A wooden bridge surrounded by autumn foliage.

Round Hill Vacation Rentals

Check prices for these dates

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

Our top choices for Round Hill vacation rentals

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.
$423 nightly
The price is $461
Sep 29 - Sep 30
Total with taxes and fees
DC Wine Country Farmhouse | 5 Peaceful Acres
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

2. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"Enjoyed our visit. House was well-appointed and had an amazing view from back deck."
United States
Kathy V.
$348 nightly
The price is $388
Sep 24 - Sep 25
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!
A hot tub outside a building with a view of autumn trees.

3. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
$306 nightly
The price is $341
Sep 24 - Sep 25
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
A deck with outdoor seating and a lake view.

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
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.
$252 nightly
The price is $281
Sep 28 - Sep 29
Total with taxes and fees
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
A spacious living area with a high ceiling, a fireplace, and a kitchen in the background.

5. Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (43 reviews)
"We had a great stay!"
United States
Olivia T.
$349 nightly
The price is $389
Oct 5 - Oct 6
Total with taxes and fees
Secluded Cabin a Stone's Throw From the A.T.!
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

6. Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (76 reviews)
"Great place and a great time."
United States
Katrina C.
$328 nightly
The price is $365
Sep 24 - Sep 25
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
A hot tub with a view of a forested landscape during sunset.

7. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (27 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveler
$385 nightly
The price is $429
Oct 12 - Oct 13
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
A room with a large window overlooking a forested area.

8. Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
$336 nightly
The price is $375
Sep 24 - Sep 25
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A wooden interior with a dining table set for four, a fireplace, and large windows offering a view of the outdoors.

9. Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (48 reviews)
"Very relaxing great time."
United States
Alfred A.
$397 nightly
The price is $441
Sep 24 - Sep 25
Total with taxes and fees
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
A fenced grassy field with a clear sky and distant hills.

10. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.2 out of 10, Wonderful, (11 reviews)
"Beautiful, peaceful property. We originally lived in the area and were coming back to close out our business in town. The amenities in the home were great and everything was super clean. You definitely get the Northern Virginia rural experience here. Great location and hosts were amazing! Would stay here again!"
United States
Christina C.
$237 nightly
The price is $270
Sep 29 - Sep 30
Total with taxes and fees
Lunar Loft, with mountain views
A spacious room with a large dining table, white chairs, and a ceiling fan.

11. Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (104 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
$338 nightly
The price is $377
Sep 27 - Sep 28
Total with taxes and fees
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A forested area with a metal railing and a paved path.

12. Mountain Cabin in the Woods, Near Wineries & More!

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
8.8 out of 10, Excellent, (35 reviews)
"Scott very responsive; gave us multiple recommendations for restaurants and places to see, things to do. My kids loved the hot tub, beds were very comfortable- we had a great time!"
United States
Katie F.
$221 nightly
The price is $246
Oct 5 - Oct 6
Total with taxes and fees
Mountain Cabin in the Woods, Near Wineries & More!
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.

13. 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.
$360 nightly
The price is $401
Sep 28 - Sep 29
Total with taxes and fees
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A covered deck with a table and chairs, overlooking a river and autumn foliage.

14. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
$427 nightly
The price is $477
Sep 24 - Sep 25
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A spacious dining area with a wooden table and chairs, large windows with a view of trees, and a stone wall in the background.

15. 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.
$359 nightly
The price is $378
Sep 23 - Sep 24
Total with taxes and fees
Stone Cabin on Valley View: Fire Pit + Hot Tub
A covered outdoor area with wicker furniture, a ceiling fan, and a view of a lake and forest.

16. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (40 reviews)
"Clean house. Host was able to accessible. Hot tub worked and clean. Kitchen had everything we needed. Great place to stay and relax"
United States
Lisa h.
$438 nightly
The price is $488
Sep 24 - Sep 25
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
A wooden deck with a table and chairs, a floating dock, and an umbrella providing shade.

17. Rustic Log Cabin with Private Dock on the Lake!

Rustic Log Cabin with Private Dock on the Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (15 reviews)
"Great location with beautiful views. Definitely would stay there again"
United States
David D.
$369 nightly
The price is $411
Sep 24 - Sep 25
Total with taxes and fees
Rustic Log Cabin with Private Dock on the Lake!
A wooden deck with a table and chairs, a barbecue grill, and a red umbrella.

18. 3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (67 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
$331 nightly
The price is $345
Sep 23 - Sep 24
Total with taxes and fees
3BR cabin w/ hot tub & game room
A wooden cabin interior with a bed, dresser, and a window with a view of trees.

19. Cozy w/Fire Pit, Grill, Screened Porch & WiFi

Cozy w/Fire Pit, Grill, Screened Porch & WiFi
Harpers Ferry
9.8 out of 10, Exceptional, (7 reviews)
"The host was very communicative and the place was very clean. "
United States
Christopher M.
$315 nightly
The price is $340
Sep 28 - Sep 29
Total with taxes and fees
Cozy w/Fire Pit, Grill, Screened Porch & WiFi
A wooden cabin with a porch, a bench, and a table.

20. Peaceful mountain cabin in charming Berryville VA - next to river and brewery

Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Berryville
10.0 out of 10, Exceptional, (3 reviews)
"Loved the place, the log cabin has the old world charm and beautiful settings. "
United States
Anonymous traveler
$223 nightly
The price is $246
Oct 5 - Oct 6
Total with taxes and fees
Peaceful mountain cabin in charming Berryville VA - next to river and brewery
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

Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Location was very convenient and included inside access to 24hr Denny’s. Parking lot adjacent to an Exxon. Hot breakfast, hard boiled eggs, English"
Joanne 1-night trip
Posted 2 hours ago
Quality Inn Winchester

Find out more about Round Hill

Everything you need to know about Round Hill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Round Hill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Round Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Round Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Round Hill. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Round Hill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Round Hill rentals

At Expedia, we put the best Round Hill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Round Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Round Hill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Round Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Round Hill?

Yes, we have vacation rentals in Round Hill close to Round Hill Arts Center, or you can choose a more secluded option if you're looking for a relaxing stay. Round Hill is known for its golf courses and art.

What are some of the best vacation home rentals that Round Hill has to offer?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: This vacation home rental near Round Hill is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Round Hill?

Choose from 7 Expedia vacation rentals in Round Hill for a memorable vacation.

What can I see and do in Round Hill?

Family-friendly attractions include Hill High Country Store and K & S Pewter, whereas Sleeter Lake is a spot to enjoy the outdoors. Stoneleigh Golf and Country Club and Round Hill Arts Center are other places to visit while you're in town.

What are vacation rentals like in Round Hill?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Round Hill. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family gatherings.