
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

12. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (34 reviews)
"Excellent stay"
United States
Laura S.
The price is NZ$633
includes taxes & fees
21 Nov - 22 Nov
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

13. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (197 reviews)
"Great stay"
United States
George
The price is NZ$160
includes taxes & fees
16 Nov - 17 Nov
Micosta Leisure Inn

14. Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
East Jewett
10.0 out of 10, Exceptional, (17 reviews)
"Great spot tucked away in the woods! Hot tub and Sauna were lovely! The whole place was a wonderful getaway! Host was very responsive when we had questions. Make sure to screenshot/save the door code before you arrive as the cell service to pull up VRBO was very limited upon arrival."
United States
Erin M.
The price is NZ$1,067
includes taxes & fees
18 Nov - 19 Nov
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

15. Secluded Catskills cabin on a private road.

Secluded Catskills cabin on a private road.
Greenville
10.0 out of 10, Exceptional, (30 reviews)
"Great spot to relax, super clean, good communication. "
United States
Philip S.
The price is NZ$611
includes taxes & fees
15 Nov - 16 Nov
Secluded Catskills cabin on a private road.

16. 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, (31 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 NZ$623
includes taxes & fees
15 Nov - 16 Nov
Charming Cottage in the Heart of Catskill & Pet Friendly

17. Creekside Couple's Escape w/Hot tub, Sauna Near Lake

Creekside Couple's Escape w/Hot tub, Sauna Near Lake
East Jewett
Creekside Couple's Escape w/Hot tub, Sauna Near Lake

18. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.4 out of 10, Very good, (7 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is NZ$342
includes taxes & fees
16 Nov - 17 Nov
Jessie's Harvest House

19. Catskills Windham Hunter Mountain Cabin Getaway

Catskills Windham Hunter Mountain Cabin Getaway
Maplecrest
9.0 out of 10, Wonderful, (29 reviews)
"We loved the location, king sized beds in each room and 4 bathrooms. Everything was clean, the kitchen had everything we needed to cook and feed the 11 of us comfortably. The hot tub was a huge hit!"
United States
Barbara G.
The price is NZ$1,247
includes taxes & fees
15 Nov - 16 Nov
Catskills Windham Hunter Mountain Cabin Getaway

20. Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (31 reviews)
"It was a great place to unwind."
United States
Alison D.
The price is NZ$688
includes taxes & fees
25 Nov - 26 Nov
Spacious Catskill Mountains ski cabin with fire pit
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.

Find holiday rentals that suit your style

Top Round Top Hotel Reviews

Find out more about Round Top

Everything you need to know about Round Top holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Round Top holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Round Top holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Round Top holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Round Top. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Round Top holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Round Top holiday rentals we have selected for you start as low as NZ$159 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Round Top rentals

At Expedia, we put the best Round Top holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Round Top rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Round Top holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Round Top. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Round Top?

Yes, there are holiday rentals close to the most popular sights in Round Top, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Round Top has to offer?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This holiday home rental outside of Round Top is located in a rural location, and offers a patio, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Round Top?

Choose from 11 Expedia holiday rentals in Round Top for a memorable holiday.

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 wider area, you’ll find Catskill State Park and North-South Lake Campground & Day Use Area.

What’s a holiday rental in Round Top like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Round Top. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.

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