A wooden bridge surrounded by autumn foliage.

Search Holiday Homes in Round Hill

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Round Hill holiday homes

Coffee/tea maker, fridge, microwave, oven

1. DC Wine Country Farmhouse | 5 Peaceful Acres

DC Wine Country Farmhouse | 5 Peaceful Acres
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.
The price is £344
includes taxes & fees
28 Sept - 29 Sept
DC Wine Country Farmhouse | 5 Peaceful Acres
Terrace/patio

2. Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
Bolivar
10.0 out of 10, Exceptional, (59 reviews)
"Enjoyed our stay here. Host was very communicative and the place was very clean."
United States
Delaine F.
The price is £247
includes taxes & fees
13 Sept - 14 Sept
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
Outdoor spa tub

3. 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 £271
includes taxes & fees
7 Sept - 8 Sept
The Blue Jay | New House in the Woods w/ Hot Tub
Outdoor dining

4. 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 £176
includes taxes & fees
13 Sept - 14 Sept
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Property grounds

5. 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
9.6 out of 10, Exceptional, (9 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 £318
includes taxes & fees
21 Sept - 22 Sept
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Interior

6. 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 £289
includes taxes & fees
7 Sept - 8 Sept
Stone Cabin on Valley View: Fire Pit + Hot Tub
Smart TV, fireplace

7. 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 £288
includes taxes & fees
8 Sept - 9 Sept
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Coffee/tea maker, fridge, microwave, oven

8. Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (6 reviews)
"Had a fantastic time and everything was great! Highly recommend this spot for a vacation if you’re headed for Harper’s ferry."
United States
James A.
The price is £345
includes taxes & fees
22 Sept - 23 Sept
Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Bar (on property)

9. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.6 out of 10, Exceptional, (8 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 £581
includes taxes & fees
13 Sept - 14 Sept
Main Street USA -- Walk to Everything
Property grounds

10. 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 £290
includes taxes & fees
13 Sept - 14 Sept
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Outdoor dining

11. 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 £275
includes taxes & fees
14 Sept - 15 Sept
Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal
Exterior

12. Buckskin Manor - Historic, Pool, 66 Acre Vineyard

Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Purcellville
9.0 out of 10, Wonderful, (24 reviews)
"Beautiful home on absolutely magnificent propertyTastefully decorated with lovely pieces of furniture and whimsical touchesLots of different areas for eating, reading and relaxingThe pool was fantasticGreat choice for a memorable family vacation! "
United States
Chana T.
The price is £740
includes taxes & fees
16 Sept - 17 Sept
Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Outdoor dining

13. 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 £417
includes taxes & fees
28 Sept - 29 Sept
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Smart TV, books, computer monitors

14. 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 £247
includes taxes & fees
4 Oct - 5 Oct
Leesburg Hideaway- King Bed + Private Backyard
3 bedrooms, desk, iron/ironing board, travel cot

15. 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, (19 reviews)
"Overall good property- close location to all attractions"
United States
Trisha P.
The price is £317
includes taxes & fees
7 Sept - 8 Sept
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Living area

16. 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 £971
includes taxes & fees
14 Sept - 15 Sept
Still Meadow Farm
Exterior

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

Storybook cottage on Leesburg's most historic block — walk to everything
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (73 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
United States
draje7
The price is £296
includes taxes & fees
9 Sept - 10 Sept
Storybook cottage on Leesburg's most historic block — walk to everything
Interior

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

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry
8.8 out of 10, Excellent, (13 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 £291
includes taxes & fees
8 Sept - 9 Sept
A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Coffee/tea maker, fridge, microwave, oven

19. 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 £282
includes taxes & fees
21 Sept - 22 Sept
Charming Cottage, Walk to Downtown, Porch Swings
TV, fireplace

20. 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 £442
includes taxes & fees
24 Sept - 25 Sept
Chalet in Harpers Ferry
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Round Hill Hotel Reviews

Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Staff was very helpful"
Sharon 1-night trip
Posted 5 hours ago
Quality Inn Winchester

Find out more about Round Hill

Round Hill Holiday Homes information

Number of reviews
323
Accommodation
288 Holiday Homes
Lowest Price
£176
Highest Price
£971