Round Hill Vacation Homes

A wooden bridge surrounded by autumn foliage.

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Our top choices for Round Hill holiday homes

A hot tub in a forested area with a rocky ground and trees.

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

Harpers Ferry

Brett D.

A deck with outdoor seating and a lake view.

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

Harpers Ferry

Dawn S.

HK$1,813 total

includes taxes & fees

22 Oct - 23 Oct

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.

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

Harpers Ferry

Erin C.

HK$2,582 total

includes taxes & fees

22 Oct - 23 Oct

A spacious dining area with a wooden table and chairs, large windows with a view of trees, and a stone wall in the background.

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

Harpers Ferry

Brian S.

HK$2,926 total

includes taxes & fees

22 Oct - 23 Oct

A cozy dining area with a table and chairs, a view of a balcony with a railing, and a warm interior with wooden walls.

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

Shannondale

Anonymous traveller

HK$4,126 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

6. Leesburg Hideaway- King Bed + Private Backyard

Leesburg

Avis V.

HK$3,249 total

includes taxes & fees

15 Nov - 16 Nov

A kitchen with a large island, wooden cabinets, a microwave, a coffee maker, and a window above the sink.

7. super cosy cottage with high speed internet!

Middleburg

Lynette

HK$2,442 total

includes taxes & fees

29 Oct - 30 Oct

A covered porch with a table and chairs, a number 64 on the wall, and a small garden area.

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

Harpers Ferry

Gwenaelle M.

HK$2,481 total

includes taxes & fees

2 Nov - 3 Nov

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

Harpers Ferry

Melissa H.

HK$2,684 total

includes taxes & fees

26 Oct - 27 Oct

A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

10. Spacious Modern Home on Middleburg Horse Farm

Middleburg

Denise B.

HK$4,635 total

includes taxes & fees

26 Oct - 27 Oct

A bar area with wooden beams, hanging light fixtures, and a bar counter with stools.

11. Main Street USA -- Walk to Everything

Purcellville

melissa b.

HK$6,188 total

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

12. Schilling House

Bolivar

HK$2,693 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a stone fireplace, white walls, and a high ceiling.

13. Chalet in Harpers Ferry

Harpers Ferry

Courtney C.

HK$4,410 total

includes taxes & fees

22 Oct - 23 Oct

A wooden deck with a view of a forested landscape and a sunset.

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

Harpers Ferry

henu m.

HK$3,030 total

includes taxes & fees

27 Oct - 28 Oct

15. Still Meadow Farm

Purcellville

Jodie J.

HK$10,454 total

includes taxes & fees

28 Oct - 29 Oct

A narrow hallway with a wooden floor, metal shelving units, and a window with blinds.

16. Downtown Retreat with 2 Primary Suites

Leesburg

Tyler W.

A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

17. Storybook cottage on Leesburg's most historic block — walk to everything

Leesburg's Old and Historic District

Fern

HK$3,588 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

18. Historic Downtown Home with Fire Pit

Leesburg's Old and Historic District

Sean S.

HK$4,389 total

includes taxes & fees

27 Oct - 28 Oct

A two-story house with a front porch, a staircase, and a mailbox.

19. Dog-Friendly | Hiking| Tubing near Harpers Ferry

Brunswick

Anonymous traveller

HK$1,853 total

includes taxes & fees

2 Nov - 3 Nov

A four-poster canopy bed with a view of a cityscape through the window.

20. Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Harpers Ferry

Ashley B.

HK$2,439 total

includes taxes & fees

30 Oct - 31 Oct

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Top Round Hill Hotel Reviews

Travelodge by Wyndham Winchester

10/10 Excellent

"Clean friendly"

Quality Inn Harpers Ferry - Charles Town

8/10 Good

"Clean room. Very close to Appalachian trail, close to park information center, shuttle service to lower town. NO elevator, so stairs were hard for us carrying luggage. Desk clerk helped which was wonderful. Being so close to everything & being able to have a 1st floor room. Would definitely stay their again. We r in r 80's. Stairs r hard , but managed parr of the trail"

Salamander Resort And Spa

10/10 Excellent

"The Salamander resort is breathtaking! Spectacular property. The staff was always willing to answer questions or to help in any way possible. Our room was clean and very comfortable. I was so happy to see that it is pet friendly. My only complaint was that guests left their dogs in their rooms while they were out. I heard a few dogs that were clearly distressed at being left alone. As a dog owner, it really upset me. The guests should be required to not leave their pets alone."

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