A wooden bridge surrounded by autumn foliage.

Round Hill Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Round Hill vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Historic Farmhouse, Fully Renovated in Fall 2023

Historic Farmhouse, Fully Renovated in Fall 2023
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.
$423 nightly
The price is $461
Sep 1 - Sep 2
Total with taxes and fees
Historic Farmhouse, Fully Renovated in Fall 2023
Dining

2. ~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, (98 reviews)
"Great property, host was very communicative!"
United States
Lizzy H.
$346 nightly
The price is $385
Aug 19 - Aug 20
Total with taxes and fees
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake.
Interior

3. Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
10.0 out of 10, Exceptional, (1 review)
"Amazingly comfortable place to call home for a few days with plenty of room for activities if you have to stay in! Bedrooms were lovely as were the bathrooms. Updated and very clean!!!! Host was extremely responsive and very easy to work with!! Bonus to bring our pup with us for the stay."
United States
K O.
$328 nightly
The price is $359
Aug 10 - Aug 11
Total with taxes and fees
Bluemont home just minutes to wineries, breweries, hiking and more!
Property grounds

4. Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Bluemont
9.8 out of 10, Exceptional, (12 reviews)
"Nice owner, great place"
United States
Leslie C.
$239 nightly
The price is $273
Aug 17 - Aug 18
Total with taxes and fees
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Smart TV, fireplace

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, (42 reviews)
"We had a great stay!"
United States
Olivia T.
$379 nightly
The price is $422
Aug 11 - Aug 12
Total with taxes and fees
Secluded Cabin a Stone's Throw From the A.T.!
Property grounds

6. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.0 out of 10, Wonderful, (10 reviews)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
$237 nightly
The price is $270
Aug 10 - Aug 11
Total with taxes and fees
Lunar Loft, with mountain views
Property grounds

7. 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
9.8 out of 10, Exceptional, (7 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.
$391 nightly
The price is $435
Sep 1 - Sep 2
Total with taxes and fees
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Terrace/patio

8. 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, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
$308 nightly
The price is $343
Aug 18 - Aug 19
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
Outdoor spa tub

9. 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, (26 reviews)
"This was a lovely rental in a breathtaking location. My whole family gasped at that view as we came over the hill and down the driveway! Could not have asked for a more picturesque front yard, and the sunsets from the hot tub were epic. The house was very clean, comfortable, and well appointed, with two generously sized bath tubs inside and comfy beds. Great game selection (although some of the contents were mixed into the wrong boxes), and we enjoyed the ping pong table too. Communication...
United States
Lauren P.
$352 nightly
The price is $391
Aug 10 - Aug 11
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
Terrace/patio

10. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Nice view . Perfect for a boys stay"
United States
Ahffan k.
$459 nightly
The price is $511
Aug 20 - Aug 21
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!
Smart TV, fireplace, table tennis

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

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (75 reviews)
"We had a wonderful stay. Fantastic views from this cabin -- literally on top of the mountain. Hot tub was great, love the rocking chairs on the front porch, and really appreciate the games and "activites" in the house (like the basetball game in the basement). It was easy to bring our teenage boys and enjoy some down time for spring break. I'm sure the roads would be dicey in the winter but loved it and would definately stay there again."
United States
Jill R.
$331 nightly
The price is $368
Aug 10 - Aug 11
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
Smart TV

12. 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, (18 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.
$354 nightly
The price is $394
Aug 24 - Aug 25
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Interior

13. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (24 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
$347 nightly
The price is $396
Aug 17 - Aug 18
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Interior

14. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
$436 nightly
The price is $486
Aug 31 - Sep 1
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
Outdoor dining

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

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (26 reviews)
"Great house! The view was amazing. Having extra kayaks was great. If you plan to use the lake, plan for 10 per person per day, that was an added expense for a family of six! "
United States
Amy H.
$618 nightly
The price is $687
Aug 11 - Aug 12
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Outdoor dining

16. 3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
$336 nightly
The price is $351
Sep 2 - Sep 3
Total with taxes and fees
3BR cabin w/ hot tub & game room
Interior

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

Cozy w/Fire Pit, Grill, Screened Porch & WiFi
Harpers Ferry
9.8 out of 10, Exceptional, (6 reviews)
"The host was very communicative and the place was very clean. "
United States
Christopher M.
$403 nightly
The price is $437
Aug 26 - Aug 27
Total with taxes and fees
Cozy w/Fire Pit, Grill, Screened Porch & WiFi
Property grounds

18. 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.
$265 nightly
The price is $295
Aug 9 - Aug 10
Total with taxes and fees
Mountain Cabin in the Woods, Near Wineries & More!
Dining

19. 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.
$499 nightly
The price is $556
Aug 25 - Aug 26
Total with taxes and fees
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Property grounds

20. Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
$315 nightly
The price is $350
Aug 10 - Aug 11
Total with taxes and fees
Cabin at the Gap | You Won't Believe the View!
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

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"It was a great place to stay for our vacation."
Gifty 4-night trip
Posted 2 hours ago
Spark by Hilton 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 $141 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?

Icy…New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct: This vacation home rental near Round Hill offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable 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 Bogati Bodega & Winery 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.