Round Top Vacation Rentals

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Round Top vacation rentals

Interior

Modern Family Retreat in the Catskills Wilderness

Modern Family Retreat in the Catskills Wilderness
Round Top
$479 nightly
The price is $517
May 27 - May 28
Total with taxes and fees
Modern Family Retreat in the Catskills Wilderness
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, (8 reviews)
"The house is in immaculate condition! Our party had an amazing time and we were so impressed by the cleanliness and modern amenities. We cannot wait to return!"
United States
Flora D.
$948 nightly
The price is $1,004
May 27 - May 28
Total with taxes and fees
Catskills Escape! Hot Tub, Massage Chairs & Games
Property grounds

Beautiful Yacht on Catskill Creek

Beautiful Yacht on Catskill Creek
Catskill
10.0 out of 10, Exceptional, (21 reviews)
"So much fun for me and my boys to stay. AJ and Melissa are great hosts!"
United States
Amy G.
$291 nightly
The price is $325
May 10 - May 11
Total with taxes and fees
Beautiful Yacht on Catskill Creek
1 bedroom, bed sheets

Vintage camper on small farm

Vintage camper on small farm
Greenville
$155 nightly
The price is $167
May 10 - May 11
Total with taxes and fees
Vintage camper on small farm
1 bedroom, in-room safe, desk, laptop workspace

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (220 reviews)
"Everything was great we can’t wait to return !"
United States
Diana
$192 nightly
The price is $207
Jun 8 - Jun 9
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (144 reviews)
"Such a beautiful spot and such a welcoming host. The room was comfortable, clean and had everything needed for a perfect stay. We wished we could stay longer. We will be back."
United States
Jeannette
$131 nightly
The price is $147
May 17 - May 18
Total with taxes and fees
Micosta Leisure Inn
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
$118 nightly
The price is $132
May 14 - May 15
Total with taxes and fees
All comforts of home
Outdoor dining

Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
$450 nightly
The price is $504
May 10 - May 11
Total with taxes and fees
Umana's Cabin, cozy, comfy, 5+ acres of land
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (31 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
$342 nightly
The price is $369
May 10 - May 11
Total with taxes and fees
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Smart TV, fireplace

Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties

Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
Saugerties
$476 nightly
The price is $533
May 10 - May 11
Total with taxes and fees
Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
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, (39 reviews)
"The house was beautiful, clean, and filled with helpful amenities! "
United States
John C.
$306 nightly
The price is $343
May 10 - May 11
Total with taxes and fees
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Pool

Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View

Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View
Saugerties
$546 nightly
The price is $612
May 10 - May 11
Total with taxes and fees
Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View
Interior

Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience

Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
West Hurley
10.0 out of 10, Exceptional, (5 reviews)
"very relaxing and comfortable place to stay!"
United States
Tilson
$771 nightly
The price is $864
May 10 - May 11
Total with taxes and fees
Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
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.
$145 nightly
The price is $162
May 10 - May 11
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
$275 nightly
The price is $284
May 10 - May 11
Total with taxes and fees
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Sauna

Mountain house with Scandinavian BBQ hut and Hot tub

Mountain house with Scandinavian BBQ hut and Hot tub
Jewett
10.0 out of 10, Exceptional, (72 reviews)
"The property was great, the cooking hut was a lot of fun, and the hosts were communicative."
United States
Obasi O.
Mountain house with Scandinavian BBQ hut and Hot tub
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (279 reviews)
"The view in the snow was absolutely gorgeous and the size of the accommodations was perfect!"
United States
Abigail Y.
$323 nightly
The price is $362
Jun 5 - Jun 6
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Microwave, oven, stovetop, dishwasher

Little red house just outside of Woodstock

Little red house just outside of Woodstock
Bearsville
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
$500 nightly
The price is $559
May 12 - May 13
Total with taxes and fees
Little red house just outside of Woodstock
Smart TV, fireplace

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (10 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
$536 nightly
The price is $600
May 10 - May 11
Total with taxes and fees
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Interior

West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
$423 nightly
The price is $457
May 10 - May 11
Total with taxes and fees
West Kill Barnhouse: Ski, Work & Unwind
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

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Studio très spacieux, déjeuner très bien."
Serge 1-night trip
Posted 20 hours ago
Residence Inn by Marriott Kingston

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Round Top in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

Hamptons on the Hudson in South Saugerties: This vacation home rental outside of Round Top is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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.