Holiday Rentals in Round Hill

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Holiday Rentals in Round Hill

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (47)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is €108
includes taxes & fees
10 Dec - 11 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (110)
"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (86)
"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"
The price is €216
includes taxes & fees
30 Nov - 1 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (240)
"Great place to relax & enjoy! We loved the pool & hot tub as well abundant indoor/outdoor space. There was a musty smell that lingered on all my clothes and I stayed in the very top floor master & put my clothes in dresser and closet. You may need a dehumidifier in that closet…."
Breathtaking views with an indoor private pool, come escape with us

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

10.0 out of 10, Exceptional, (51)
"Comfy cabin with everything topline. Loved the sunroom and the steam shower. Daily watching deer feed and stroll through the yard below. Gus wasn’t happy about it but he still watched through floor to ceiling windows."
The price is €293
includes taxes & fees
2 Dec - 3 Dec
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

The Oculus - Huge Cabin with a Hot Tub!

9.8 out of 10, Exceptional, (15)
"Rustic."
The price is €1,148
includes taxes & fees
29 Dec - 30 Dec
The Oculus - Huge Cabin with a Hot Tub!

Best location! The Pullman Apt @ historic 1799 Inn

9.4 out of 10, Exceptional, (25)
"When I booked this stay, I didn’t realize how much history we would be surrounded by! Museums, shops and great restaurants within walking distance. Plenty of hiking all around with access to the Appalachian trail. Access to e-bikes. Breweries and groceries just a short drive away"
The price is €184
includes taxes & fees
12 Dec - 13 Dec
Best location! The Pullman Apt @ historic 1799 Inn

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

9.8 out of 10, Exceptional, (46)
"My husband and I along with our 2 small dogs had a wonderful stay at this lovely mountain retreat. The cabin was clean and comfortable and had everything that we needed to cook breakfast and an easy dinner each evening. The property was beautiful with lots of tall old growth trees that were beautiful with the fall colors and even though it was in a community you felt like you were in a secluded mountain retreat because most of the homes were obsured by the trees; and it is on a dead end road...
The price is €369
includes taxes & fees
12 Dec - 13 Dec
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

10.0 out of 10, Exceptional, (76)
"Whisky Hill is an amazing cabin. My husband and I enjoyed our stay. Everything was clean, and had everything we needed. It was not difficult at all to find. We thoroughly enjoyed our time and can’t wait to be back. It was a great find!! Highly recommend if coming to the Linden area. "
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (19)
"My friends and I always choose a new cabin for our annual fall getaway. We've not had a bad experience yet. Mountain Mama's Woodpecker Woods did not disappoint, either! Comfortable, warm, clean, spacious log cabin. It had everything we needed. In fact, it was so relaxing, we never made it to the hot tub. We did visit Harper's Ferry Park and enjoyed walking the hiking trail to the downtown area. :-) We especially loved the close proximity to the Washington, DC Metro area. If there was anything...
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Rustic Log Cabin with Private Dock on the Lake!

9.8 out of 10, Exceptional, (11)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
Rustic Log Cabin with Private Dock on the Lake!

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (32)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is €386
includes taxes & fees
10 Dec - 11 Dec
18th Century Stone Cottage minutes from historic Middleburg

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (113)
"Went to Harper’s Ferry for our 25th wedding anniversary and wanted to stay near the water since we usually stay in town. Found this property and it was perfect. Sits on property with owners who we met and their dog Chloe who was an absolute sweetheart. If you are looking for a piece of serenity you will find it at the Riverkeeper Inn. Very nice and quiet neighborhood. The property was tidy and clean and you get to use the gazebo or decks near the water to chill and if it wasn’t too chilly would...
RIVERKEEPER INN, Waterfront Property on the Potomac River

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (25)
"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Waterfront property in Harpers Ferry - Private River Access

10.0 out of 10, Exceptional, (21)
"Our stay at this vacation home was very enjoyable! The house was clean, well maintained and comfortable. It is located on a nice piece of property with a beautiful view of the Shenandoah River. The owner provided a lot of necessities like bed sheets, bath towels, soap, shampoo and even coffee supplies. The house is up to date and has a nice basement entertainment area. The fire pit area near the river was probably our favorite amenity. We enjoyed it on a couple evenings while enjoying the...
Waterfront property in Harpers Ferry - Private River Access

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (87)
"This was our third time staying at this beautiful property for our strategic planning session, and once again, it was a fantastic experience. The house is always spotless, spacious, and beautifully decorated, making it feel like a true home away from home. The host provided delicious meals throughout our stay, which added an extra level of convenience and enjoyment. Each meal was thoughtfully prepared and absolutely delicious—perfect for keeping our team energized and focused. The peaceful...
Gruner Bungalow at Otium Cellars

Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit

9.2 out of 10, Wonderful, (10)
"Week with elderly family members and this home was a good spot to rest and relax. Upon arrival, house was neat and clean. Well stocked with cooking items. Nice layout. Good central locations for day trip options. Overall I would recommend this home. "
Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (25)
"Great location in a very safe neighborhood! House was very roomy with very comfy beds. Would definitely stay here again!! "
The price is €922
includes taxes & fees
30 Dec - 31 Dec
White House Inn - Historic Home in Harpers Ferry!

Bear Chase Cottage

10.0 out of 10, Exceptional, (30)
"I surprised my husband with a weekend away at the Bear Chase Cottage to celebrate his recent promotion. It ended up being the absolute best time for our family. The property was so clean, had everything we needed, and the location could not have been better. Our daughters loved having a TV in their room, our dog had the best time running in the yard and we truly relaxed being able to walk to the brewery. The host was super responsive as well. When I messaged asking about beer and wine glasses,...
Bear Chase Cottage

Blue Ridge Getaway - Sunset Views, A.T. Access

10.0 out of 10, Exceptional, (47)
"Our stay was perfect "
The price is €482
includes taxes & fees
1 Dec - 2 Dec
Blue Ridge Getaway - Sunset Views, A.T. Access
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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Other types of properties in Round Hill you may be interested in

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1858)
"Clean "
The price is €93
includes taxes & fees
8 Dec - 9 Dec
La Quinta Inn & Suites by Wyndham Winchester

Lansdowne Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (964)
"Celebrating 35th anniversary. Staff was very gracious and friendly and accommodating. Upgraded our room upon arrival. Great view over the golf course. Made our stay very enjoyable. We would recommend this place to anyone! Thanks!"
The price is €188
includes taxes & fees
30 Nov - 1 Dec
Lansdowne Resort and Spa

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (322)
"Fantastic property and top tier customer service. Everything was 5 star from the accommodations to the exquisite cuisine and wine"
The price is €648
includes taxes & fees
10 Dec - 11 Dec
Salamander Resort And Spa
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.

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?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This holiday home rental outside of Round Hill is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of private gardens in this rental home to help you unwind.

How many holiday rentals are there in Round Hill?

Choose from 7 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.