A wooden bridge surrounded by autumn foliage.

Round Hill Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Round Hill vacation rentals

A fenced grassy field with a clear sky and distant hills.

1. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.4 out of 10, Exceptional, (13 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
Oct 20 - Oct 21
Total with taxes and fees
Lunar Loft, with mountain views
A hot tub outside a building with a view of autumn trees.

2. 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, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
$308 nightly
The price is $343
Oct 21 - Oct 22
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
A spacious living area with a fireplace, a sofa, and a coffee table.

3. Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!
Harpers Ferry
9.8 out of 10, Exceptional, (13 reviews)
"Overall, the cabin was very nice and provided a quiet getaway with relatively easy access to surrounding accommodations, including activities and restaurants."
United States
Tracy H.
$342 nightly
The price is $381
Oct 21 - Oct 22
Total with taxes and fees
Aslan's How - Cabin with Valley Views & Hot Tub!
A room with a large window overlooking a forested area.

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

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.6 out of 10, Exceptional, (22 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
Oct 28 - Oct 29
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A hot tub with a view of a forested landscape during sunset.

5. 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, (28 reviews)
"My husband and I went for a short trip. The communication was great and the house was perfect! We spent most of our time in the hot tub checking out the amazing view."
United States
Keri L.
$363 nightly
The price is $404
Oct 29 - Oct 30
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

6. 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.
$350 nightly
The price is $390
Nov 3 - Nov 4
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!
A spacious living area with a high ceiling, a fireplace, and a kitchen in the background.

7. 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, (46 reviews)
"We had a great stay!"
United States
Olivia T.
$351 nightly
The price is $391
Oct 21 - Oct 22
Total with taxes and fees
Secluded Cabin a Stone's Throw From the A.T.!
A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

8. Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."
United States
Andrew A.
$353 nightly
The price is $394
Nov 4 - Nov 5
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
A deck with outdoor seating and a lake view.

9. 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, (13 reviews)
"We had a lovely stay and it was so nice for our dog as well. The Mountain Lake Cub had a doggy beach day on Saturday morning and it was a super fun experience. The host was friendly and responsive!"
United States
Dawn S.
$234 nightly
The price is $260
Oct 22 - Oct 23
Total with taxes and fees
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

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

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (78 reviews)
"Great stay! Wonderful property!"
United States
Thomas W.
$338 nightly
The price is $376
Oct 26 - Oct 27
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
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, (111 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
$327 nightly
The price is $364
Oct 21 - Oct 22
Total with taxes and fees
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake
A wooden interior with a dining table set for four, a fireplace, and large windows offering a view of the outdoors.

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

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (49 reviews)
"Very relaxing great time."
United States
Alfred A.
$359 nightly
The price is $400
Nov 4 - Nov 5
Total with taxes and fees
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
A forested area with a metal railing and a paved path.

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

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
8.8 out of 10, Excellent, (36 reviews)
"House was cute with a great location! Very comfortable and host was very responsive!"
United States
Lisa P.
$223 nightly
The price is $248
Oct 22 - Oct 23
Total with taxes and fees
Mountain Cabin in the Woods, Near Wineries & More!
A wooden deck with a table and chairs, a floating dock, and an umbrella providing shade.

14. 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.
$372 nightly
The price is $414
Oct 22 - Oct 23
Total with taxes and fees
Rustic Log Cabin with Private Dock on the Lake!
A covered outdoor area with wicker furniture, a ceiling fan, and a view of a lake and forest.

15. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 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.
$381 nightly
The price is $424
Nov 4 - Nov 5
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

16. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (39 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
$286 nightly
The price is $329
Nov 19 - Nov 20
Total with taxes and fees
Leesburg Hideaway- King Bed + Private Backyard
A hotel room with a bed, a dining table with chairs, a small table with a vase of flowers, and a storage unit with shelves.

17. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.6 out of 10, Exceptional, (29 reviews)
"The studio has potential but is not worth the price paid. Towels were old, mattress was soft, cobwebs were noticeable. Location is great."
United States
Kathleen
$290 nightly
The price is $331
Oct 23 - Oct 24
Total with taxes and fees
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
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, (70 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
$318 nightly
The price is $332
Oct 20 - Oct 21
Total with taxes and fees
3BR cabin w/ hot tub & game room
A kitchen with a large island, wooden cabinets, a microwave, a coffee maker, and a window above the sink.

19. super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.6 out of 10, Exceptional, (19 reviews)
"The area was surrounded by horses, Horse farms all around, which was lovely. Very quite and peaceful. Enjoyed my time there."
United States
Lynette
$273 nightly
The price is $311
Oct 20 - Oct 21
Total with taxes and fees
super cosy cottage with high speed internet!
A spacious dining area with a wooden table and chairs, large windows with a view of trees, and a stone wall in the background.

20. 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.
$376 nightly
The price is $396
Oct 20 - Oct 21
Total with taxes and fees
Stone Cabin on Valley View: Fire Pit + Hot Tub
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

TRU By Hilton Winchester

TRU By Hilton Winchester

8/10 Good
"Bare essentials"
Judy 2-night trip
Posted 2 hours ago
TRU 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 $107 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.

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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.