A wooden bridge surrounded by autumn foliage.

Holiday Homes in Round Hill

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Round Hill holiday homes

Coffee/tea maker, fridge, microwave, oven

1. Historic Farmhouse, Fully Renovated in Fall 2023

Historic Farmhouse, Fully Renovated in Fall 2023
Loudoun County
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay. House is beautiful and clean and owner was highly responsive. "
United States
Michele B.
Historic Farmhouse, Fully Renovated in Fall 2023
Interior

2. Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
10.0 out of 10, Exceptional, (1 review)
"Amazingly comfortable place to call home for a few days with plenty of room for activities if you have to stay in! Bedrooms were lovely as were the bathrooms. Updated and very clean!!!! Host was extremely responsive and very easy to work with!! Bonus to bring our pup with us for the stay."
United States
K O.
The price is NZ$599
includes taxes & fees
13 Aug - 14 Aug
Bluemont home just minutes to wineries, breweries, hiking and more!
Terrace/patio

3. Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (13 reviews)
"We had a great stay "
United States
Lauren O.
The price is NZ$965
includes taxes & fees
23 Aug - 24 Aug
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Property grounds

4. 4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Harpers Ferry
9.8 out of 10, Exceptional, (8 reviews)
"House was beautiful and fully equipped for our stay. The host was very communicative and we really enjoyed our time here. If in the area again would definitely stay here. "
United States
Maeve K.
The price is NZ$700
includes taxes & fees
11 Aug - 12 Aug
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Smart TV, fireplace

5. Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (9 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is NZ$591
includes taxes & fees
18 Aug - 19 Aug
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Outdoor dining

6. Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
9.8 out of 10, Exceptional, (9 reviews)
"Had a wonderful stay here. Shaun was an excellent host with easy communication. Peaceful location with a lake! Convenient to Harper’s Ferry. "
United States
Liz P.
The price is NZ$706
includes taxes & fees
3 Sept - 4 Sept
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Interior

7. Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is NZ$686
includes taxes & fees
31 Aug - 1 Sept
Stone Cabin on Valley View: Fire Pit + Hot Tub
Smart TV, books, computer monitors

8. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean and comfortable. Would absolutely stay here again or recommend it to others. "
United States
Lauren S.
The price is NZ$545
includes taxes & fees
19 Aug - 20 Aug
Leesburg Hideaway- King Bed + Private Backyard
Bar (on property)

9. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.6 out of 10, Exceptional, (7 reviews)
"The property was great! Very clean and walkable to town. We had a wonderful time and Joe was great to work with! We would absolutely love to stay here again!"
United States
melissa b.
The price is NZ$1,317
includes taxes & fees
16 Aug - 17 Aug
Main Street USA -- Walk to Everything
Outdoor dining

10. Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Shannondale
8.8 out of 10, Excellent, (5 reviews)
"My family and ai had an amazing stay at Deb and Alex’s rental in WV! It was easy to check-in, very clean, and had convenient amenities! Would definitely consider staying with them again!"
United States
Anonymous traveller
The price is NZ$876
includes taxes & fees
2 Sept - 3 Sept
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Coffee/tea maker, fridge, microwave, oven

11. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (20 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
United States
Denise B.
The price is NZ$855
includes taxes & fees
24 Aug - 25 Aug
Spacious Modern Home on Middleburg Horse Farm
Townhome, 4 Bedrooms | Private kitchen

12. New 4br Townhome Near Harpers Ferry 4 Bedroom Townhouse

New 4br Townhome Near Harpers Ferry 4 Bedroom Townhouse
3.0 star property
Charles Town
The price is NZ$738
includes taxes & fees
11 Aug - 12 Aug
New 4br Townhome Near Harpers Ferry 4 Bedroom Townhouse
Outdoor dining

13. Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal

Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal
Harpers Ferry
7.2 out of 10, Good, (17 reviews)
"We had a great stay. Good location, close to Leesburg, Frederick, and Harper's Ferry center.The house was as described."
United States
Gwenaelle M.
The price is NZ$546
includes taxes & fees
23 Aug - 24 Aug
Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal
3 bedrooms, desk, iron/ironing board, travel cot

14. Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Harpers Ferry
10.0 out of 10, Exceptional, (15 reviews)
"Nice modern place with great amenities. Fenced yard was great for the pooches."
United States
John M.
The price is NZ$799
includes taxes & fees
26 Aug - 27 Aug
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Outdoor dining

15. New Playground•Fenced Yard•Hot Tub•King Bed•Pets

New Playground•Fenced Yard•Hot Tub•King Bed•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (32 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
The price is NZ$705
includes taxes & fees
11 Aug - 12 Aug
New Playground•Fenced Yard•Hot Tub•King Bed•Pets
TV, fireplace

16. Chalet in Harpers Ferry

Chalet in Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (3 reviews)
"Great time. In the mountains. Clean. Ease of communication. Would stay again"
United States
Courtney C.
The price is NZ$979
includes taxes & fees
24 Aug - 25 Aug
Chalet in Harpers Ferry
Living area

17. Still Meadow Farm

Still Meadow Farm
Purcellville
10.0 out of 10, Exceptional, (2 reviews)
"Still Meadow is a beautiful place to stay, super clean, We would definitely recommend. Host was responsive and accommodating."
United States
Jodie J.
The price is NZ$2,190
includes taxes & fees
17 Aug - 18 Aug
Still Meadow Farm
Outdoor spa tub

18. Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV

Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV
Harpers Ferry
9.6 out of 10, Exceptional, (20 reviews)
"Nice place. Had issues with ac they was quick to take care of it"
United States
Brett D.
Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV
Interior

19. Rural Home, Hot Tub, Campfire, Hardwood Floors

Rural Home, Hot Tub, Campfire, Hardwood Floors
Harpers Ferry
9.4 out of 10, Exceptional, (86 reviews)
"We enjoyed this house very comfy cozy we stayed because we had a celebration of life and me and my family were able to just unwind here thank u so much we loved it and the jacuzzi was wonderful "
United States
Jennifer B.
The price is NZ$633
includes taxes & fees
12 Aug - 13 Aug
Rural Home, Hot Tub, Campfire, Hardwood Floors
Coffee/tea maker, fridge, microwave, oven

20. Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Harpers Ferry
9.8 out of 10, Exceptional, (114 reviews)
"The house was as advertised and served as a great location for our retreat! We had a freak plumbing emergency, and the host fixed it within literally an hour. "
United States
Connie V.
The price is NZ$989
includes taxes & fees
20 Aug - 21 Aug
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
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 Hill Hotel Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Nice sized room & bathroom. Nice shower. Dove shampoo. Good tasting breakfast nice polite staff I worth the price.not much noise I slept well. The pool looked fine. There was a bar but I didnt use any t. I really enjoyed my time there"
Robin 1-night trip
Posted 4 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Find out more about Round Hill

Round Hill Holiday Homes information

Number of reviews
402
Accommodation
288 Holiday Homes
Lowest Price
NZ$545
Highest Price
NZ$2,190