Sunset Over the Catskill Mountains

Round Top Holiday Rentals

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Check prices for these dates

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

Our top choices for Round Top holiday rentals

Interior

Modern Family Retreat in the Catskills Wilderness

Modern Family Retreat in the Catskills Wilderness
Round Top
The price is HK$1,473
HK$4,199 total
includes taxes & fees
25 Jun - 26 Jun
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.
The price is HK$5,096
HK$8,081 total
includes taxes & fees
25 Jun - 26 Jun
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
The price is HK$1,560
HK$2,024 total
includes taxes & fees
8 Jul - 9 Jul
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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.
The price is HK$894
HK$1,352 total
includes taxes & fees
28 Jun - 29 Jun
Woods Cabin-Kingston/Woodstock, NY.
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.
The price is HK$980
HK$1,273 total
includes taxes & fees
5 Jul - 6 Jul
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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, (40 reviews)
"We Absolutely loved our weekend stay here! Beautiful property and just as described!!! Will definitely be back!!!"
United States
Jessica R.
The price is HK$1,270
HK$2,766 total
includes taxes & fees
25 Jun - 26 Jun
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Property grounds

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

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is HK$1,223
HK$2,363 total
includes taxes & fees
8 Jul - 9 Jul
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Sauna

Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is HK$741
HK$1,308 total
includes taxes & fees
25 Jun - 26 Jun
Vintage camper on small farm
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 traveller
The price is HK$718
HK$944 total
includes taxes & fees
30 Jun - 1 Jul
Magic Forest Farm's Enchanted Cabin
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
The price is HK$925
HK$2,239 total
includes taxes & fees
5 Jul - 6 Jul
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
The price is HK$1,588
HK$2,917 total
includes taxes & fees
6 Jul - 7 Jul
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
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
The price is HK$769
HK$1,037 total
includes taxes & fees
28 Jun - 29 Jun
All comforts of home
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is HK$666
HK$1,143 total
includes taxes & fees
6 Jul - 7 Jul
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (17 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is HK$1,055
HK$2,616 total
includes taxes & fees
12 Jul - 13 Jul
Peaceful Cabin w/ Fire Pit & Creek Access
Property grounds

Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
The price is HK$807
HK$4,987 total
includes taxes & fees
28 Jun - 29 Jun
Relaxing Mountain Hideaway - Hot Tub & Outdoors
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
The price is HK$1,411
HK$3,150 total
includes taxes & fees
29 Jun - 30 Jun
Spacious Catskill Mountains ski cabin with fire pit
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.
The price is HK$1,164
HK$2,191 total
includes taxes & fees
25 Jun - 26 Jun
Private Yacht on Catskill Creek
Exterior

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.2 out of 10, Wonderful, (23 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is HK$980
HK$1,685 total
includes taxes & fees
25 Jun - 26 Jun
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
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.
The price is HK$1,043
HK$2,481 total
includes taxes & fees
29 Jun - 30 Jun
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
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.
The price is HK$1,298
HK$2,034 total
includes taxes & fees
7 Jul - 8 Jul
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"The staff was very helpful. The breakfast was OK, but limited."
Paul 1-night trip
Posted 3 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Round Top

Search for holiday rentals in Round Top on Expedia! You can easily find your home rentals, villas, holiday apartments in Round Top using one of the methods below:

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Look no further and take a look at our great range of rental properties in Round Top!

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?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This holiday home rental outside of Round Top is located on a river, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Round Top?

Choose from 10 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.