Round Top Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Holiday Rentals in Round Top

Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (124)
"Great stay!"
The price is HK$1,011
HK$1,133 total
includes taxes & fees
8 Oct - 9 Oct
Micosta Leisure Inn
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very good, (46)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
The price is HK$973
HK$1,264 total
includes taxes & fees
8 Oct - 9 Oct
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Sioux Tipi on Chloe's Lake
Exterior

Sioux Tipi on Chloe's Lake

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
The price is HK$856
HK$1,133 total
includes taxes & fees
12 Oct - 13 Oct
Sioux Tipi on Chloe's Lake
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Children’s area

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is HK$1,401
HK$2,414 total
includes taxes & fees
2 Nov - 3 Nov
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (31)
"Lovely property, well-maintained, clean and comfortable, and the host was especially responsive to all communications. Highly recommend."
Hamptons on the Hudson in South Saugerties
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Exterior

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (92)
"Clean and perfect for a couple. Well maintained and provisioned. Yard/view is overgrown and view is obscured mostly by trees since the dwelling is ground level. But overall a pleasant stay in a quiet treed area. Would do again"
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Jessie's Harvest House
Bar (on property)

Jessie's Harvest House

10.0 out of 10, Exceptional, (2)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is HK$918
HK$1,574 total
includes taxes & fees
8 Oct - 9 Oct
Jessie's Harvest House
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (57)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
The price is HK$1,156
HK$1,870 total
includes taxes & fees
14 Oct - 15 Oct
Esopus Creek modern Tiny house Retreat!
Sexiest Lil Cabin in Saugerties, NY
Outdoor dining

Sexiest Lil Cabin in Saugerties, NY

9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
The price is HK$876
HK$1,155 total
includes taxes & fees
8 Oct - 9 Oct
Sexiest Lil Cabin in Saugerties, NY
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Fridge, microwave, oven, stovetop

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Dining

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.2 out of 10, Very good, (63)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
Private kitchen

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is HK$1,100
HK$1,755 total
includes taxes & fees
19 Oct - 20 Oct
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (270)
"House was great. Plenty of beds, great kitchen and large table for all. Kitchen was well stocked. "
The price is HK$3,206
HK$7,413 total
includes taxes & fees
8 Oct - 9 Oct
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Rose Cottage
Outdoor dining

Rose Cottage

9.2 out of 10, Wonderful, (9)
"It's so peaceful there. It was lovely."
Rose Cottage
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (31)
"Great location "
The price is HK$1,300
HK$2,673 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (134)
"We had an excellent stay at this home. We had 12 adults and there was plenty of room for everyone - enough bedrooms and seats at the indoor and outdoor dining tables. The kitchen was well stocked with the essentials. We enjoyed the ping pong table, hot tub, and volleyball court. The view of the mountain was spectacular. The only downsides were some bugs, difficulty closing/opening the deck doors, and no direct creek access from the yard. Otherwise, no complaints!"
Beautiful new house 3/4 mile from Hunter Mountain
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Smart TV

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

9.8 out of 10, Exceptional, (9)
"The cabin is beautiful,clean and private all the amenities are there and if you feel like venturing out the town of Woodstock is close by "
The price is HK$1,926
HK$3,743 total
includes taxes & fees
10 Oct - 11 Oct
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Fridge, microwave, oven, stovetop

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

9.4 out of 10, Exceptional, (12)
"Beautiful location in a well kept property! Highly recommend it."
The price is HK$973
HK$1,672 total
includes taxes & fees
8 Oct - 9 Oct
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
2 bedrooms, iron/ironing board, WiFi, bed sheets

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (21)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
3 bedrooms, WiFi, bed sheets

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (50)
"This house was the right amount of seclusion for us to slow things down but close enough to town and sites of interest. Will def book again "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
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

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"We enjoyed an overnight stay at this Air Stream when we visited Kaaterskill Falls for our anniversary. Clean & spacious bathroom, nice to be able to take a hot shower after a full day hike. Kitchenette well equipped with mini fridge, microwave, electric kettle & dinnerware & utensils. Private picnic table & fire pit outside for campfire & cooking but you have to buy the firewood which wasn’t included in the resort fee. Had dinner at the clubhouse kitchen, burger was delicious. In the morning hiked the trail around the campground, very peaceful & quiet. Overall we had a memorable stay. "
Priscilla 1-night trip
Posted 3 days ago
AutoCamp Catskills

Find out more about Round Top

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:

  • View our selection of featured holiday rentals in Round Top
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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!: This holiday home rental outside of Round Top is located on a river, and has a fireplace, a BBQ 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 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 Hunter Mountain.

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.