A wooden bridge surrounded by autumn foliage.

Holiday Homes in Round Hill

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Round Hill holiday homes

1. DC Wine Country Farmhouse | 5 Peaceful Acres

DC Wine Country Farmhouse | 5 Peaceful Acres
Loudoun County
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay. House is beautiful and clean and owner was highly responsive. "
United States
Michele B.
The price is NZ$814
includes taxes & fees
28 Sept - 29 Sept
DC Wine Country Farmhouse | 5 Peaceful Acres
A hot tub in a forested area with a rocky ground and trees.

2. The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is NZ$634
includes taxes & fees
27 Sept - 28 Sept
The Blue Jay | New House in the Woods w/ Hot Tub
A deck with outdoor seating and a lake view.

3. 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
10.0 out of 10, Exceptional, (11 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$401
includes taxes & fees
28 Sept - 29 Sept
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
A hot tub under a wooden pergola with a view of autumn trees.

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

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay "
United States
Lauren O.
The price is NZ$693
includes taxes & fees
30 Sept - 1 Oct
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
A spacious dining area with a wooden table and chairs, large windows with a view of trees, and a stone wall in the background.

5. 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, (14 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is NZ$714
includes taxes & fees
6 Oct - 7 Oct
Stone Cabin on Valley View: Fire Pit + Hot Tub
A spacious living room with a green sofa set, a coffee table, and a fireplace. There is a kitchen in the background with a large window overlooking a deck.

6. 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)
"We loved it! So peaceful and beautiful property. Andrea is a great host!"
United States
Erin C.
The price is NZ$578
includes taxes & fees
28 Sept - 29 Sept
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A covered porch with a table and chairs, a number 64 on the wall, and a small garden area.

7. 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$587
includes taxes & fees
6 Oct - 7 Oct
Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal
A cozy dining area with a table and chairs, a view of a balcony with a railing, and a warm interior with wooden walls.

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

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Shannondale
10.0 out of 10, Exceptional, (4 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$921
includes taxes & fees
7 Oct - 8 Oct
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
A sign for Antietam National Battlefield, part of the National Park Service, with a stone wall and flowers in the foreground.

9. Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Harpers Ferry
7.4 out of 10, Good, (28 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is NZ$613
includes taxes & fees
29 Sept - 30 Sept
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
A bedroom with a large bed, a bench, a chair, a nightstand, and a wall with decorative plates.

10. 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, (20 reviews)
"Overall good property- close location to all attractions"
United States
Trisha P.
The price is NZ$743
includes taxes & fees
28 Sept - 29 Sept
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
A bar area with wooden beams, hanging light fixtures, and a bar counter with stools.

11. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.6 out of 10, Exceptional, (10 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.
Main Street USA -- Walk to Everything
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

12. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (38 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is NZ$534
includes taxes & fees
27 Sept - 28 Sept
Leesburg Hideaway- King Bed + Private Backyard
A wooden deck with a view of a forested landscape and a sunset.

13. A peaceful, forest retreat with stunning views near historic Harpers Ferry.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry
9.0 out of 10, Wonderful, (14 reviews)
"House was clean and loaded with required amenities. We loved the backyard view and the proximity to the lakeside picnic area."
United States
henu m.
The price is NZ$682
includes taxes & fees
28 Sept - 29 Sept
A peaceful, forest retreat with stunning views near historic Harpers Ferry.

14. 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$2,239
includes taxes & fees
7 Oct - 8 Oct
Still Meadow Farm
An outdoor dining area with a table set for two, surrounded by chairs, and a grill on the right.

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, (36 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
New Playground•Fenced Yard•Hot Tub•King Bed•Pets
A modern living room with a stone fireplace, white walls, and a high ceiling.

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$1,030
includes taxes & fees
12 Oct - 13 Oct
Chalet in Harpers Ferry

17. Charming Cottage, Walk to Downtown, Porch Swings

Charming Cottage, Walk to Downtown, Porch Swings
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (1 review)
"it was a clean house and quite area. perfect!"
United States
John S.
The price is NZ$760
includes taxes & fees
4 Oct - 5 Oct
Charming Cottage, Walk to Downtown, Porch Swings
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

18. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (21 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.
Spacious Modern Home on Middleburg Horse Farm
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

19. Schilling House

Schilling House
3.0 star property
Bolivar
The price is NZ$529
includes taxes & fees
19 Oct - 20 Oct
Schilling House
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

20. Retreat in Historic Downtown Leesburg - Walkable to Everything!

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (28 reviews)
"Excellent location and nice little house."
United States
Ann B.
Retreat in Historic Downtown Leesburg - Walkable to Everything!
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

TRU By Hilton Winchester

TRU By Hilton Winchester

10/10 Excellent
"Great Location & Customer Service"
CONSTANTIN 1-night trip
Posted 7 hours ago
TRU By Hilton Winchester

Find out more about Round Hill

Round Hill Holiday Homes information

Number of reviews
219
Accommodation
299 Holiday Homes
Lowest Price
NZ$401
Highest Price
NZ$2,239