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Top Holiday Rentals in Round Hill

Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
10.0 out of 10, Exceptional, (26)
"We loved our one night stay at this cozy cabin, the steam shower was amazing. Definitely recommend!"
The price is £257
includes taxes & fees
20 May - 21 May
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is £117
includes taxes & fees
16 Jun - 17 Jun
❤️ Secluded 1940s Romantic Tiny House on the River
Interior
Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, (38)
"Super clean. Super easy check in & check out. Quiet and beautiful setting. The windows bring the outdoors in. Fabulous to watch the electric storm through those big beautiful windows from the comfort of the couch."
The price is £336
includes taxes & fees
4 Jun - 5 Jun
Escape to Shenandoah River, Hot Tub after a Hike!
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Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (92)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (16)
"We had a nice stay in a lovely rural location with nice outdoor terrace and quiet street for a long walk. Communication with the host was simple and straight forward."
The price is £314
includes taxes & fees
22 May - 23 May
18th Century Stone Cottage minutes from historic Middleburg
Property grounds
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, (62)
"We had an absolute amazing time at this cabin. Not only was it very clean but they used labels to help you find out which light switches turned on what and where things went so we could easily find/use whatever we needed in the cabin. There was only one dish towel but the other linens provided were fine. Only suggestion would be more dishtowels. The beds were comfortable, so was the couch! We loved our stay!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
Property grounds
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (35)
"Our time spent at the Farm House was wonderful! 14 of us from 12-80 years old all had a bed and a place at the dining room table! Perfect setting inside and out to celebrate my husbands birthday with all our children and grandchildren! We will be returning for future celebrations!"
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Private kitchen
The Pond Cabin: Hot Tub & Stocked Pond
10.0 out of 10, Exceptional, (21)
"It was wonderful! Nice wineries in area and a nice house to be together in. The scenery and yard is beautiful"
The price is £449
includes taxes & fees
20 May - 21 May
The Pond Cabin: Hot Tub & Stocked Pond
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is £232
includes taxes & fees
21 May - 22 May
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Property grounds
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, (11)
"This property is so wonderful. Great location. Wonderfully comfortable beds! And very clean! We look forward to coming back!"
The Oculus - Huge Cabin with a Hot Tub!
Terrace/patio
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (15)
"The house was so much more beautiful and bigger in person than I realized from photos! The location is such an easy walk down into town. The host checked in with me several times to make sure I was doing okay and didn't need anything. Would book again!"
White House Inn - Historic Home in Harpers Ferry!
Property grounds
Waterfront property in Harpers Ferry - Private River Access
10.0 out of 10, Exceptional, (13)
"Really enjoyed staying at the property. Matthew was very responsive prior to arrival and once we got there everything was in great shape. The house is very clean and well maintained and the yard is as well. We spent a lot of time by the firepit and did some fishing as well, which was enjoyable. Great white water rafting nearby with River Riders and a Wal-Mart grocery store is a short 12 minute drive from the property. Will definitely consider returning!"
Waterfront property in Harpers Ferry - Private River Access
Exterior
Renovated WV Schoolhouse: History Buff’s Heaven!
10.0 out of 10, Exceptional, (35)
"This property is amazing. Loved the history and all of furnishings. So comfortable, felt truly at home there."
Renovated WV Schoolhouse: History Buff’s Heaven!
Fridge, microwave, oven, stovetop
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (226)
"What an incredible house! We hosted our friends and siblings for our wedding weekend and comfortably fit 9 of us - it could easily fit 12 adults though. The property manager was so helpful with our booking; she was willing to answer countless questions and she suggested some really great vendors! Our plan was to use the balcony for our reception/dinner but the weather turned on us, so we moved it inside. They allowed us to move all the furniture to accommodate our event and the space was...
Breathtaking views with an indoor private pool, come escape with us
Exterior
Historical cottage in the town of Paris
9.8 out of 10, Exceptional, (20)
"We were very happy with our stay at this cottage. We're always looking for historic houses to stay in on our trips and this one did not disappoint. We loved sitting by the fire at night and enjoyed the screened-in porch on the rainy mornings. The neighborhood was nice and quiet. We would definitely stay here again."
The price is £245
includes taxes & fees
29 May - 30 May
Historical cottage in the town of Paris
Smart TV, ping pong, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Exterior
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
9.8 out of 10, Exceptional, (43)
"My family and I enjoyed our weekend at this comfortable cabin in the mountains. The six of us co-habited for a few days and there was plenty of room to move around comfortably without being on top of each other. The bedrooms are good sized and the game room kept my kids occupied for hours. The hot tub was an added bonus and it was warm and ready for use upon our arrival. The bathrooms are well stocked with all the necessary toiletries and we found all the equipment we needed in the kitchen to...
The price is £251
includes taxes & fees
20 May - 21 May
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Exterior
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, (15)
"We had a great time at this adorable farmhouse! Our family of 5 enjoyed cooked meals together at the table, tea and coffee every morning, and board games every night! Tom was extremely hospitable and made sure our stay was perfect!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Property grounds
Harpers Ferry Apartment w/ Private Pool & Hot Tub!
9.8 out of 10, Exceptional, (69)
"Beautiful property. Hosts were great. "
Harpers Ferry Apartment w/ Private Pool & Hot Tub!
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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.

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

Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1327)
"Very nice, newly constructed, hotel convenient and comfortable"
The price is £101
includes taxes & fees
20 May - 21 May
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (763)
"Excelent stay I area at night is a little sketchy"
The price is £72
includes taxes & fees
2 Jun - 3 Jun
Microtel Inn & Suites by Wyndham Winchester
Reception
Fairfield Inn & Suites by Marriott at Dulles Airport
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Keep up maintenance "
The price is £96
includes taxes & fees
26 May - 27 May
Fairfield Inn & Suites by Marriott at Dulles Airport
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.

Everything you need to know about Round Hill 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 Hill 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 Hill holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Round Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Round Hill. 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 Hill 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 Hill holiday rentals we have selected for you start as low as £117 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Round Hill rentals

At Expedia, we put the best Round Hill 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 Hill 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 Hill 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 Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Round Hill?

Yes, there are holiday rentals in Round Hill close to Hill High Country Store, or you can select a more secluded option if you're looking for a relaxing stay. Round Hill is known for its golf courses and art.

What are some of the best holiday rentals that Round Hill has to offer?

Breathtaking views with an indoor private pool, come escape with us: This holiday home rental outside of Round Hill is located in the mountains, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Round Hill?

Choose from 6 Expedia holiday rentals in Round Hill for a memorable holiday.

What can I see and do in Round Hill?

Hill High Country Store and K & S Pewter are a couple of the family-friendly sights, whereas cultural attractions include Round Hill Arts Center. Stoneleigh Golf and Country Club and Bogati Bodega & Winery are other places to visit while you're in town.

What are holiday rentals like in Round Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Round Hill. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.

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