A wooden bridge surrounded by autumn foliage.

Search Vacation Homes in Round Hill

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Round Hill vacation homes

Coffee/tea maker, fridge, microwave, oven

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 ￥34,904
￥71,549 total
includes taxes & fees
Sep 21 - Sep 22
DC Wine Country Farmhouse | 5 Peaceful Acres
Property grounds

2. 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 ￥16,909
￥65,102 total
includes taxes & fees
Sep 23 - Sep 24
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Outdoor dining

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
9.8 out of 10, Exceptional, (10 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 ￥14,628
￥48,816 total
includes taxes & fees
Sep 28 - Sep 29
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Terrace/patio

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 ￥15,628
￥62,978 total
includes taxes & fees
Sep 23 - Sep 24
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Interior

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 ￥25,255
￥58,568 total
includes taxes & fees
Sep 22 - Sep 23
Stone Cabin on Valley View: Fire Pit + Hot Tub
Smart TV, fireplace

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 ￥13,738
￥48,776 total
includes taxes & fees
Sep 21 - Sep 22
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Outdoor dining

7. 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 traveler
The price is ￥36,688
￥75,982 total
includes taxes & fees
Sep 29 - Sep 30
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Property grounds

8. 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 ￥22,339
￥53,855 total
includes taxes & fees
Sep 21 - Sep 22
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Outdoor dining

9. 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 ￥22,082
￥50,328 total
includes taxes & fees
Sep 22 - Sep 23
Farmhouse Retreat Sleeps 6, Yard for Tents, Near River + C&O Canal
Bar (on property)

10. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.6 out of 10, Exceptional, (9 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 ￥73,532
￥122,317 total
includes taxes & fees
Sep 29 - Sep 30
Main Street USA -- Walk to Everything
Smart TV, books, computer monitors

11. 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 ￥20,943
￥47,635 total
includes taxes & fees
Sep 20 - Sep 21
Leesburg Hideaway- King Bed + Private Backyard
TV, fireplace

12. Cozy Bear Chase Cottage

Cozy Bear Chase Cottage
Mount Weather
10.0 out of 10, Exceptional, (46 reviews)
"Bear Chase is the ideal getaway from Alexandria, make the drive and stay the weekend or a week. Wonderful beer and other beverages, terrific food and entertainment. Amazing staff and the views and grounds are spectacular."
United States
Scott F.
Cozy Bear Chase Cottage
3 bedrooms, desk, iron/ironing board, travel crib

13. 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 ￥25,005
￥65,610 total
includes taxes & fees
Sep 21 - Sep 22
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Living area

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 ￥114,021
￥197,254 total
includes taxes & fees
Sep 30 - Oct 1
Still Meadow Farm
Room

15. Schilling House

Schilling House
3.0 star property
Bolivar
The price is ￥42,506
￥53,239 total
includes taxes & fees
Sep 27 - Sep 28
Schilling House
Outdoor dining

16. 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
The price is ￥24,200
￥63,774 total
includes taxes & fees
Sep 20 - Sep 21
New Playground•Fenced Yard•Hot Tub•King Bed•Pets
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, (75 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 ￥31,755
￥61,672 total
includes taxes & fees
Sep 22 - Sep 23
Storybook cottage on Leesburg's most historic block — walk to everything
TV, fireplace

18. 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 ￥54,606
￥92,936 total
includes taxes & fees
Oct 12 - Oct 13
Chalet in Harpers Ferry
Interior

19. 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 ￥27,923
￥59,898 total
includes taxes & fees
Sep 21 - Sep 22
A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Coffee/tea maker, fridge, microwave, oven

20. 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 ￥47,822
￥97,277 total
includes taxes & fees
Oct 5 - Oct 6
Spacious Modern Home on Middleburg Horse Farm
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

10/10 Excellent
"The hotel is conveniently located, clean, pleasant and very reasonably priced. It was just what we needed for an overnight stop with a dog."
Neiri 1-night trip
Posted 6 hours ago
Quality Inn Winchester

Find out more about Round Hill

Round Hill Vacation Homes information

Number of reviews
351
Accommodation
288 Vacation Homes
Lowest Price
￥47,635
Highest Price
￥197,254