Holiday Rentals Round Top from £83: Find Short-Term Rentals & Holiday Accommodations

Q: 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.

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In two weeks

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Our top choices for Round Top holiday rentals

A bedroom with a bed, a desk, and a chair, a large window with a view of a forest, and a sliding glass door leading to a balcony with a chair.

1. Modern Family Retreat in the Catskills Wilderness

Round Top

includes taxes & fees

1 Oct - 2 Oct

A modern living room with a large sectional sofa, a potted plant, and a flat-screen TV mounted on the wall.

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

Round Top

Sehan R.

includes taxes & fees

12 Oct - 13 Oct

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

3. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

Yeudin

includes taxes & fees

5 Oct - 6 Oct

A hot tub with a wooden deck and a covered patio area.

4. Amenity-Rich Fun Cabin~HotTubGameRm20-min to Ski

Cairo

Benji K.

A forested landscape with a wooden structure in the foreground.

5. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Palenville

Laura S.

includes taxes & fees

4 Oct - 5 Oct

A spacious living room with a sectional sofa, a coffee table, and a rug.

6. Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking

Catskill

Kristen C.

includes taxes & fees

6 Oct - 7 Oct

A cozy living room with a fireplace, leather sofa, and a large window with arched top.

7. Bear House Catskills: Private Pool, Pond, Hot Tub, Fire Pit, Dog-Friendly

Cairo

Andy F.

includes taxes & fees

4 Oct - 5 Oct

A fireplace with a stone wall, a stack of firewood, and a bookshelf with books.

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

Catskill

Ryan P.

includes taxes & fees

13 Oct - 14 Oct

9. Cozy Mountain Getaway - Hot Tub - Grill - Fire Pit

Tannersville

Kathleen D.

includes taxes & fees

27 Oct - 28 Oct

A cozy cabin interior with a wooden interior, a spiral staircase, a kitchen area, and a seating area with a view.

10. Spacious Catskill Mountains ski cabin with fire pit

Maplecrest

Lily

includes taxes & fees

4 Oct - 5 Oct

A cabin with a large deck, multiple windows, and a fire pit.

11. Modern Luxurious Cabin, Catskills - The Tiny Nook

Catskill

Saul

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with white cabinetry, a black marble countertop, and a central island with a bowl of plants.

12. Modern getaway in Catskills

Cairo

Ken B.

includes taxes & fees

1 Oct - 2 Oct

A cozy living room with a white brick fireplace, a round table with a board of cured meats and cheese, two glasses of red wine, and a few potted plants.

13. Cute Cozy Catskill Escape

Tannersville

"This was the most stunning relaxing weekend me and my family had for years. clean and beautiful cozy house beautiful neighbourhood and some nice attractions in the area and most of all the best host you can ever hope for, from making sure everything is alright being responsive right away and what not he had no problem with anything we asked for. It’s a well maintained house and a brand new fridge freezer grill dishwasher dishes everything just perfect so if you are looking for a wonderful time...

Benjamin S.

includes taxes & fees

12 Oct - 13 Oct

14. Windham NY Escape

Hensonville

Miguel

includes taxes & fees

13 Oct - 14 Oct

A bar area with wooden stools, a bar counter, shelves of bottles, a television, and a sign for drink specials.

15. Jessie's Harvest House

Tannersville

David R.

includes taxes & fees

1 Oct - 2 Oct

A deck with two Adirondack chairs, a table, and a sliding glass door leading to an interior space with a dining table and chairs.

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

Catskill

Waajid S.

includes taxes & fees

26 Oct - 27 Oct

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

17. Micosta Leisure Inn

Hudson

Kim

includes taxes & fees

1 Oct - 2 Oct

18. Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace

Tannersville

Dewey

includes taxes & fees

28 Oct - 29 Oct

A house with a front porch, a red door, and a small balcony.

19. Tannersville 1BR on Main Street, sleeps 3

Tannersville

Ed P.

includes taxes & fees

7 Oct - 8 Oct

A log cabin with a porch, a staircase, and a garage.

20. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

alain

includes taxes & fees

1 Oct - 2 Oct

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Top Round Top Hotel Reviews

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

8/10 Good

"The continental breakfast was typical. The coffee was fantastic though - freshly ground beans and brewed by the cup. The shower water pressure and temperature were average at best. Beautiful view if your room is on the back side of the building. Easy to locate and park."

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"The property is set in a small quaint area overlooking the river. The hotel and additional buildings are really pretty and our room was huge and comfortable for three people. The staff were attentive, the beds were comfortable, and the shower hot. We were going to a show at the Basilica Hudson so although it was a short stay, it was wonderful and would highly recommend. We didn’t partake in the restaurant, live music or breakfast, but all seemed to be a great addition."

Emerson Resort & Spa

10/10 Excellent

"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"

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, apart-hotels, 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 £83 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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Check prices for these dates

Our top choices for Round Top holiday rentals

1. Modern Family Retreat in the Catskills Wilderness

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

3. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

4. Amenity-Rich Fun Cabin~HotTubGameRm20-min to Ski

5. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

6. Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking

7. Bear House Catskills: Private Pool, Pond, Hot Tub, Fire Pit, Dog-Friendly

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

9. Cozy Mountain Getaway - Hot Tub - Grill - Fire Pit

10. Spacious Catskill Mountains ski cabin with fire pit