Round Top Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Round Top vacation rentals

Interior

Vacation Home in Round Top

Modern Family Retreat in the Catskills Wilderness
$415 nightly
The price is $448
Jan 25 - Jan 26
Total with taxes and fees
Modern Family Retreat in the Catskills Wilderness
TV, fireplace, stereo

Vacation Home in Round Top

Catskills Escape! Hot Tub, Massage Chairs & Games
10.0 out of 10, Exceptional, (4 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.
$990 nightly
The price is $1,051
Jan 19 - Jan 20
Total with taxes and fees
Catskills Escape! Hot Tub, Massage Chairs & Games
View from property

Cabin in Catskill

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (127 reviews)
"I loved every single part of the stay "
United States
Srijana
$150 nightly
The price is $162
Jan 20 - Jan 21
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Interior

Cottage in Germantown

Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (9 reviews)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
$192 nightly
The price is $215
Jan 21 - Jan 22
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Property grounds

Apartment in Hudson

All comforts of home
9.8 out of 10, Exceptional, (52 reviews)
"Loved the place and would love to come back. "
United States
Georgine
$118 nightly
The price is $132
Jan 19 - Jan 20
Total with taxes and fees
All comforts of home
Exterior

Aparthotel in Hudson

Micosta Leisure Inn
3.0 star property
9.4 out of 10, Exceptional, (135 reviews)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
$123 nightly
The price is $137
Jan 16 - Jan 17
Total with taxes and fees
Micosta Leisure Inn
Bar (on property)

Chalet in Tannersville

Jessie's Harvest House
10.0 out of 10, Exceptional, (1 review)
"cute little spot! very nice place to stay"
United States
David R.
$192 nightly
The price is $203
Jan 20 - Jan 21
Total with taxes and fees
Jessie's Harvest House
Interior

Vacation Home in East Durham

Cozy Waterfall Home | Close to All Mountains/Hikes
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"The host is very responsive and the listing is accurate about what to expect with the property."
United States
John K.
$299 nightly
The price is $323
Jan 19 - Jan 20
Total with taxes and fees
Cozy Waterfall Home | Close to All Mountains/Hikes
Terrace/patio

Cottage in Saugerties

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (13 reviews)
"Great spot!"
United States
Dylan
$172 nightly
The price is $192
Jan 19 - Jan 20
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior

Cabin in Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
9.8 out of 10, Exceptional, (35 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
$304 nightly
The price is $328
Jan 19 - Jan 20
Total with taxes and fees
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Dining

Cabin in Gilboa

Cozy Cabin-Catskills secluded Mountain retreat
2.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"Great place to get away. "
United States
Joshua
$247 nightly
The price is $277
Jan 19 - Jan 20
Total with taxes and fees
Cozy Cabin-Catskills secluded Mountain retreat
Smart TV, fireplace

Chalet in Hensonville

Relaxing Mountain Hideaway - Hot Tub & Outdoors
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Good experience the agent saqib was excellent and very helpful "
United States
Rabih
$645 nightly
The price is $697
Jan 22 - Jan 23
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Lobby

Cottage in Catskill

Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
9.8 out of 10, Exceptional, (10 reviews)
"This house was well appointed with all necessary items and thoughtful, additional touches. "
United States
Stephanie L.
$262 nightly
The price is $283
Jan 19 - Jan 20
Total with taxes and fees
Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Property grounds

Vacation Home in Hudson

All the comforts of home
9.2 out of 10, Wonderful, (29 reviews)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
$126 nightly
The price is $141
Jan 16 - Jan 17
Total with taxes and fees
All the comforts of home
Exterior

Chalet in Hunter

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
$252 nightly
The price is $272
Jan 20 - Jan 21
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Interior

Cabin in Maplecrest

Spacious Catskill Mountains ski cabin with fire pit
9.8 out of 10, Exceptional, (19 reviews)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
$376 nightly
The price is $406
Jan 19 - Jan 20
Total with taxes and fees
Spacious Catskill Mountains ski cabin with fire pit
Exterior

Vacation Home in Selkirk

Tiny Home w/ Hot Tub and Sunset View!
10.0 out of 10, Exceptional, (2 reviews)
"Very nice place. Was in a quiet area and hosts were great."
United States
Brian H.
$111 nightly
The price is $120
Jan 19 - Jan 20
Total with taxes and fees
Tiny Home w/ Hot Tub and Sunset View!
Outdoor dining

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill"
United States
Kirk N.
$226 nightly
The price is $244
Jan 18 - Jan 19
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
Dining

Cottage in Stottville

Pet-Friendly Hudson Escape w/ Hot Tub
2.0 star property
$347 nightly
The price is $352
Feb 9 - Feb 10
Total with taxes and fees
Pet-Friendly Hudson Escape w/ Hot Tub
Exterior

Cabin in Saugerties

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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
Jan 18 - Jan 19
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Nice rooms and continental breakfast. Very reasonable price."
Benjamin 1-night trip
Posted 2 days ago
Hotel Vienna

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 $137 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!: This vacation home rental outside of Round Top is located on a river and has a fireplace, a barbecue grill, and air-conditioning 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 Hunter Mountain.

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.