Round Top Holiday Rentals from €119: Search Short-Term Rentals

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Holiday Rentals in Round Top

"Great! Had everything you could need and a great view of you wanna sit outside! Very friendly and handsome kitty walking around!!! Thank you!"

includes taxes & fees

27 Nov - 28 Nov

"Place was a perfect place to unwind. Very clean and Jane was very communicative!"

includes taxes & fees

27 Nov - 28 Nov

"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"

includes taxes & fees

1 Dec - 2 Dec

"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "

"Secluded house very quiet surrounding, owner was very quick to respond "

"Awesome"

"The White Bunny Cottage is a charming place. It is beautifully decorated and spotless! We enjoyed making dinner and using the tableware and baskets. Perfect for entertaining family. The country setting was perfect. Very quiet. Grocery and wine shop near by. Easy access to points of interest along the Hudson River. I would highly recommend the White Bunny Cottsge. "

"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"

"Everything was just perfect. The house was spacious and had so many wonderful amenities. Location was great, private and quiet. We enjoyed the hot tub under the stars each night to relax from the hiking! Highly recommend. "

"This property is amazing and was exactly what I was looking for! We stayed two nights and upon arriving Paul greeted us and was very kind and helpful. The house was clean and everything was as described. We really enjoyed our stay and will come again."

"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "

"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "

includes taxes & fees

24 Nov - 25 Nov

"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"

includes taxes & fees

1 Dec - 2 Dec

"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "

"We really enjoyed our stay in Hunter. The house met our needs well for a large family gathering. The hot tub and game room were excellent. Beutiful inside.It is close to shopping and hiking trails in the area. We did a lot of cooking and could have used larger cutting boards and baking/roasting pans. Be aware that the house is right on the main road into Hunter. The pinball machine was frustrating at times because the ball would get stuck.Overall it was a great stay."

"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"

"My family really enjoyed their stay at this house. The kids were super excited about the game room. The house is very clean and in a perfect location for the activities you want to do. They have everything you need to make your vacation as enjoyable as possible. Communication with the host was excellent, he was an accessible person. Highly recommended."

3 bedrooms, iron/ironing board, WiFi, bed sheets

" Beautiful house! Great location! The house overall exceeded our expectations! A bit bright in the mornings, good to know in case you are looking to try and sleep in. King bed in the master is super comfortable and the shower is awesome! Would definitely stay again."

"nice place all was good "

"Our stay was really nice. The house was clean and had everything we needed. We loved being able to walk into town. "

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Other types of properties in Round Top you may be interested in

"Great place!"

includes taxes & fees

9 Dec - 10 Dec

"why I return to HJ—easy access from interstate, restaurant next door, rooms are clean and surprisingly quiet."

includes taxes & fees

24 Nov - 25 Nov

"Pleasant and clean"

includes taxes & fees

22 Dec - 23 Dec

Find out more about Round Top

Everything you need to know about Round Top holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Round Top holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Round Top holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Round Top holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Round Top holiday rentals we have selected for you start as low as €119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Round Top rentals

At Expedia, we put the best Round Top holiday 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 holiday.

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.

Recent reviews of Round Top properties

5/5 Excellent

"why I return to HJ—easy access from interstate, restaurant next door, rooms are clean and surprisingly quiet."

A verified traveller from Randolph stayed at Howard Johnson by Wyndham Saugerties

Posted 3 days ago

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?

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter: 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 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Round Top?

Choose from 7 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 Catskill State Park. In the wider area, you’ll find Hunter Mountain 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.

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Holiday Rentals in Round Top

Check Round Top holiday rental availability

Holiday Rentals in Round Top

Micosta Leisure Inn

Streamside Cottage Half Mile to Town of Woodstock

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

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

Cozy Relaxing Retreat in Saugerties, NY

Tuscan Year Round Beauty - Pickleball Court

Charming Cottage in Private Lake Community (Pet-Friendly!)

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

The Cabin at Chichester in the Catskills Mountains

Hamptons on the Hudson in South Saugerties

7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Artist's Retreat

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

Sexiest Lil Cabin in Saugerties, NY

Beautiful House 1 Mile From Hunter Mountain

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Updated Cabin on the Esopus

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

Other types of properties in Round Top you may be interested in

Hunter Lodge, a Bluebird by Lark

Howard Johnson by Wyndham Saugerties

Courtyard by Marriott Kingston

Find out more about Round Top

Recent reviews of Round Top properties

Howard Johnson by Wyndham Saugerties

Holiday Inn Express Hotel & Suites West Coxsackie, an IHG Hotel

Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel

Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel

Hampton Inn Kingston

Diamond Mills Resort

Hunter Lodge, a Bluebird by Lark

Hotel Vienna

Courtyard by Marriott Kingston

Frequently asked questions