A two-story building with black shutters, a bench, and a street corner.

Round Hill Vacation Rentals

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Dates

November 2026

December 2026

Check prices for these dates

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Our top choices for Round Hill vacation rentals

A wooden interior with a dining table set for four, a fireplace, and large windows offering a view of the outdoors.

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

Harpers Ferry

Alfred A.

$405 nightly

Nov 19 - Nov 20

Total with taxes and fees

A deck with outdoor seating and a lake view.

2. Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery

Harpers Ferry

Dawn S.

$302 nightly

Nov 17 - Nov 18

Total with taxes and fees

A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

3. Rebels Rest - Cabin with Enchanting Sunset Views!

Harpers Ferry

Kathy V.

$364 nightly

Nov 19 - Nov 20

Total with taxes and fees

A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

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

Harpers Ferry

Andrew A.

$397 nightly

Nov 23 - Nov 24

Total with taxes and fees

A wooden bridge leading to a house surrounded by lush greenery and purple flowers.

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

Bluemont

Leslie C.

$285 nightly

Nov 10 - Nov 11

Total with taxes and fees

A forested area with a metal railing and a paved path.

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

Harpers Ferry

Jennifer H.

$241 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hot tub outside a building with a view of autumn trees.

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

Harpers Ferry

Rebecca N.

$364 nightly

Nov 19 - Nov 20

Total with taxes and fees

A hot tub with a view of a forested landscape during sunset.

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

Harpers Ferry

Keri L.

$389 nightly

Nov 16 - Nov 17

Total with taxes and fees

A room with a large window, a round table, and two chairs.

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

Harpers Ferry

Diane S.

$258 nightly

Dec 1 - Dec 2

Total with taxes and fees

A covered outdoor area with wicker furniture, a ceiling fan, and a view of a lake and forest.

10. Peaceful Lakefront Cottage with Mountain Views!

Harpers Ferry

Tara G.

$395 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern kitchen with a wooden floor, a large window, and a kitchen island with stools.

11. Lunar Loft, with mountain views

Bluemont

Christina C.

$226 nightly

Nov 5 - Nov 6

Total with taxes and fees

A spacious kitchen with a central island, a dining area with a staircase, and a view of the living room.

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

Hamilton

Theresa R.

$329 nightly

Nov 5 - Nov 6

Total with taxes and fees

A covered deck with a table and chairs, overlooking a river and autumn foliage.

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

Harpers Ferry

Lindy K.

$443 nightly

Nov 18 - Nov 19

Total with taxes and fees

A spacious dining area with a wooden table and chairs, large windows with a view of trees, and a stone wall in the background.

14. Stone Cabin on Valley View: Fire Pit + Hot Tub

Harpers Ferry

Brian S.

$365 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with a table and chairs, a barbecue grill, and a red umbrella.

15. 3BR cabin w/ hot tub & game room

Harpers Ferry

Chelsey-Ann

$316 nightly

Dec 1 - Dec 2

Total with taxes and fees

A cozy living room with a fireplace, large windows, and a view of the outdoors.

16. Modern Cabin with Sweeping Valley Views!

Harpers Ferry

Anonymous traveler

$519 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious living area with a fireplace, a sofa, and a coffee table.

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

Harpers Ferry

Tracy H.

$425 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hot tub surrounded by wooden deck furniture, a fire pit, and a wooden fence.

18. Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub

Harpers Ferry

Doug G.

$400 nightly

Nov 9 - Nov 10

Total with taxes and fees

A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

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

Harpers Ferry

Thomas W.

$342 nightly

Nov 5 - Nov 6

Total with taxes and fees

A wooden porch with a bench and a table, a 'HELLO' sign, and a 'WELCOME' sign.

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

Harpers Ferry

Christopher M.

$330 nightly

Nov 17 - Nov 18

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Round Hill Hotel Reviews

A spacious living room with a wooden floor, a large sofa, a coffee table, and a dining area with a wooden table and chairs.

Loudoun Valley Manor

Waterford

10/10 Excellent

My partner and I stayed here for two nights, and had a relaxing little vacation away from the bustle of D.C. Olga was a lovely host and made us feel very welcome. She cooked omelettes bright and early every morning, and always had coffee, tea, and snacks available throughout the day. There are a lot of vineyards and breweries nearby to visit, and the air-conditioned rooms were a comfortable retreat from the afternoon heat. The house was pristine, gorgeously decorated, and the view of the...

Anonymous traveler

An outdoor patio area with wicker furniture, a stone fire feature, and a covered seating area with string lights.

Home2 Suites by Hilton Charles Town

Charles Town

10/10 Excellent

Tommy

An outdoor patio area with a wooden pergola, a grill, and seating.

Homewood Suites by Hilton Leesburg

Leesburg

10/10 Excellent

John

A building with classical architecture, featuring columns and a symmetrical facade.

Hampton Inn & Suites Charles Town

Charles Town

10/10 Excellent

Trisha

A two-story house with a front porch, American flags, and a mailbox.

The Carriage Inn B&B

Charles Town

10/10 Excellent

retired teacher

A modern house with a stone facade, large windows, and a sloped roof.

Goodstone Inn & Restaurant

Middleburg

10/10 Excellent

Adrian

A patio area with outdoor seating, a barbecue grill, and umbrellas.

Holiday Inn Express & Suites Leesburg - Historic District by IHG

Leesburg

10/10 Excellent

Natesha

A Holiday Inn Express hotel with a modern design, featuring a stone facade, multiple windows, and a covered entrance.

Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG

Knoxville

10/10 Excellent

Johnna

A traditional Tudor-style house with a pond in the foreground, surrounded by well-maintained gardens and trees.

Hillbrook Inn

Charles Town

10/10 Excellent

This is an Inn in a very rural area. It is very peaceful and this was much needed to quiet the mind. I went on the verge of the leaves changing in the fall so it was quite beautiful with changing leaves but still green grass and some plants blooming. I brought my small dog in this solo trip and it was a nice touch to leave a couple of milk bones in the room for him. I didn't go to the dining area for breakfast or dinner so I can't comment of this portion.

Patti

A reception desk with a 'Quality by Choice Hotels' sign, a potted plant, and a door to the right.

Quality Inn Harpers Ferry - Charles Town

Harpers Ferry

10/10 Excellent

HARITHA

A hotel room with two beds, a desk, a chair, and a television.

Rodeway Inn & Suites Charles Town

Charles Town

10/10 Excellent

Julie

A hotel room with a large bed, a desk with a TV, a chair, a desk lamp, and a window with curtains.

Best Western Leesburg Hotel & Conference Center

Leesburg

10/10 Excellent

Thomas

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 $248 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.

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.

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