Round Top Vacation Rentals from CA $112: Short-Term Rentals for 2026

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

Modern Luxurious Cabin, Catskills - The Tiny Nook : This vacation 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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Our top choices for Round Top vacation 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

CA $726 total

includes taxes & fees

Nov 16 - Nov 17

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

Gougeon U.

CA $1,449 total

includes taxes & fees

Nov 16 - Nov 17

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

Darryl

CA $293 total

includes taxes & fees

Dec 10 - Dec 11

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

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

Cairo

john

CA $871 total

includes taxes & fees

Nov 12 - Nov 13

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

5. Modern Luxurious Cabin, Catskills - The Tiny Nook

Catskill

Amanda

CA $464 total

includes taxes & fees

Dec 1 - Dec 2

A modern kitchen with white cabinetry, a marble countertop, stainless steel appliances, and a flat-screen TV mounted above the island.

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

Purling

CA $711 total

includes taxes & fees

Dec 7 - Dec 8

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

7. Modern getaway in Catskills

Cairo

Deborah K.

CA $1,236 total

includes taxes & fees

Nov 12 - Nov 13

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

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

Catskill

Waajid S.

CA $597 total

includes taxes & fees

Nov 12 - Nov 13

A cabin with a triangular window, wooden walls, and a bed with pillows.

9. Gather Greene

Coxsackie

Jabari

CA $417 total

includes taxes & fees

Dec 11 - Dec 12

A bedroom with a large bed, bedside tables, a bench, and a wall-mounted lamp.

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

Cairo

George G.

CA $1,164 total

includes taxes & fees

Nov 17 - Nov 18

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

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

Catskill

Laura G.

CA $442 total

includes taxes & fees

Nov 16 - Nov 17

A hammock between two trees, a wooden gazebo, and a grassy area with a view of the landscape.

12. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Palenville

Laura S.

CA $498 total

includes taxes & fees

Nov 12 - Nov 13

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

13. Micosta Leisure Inn

Hudson

George

CA $126 total

includes taxes & fees

Nov 12 - Nov 13

A wooden cabin with a deck, a hot tub, and a chimney.

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

East Jewett

Jennifer C.

CA $866 total

includes taxes & fees

Nov 18 - Nov 19

A garden with a wooden pergola and a dining area with chairs and a table.

15. Secluded Catskills cabin on a private road.

Greenville

Philip S.

CA $485 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with a stainless steel refrigerator, a dining table with placemats, and a vase with dried flowers.

16. Charming Cottage in the Heart of Catskill & Pet Friendly

Catskill

Dave P.

CA $511 total

includes taxes & fees

Nov 12 - Nov 13

A spacious room with a large bed, a dining area, and a kitchen.

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

East Jewett

CA $846 total

includes taxes & fees

Dec 9 - Dec 10

A room with a large window, two white chairs, a small round table with a bottle and glasses, and a floor lamp.

18. Jessie's Harvest House

Tannersville

David R.

CA $269 total

includes taxes & fees

Nov 16 - Nov 17

A wooden cabin with a stone chimney, surrounded by autumn foliage and a clear sky.

19. Catskills Windham Hunter Mountain Cabin Getaway

Maplecrest

Barbara G.

CA $1,019 total

includes taxes & fees

Nov 12 - Nov 13

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

20. Spacious Catskill Mountains ski cabin with fire pit

Maplecrest

Alison D.

CA $541 total

includes taxes & fees

Nov 12 - Nov 13

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Find vacation rentals that suit your style

Top Round Top Hotel Reviews

A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.

Crystal Brook Resort & Mountain Brauhaus

Round Top

10/10 Excellent

We arrived at Crystal Brook Mountain resort after having stayed at a 5 star resort in Cape Cod. I can honestly say the staff at the 5 star resort could learn a thing or two from the staff at Crystal Brook. Wendy was friendly, helpful and very accommodating. The staff at the restaurant and in the dining area were friendly and accommodating. Loved the selection for breakfast and being able to have what we wanted. Very few resorts still offer this option. Worked well with 4 kids. This was our...

beverly

A wooden table with a bottle of wine, two glasses, and a lit fire pit.

Hunter Lodge, a Bluebird by Lark

Hunter

10/10 Excellent

David

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

Hotel Mountain Brook

Tannersville

10/10 Excellent

Julien

A modern kitchen with a built-in oven, microwave, and stainless steel range hood.

Howard Hotel

Hudson

10/10 Excellent

Alexandra

A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Excellent

Martin

A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

SunView Motel

Tannersville

10/10 Excellent

Esther

Micosta Leisure Inn

Hudson

10/10 Excellent

Jason

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

AutoCamp Catskills

Saugerties

10/10 Excellent

Dan

A multi-story building with outdoor seating and a stone-paved patio.

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

10/10 Excellent

Adrian

A park with Adirondack chairs and a table, surrounded by trees.

Mountain Treasure B&B

Maplecrest

10/10 Excellent

We wished to spend some time in the Catskills and were looking for a countryside setting. The B&B building is very old and a former tavern in olden days which has been totally renovated. The rooms are small but comfortable. We took the opportunity to upgrade to a king size in order to obtain a little larger room. Our host was very welcoming and pleasant and was able to give information on interesting drives, hikes and restaurants.

Alice

Find out more about Round Top

Everything you need to know about Round Top vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Round Top vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Round Top vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Round Top vacation rentals we have selected for you start as low as CA $112 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 vacation 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 vacation.

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 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?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This vacation 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 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.

Round Top Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Round Top vacation 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~HotTub*GameRm*20-min to Ski

5. Modern Luxurious Cabin, Catskills - The Tiny Nook

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

7. Modern getaway in Catskills

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

9. Gather Greene

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

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

12. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

13. Micosta Leisure Inn

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

15. Secluded Catskills cabin on a private road.

16. Charming Cottage in the Heart of Catskill & Pet Friendly

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

18. Jessie's Harvest House

19. Catskills Windham Hunter Mountain Cabin Getaway

20. Spacious Catskill Mountains ski cabin with fire pit

Find vacation rentals that suit your style

Top Round Top Hotel Reviews

Crystal Brook Resort & Mountain Brauhaus

10/10 Excellent

Find out more about Round Top

Round Top vacation rentals: An excellent choice for every season

How to find incredible deals on Round Top rentals

Frequently Asked Questions

Are there vacation rentals in Round Top?

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

How many vacation rentals are there in Round Top?

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

What’s a vacation rental in Round Top like?

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