Sunset Over the Catskill Mountains

Round Top Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

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
$500 nightly
The price is $542
Jul 1 - Jul 2
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, (9 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.
$973 nightly
The price is $1,031
Jun 28 - Jun 29
Total with taxes and fees
Catskills Escape! Hot Tub, Massage Chairs & Games
Exterior

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, (250 reviews)
"Really great location and near great area."
United States
Sherwin
$218 nightly
The price is $235
Jul 26 - Jul 27
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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
Jun 28 - Jun 29
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
10.0 out of 10, Exceptional, (2 reviews)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
$154 nightly
The price is $172
Jun 29 - Jun 30
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
Outdoor dining

Private Yacht on Catskill Creek

Private Yacht on Catskill Creek
Catskill
9.8 out of 10, Exceptional, (28 reviews)
"Host was very responsive and ensured a fun stay for us."
United States
Yannie C.
$255 nightly
The price is $285
Jun 26 - Jun 27
Total with taxes and fees
Private Yacht on Catskill Creek
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (154 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
$133 nightly
The price is $150
Jun 28 - Jun 29
Total with taxes and fees
Micosta Leisure Inn
Interior

Catskill Cottage Walk to Downtown & River Views

Catskill Cottage Walk to Downtown & River Views
Catskill
10.0 out of 10, Exceptional, (22 reviews)
"Great little place to stay at right in downtown!!"
United States
Bryan S.
$149 nightly
The price is $167
Jun 28 - Jun 29
Total with taxes and fees
Catskill Cottage Walk to Downtown & River Views
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
Jun 28 - Jun 29
Total with taxes and fees
All comforts of home
Sauna

Vintage camper on small farm

Vintage camper on small farm
Greenville
$155 nightly
The price is $167
Jun 28 - Jun 29
Total with taxes and fees
Vintage camper on small farm
Interior

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

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.6 out of 10, Exceptional, (16 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
$276 nightly
The price is $298
Jun 30 - Jul 1
Total with taxes and fees
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (23 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
$377 nightly
The price is $407
Jun 30 - Jul 1
Total with taxes and fees
Spacious Catskill Mountains ski cabin with fire pit
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.6 out of 10, Exceptional, (7 reviews)
"Great place to get away. "
United States
Joshua
$255 nightly
The price is $286
Jul 5 - Jul 6
Total with taxes and fees
Cozy Cabin-Catskills secluded Mountain retreat
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (32 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
$345 nightly
The price is $372
Jul 6 - Jul 7
Total with taxes and fees
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Property grounds

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

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
$293 nightly
The price is $304
Jun 29 - Jun 30
Total with taxes and fees
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Interior

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (87 reviews)
"A quick stop over to explore Kingston and the surrounding area. We had a very nice time, thank you!"
United States
Lee M.
$212 nightly
The price is $238
Jul 7 - Jul 8
Total with taxes and fees
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
2 bedrooms, travel crib, free WiFi, bed sheets

Renovated Barnhouse Escape

Renovated Barnhouse Escape
Lanesville
9.8 out of 10, Exceptional, (9 reviews)
"The stay was amazing! We only stayed one night but everything was so clean and Martin is a great host! He made sure everything was going well with our stay and check in/out was a breeze. Looking forward to staying here in the warmer months! "
United States
cbsalce28
$337 nightly
The price is $364
Jun 26 - Jun 27
Total with taxes and fees
Renovated Barnhouse Escape
Outdoor spa tub

Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay! The space was beautifully organized, with thoughtful touches and everything clearly labeled. It was spotless, the beds were incredibly comfortable, and the location was lovely. Every detail was considered, and we’re already planning our return!"
United States
Elaine V.
$394 nightly
The price is $441
Jun 28 - Jun 29
Total with taxes and fees
Peaceful Riverfront Cottage with Private Hot tub
Interior

Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.4 out of 10, Exceptional, (10 reviews)
"Such a cute little cabin. Great place to get some rest to break up a long drive. "
United States
Anonymous traveler
$112 nightly
The price is $120
Jun 30 - Jul 1
Total with taxes and fees
Magic Forest Farm's Enchanted Cabin
Living area

Modern Catskills Retreat with Spa Bath + Fire Pit

Modern Catskills Retreat with Spa Bath + Fire Pit
Saugerties
$304 nightly
The price is $334
Jun 30 - Jul 1
Total with taxes and fees
Modern Catskills Retreat with Spa Bath + 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.
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Top Round Top Hotel Reviews

Emerson Resort & Spa

Emerson Resort & Spa

10/10 Excellent
"beautiful mix of modern and mountain."
denise 1-night trip
Posted 16 hours ago
Emerson Resort & Spa

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 $150 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?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This vacation home rental outside of Round Top is located on a river and has a fireplace, a patio, 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.

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.