Round Hill Holiday Rentals, Virginia: Private House Rentals

A wooden bridge surrounded by autumn foliage.

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Our top choices for Round Hill hotels

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

A gazebo with a brick pathway leading to it, surrounded by a grassy area with purple flowers.

A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and a chandelier.

A covered outdoor dining area with a glass table surrounded by chairs, a candle centerpiece, and a view of greenery through large windows.

1. Loudoun Valley Manor

Waterford

Mindi

3.880.800 ₫

4.424.112 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A Holiday Inn Express hotel with a covered entrance, outdoor seating, and a landscaped area.

A hotel room with two beds, a sofa, a coffee table, a TV, and a patterned carpet.

A hotel dining area with multiple tables and chairs, a television, and a coffee station.

A fitness center with treadmills, elliptical machines, and a mirrored wall.

2. Holiday Inn Express Charles Town by IHG

Charles Town

Rhonda

2.359.994 ₫

2.666.794 ₫ total

includes taxes & fees

9 Nov - 10 Nov

An outdoor patio with tables and chairs, a brick wall, and a building with multiple windows and a porch.

A spacious lounge with a leather sofa, bar area, and large windows.

A room with a checkered floor, a brown sofa, a wooden coffee table, and a blue vase with white flowers.

A hotel with a brick facade, multiple windows, and a well-lit entrance.

3. Hotel Burg

Leesburg's Old and Historic District

Michael

5.859.163 ₫

7.481.857 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a metal ladder, lounge chairs, and a seating area with a view of the outdoors.

A lobby with a reception desk, seating area, and a patterned carpet.

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

A spacious hotel lobby with multiple seating areas, a long communal table, and large windows offering views.

4. Hampton Inn & Suites Charles Town

Charles Town

Pamela G

3.139.826 ₫

3.516.604 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A grand staircase with a chandelier, leading to an open doorway with a view of a garden.

A spacious living area with a large wooden table, red chairs, a fireplace, and a television.

A stone building with a central entrance flanked by columns, a large arched window above the door, and a symmetrical facade.

A wooden bridge over a calm lake with a gazebo on the far end.

5. The Inn at Grass Roots Hill

Purcellville

Robert

15.084.359 ₫

17.196.169 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A spacious dining area with round tables and chairs, a large potted plant, and a wall with artwork.

A building with a sign reading "HOLLYWOOD Casino at Charles Towne RV Park".

A lobby with a fireplace, comfortable seating, and a large wall with 'The Inn at Charles Town' signage.

A bar area with a buffalo-themed mural, multiple screens, and bar stools.

6. The Inn at Charles Town - Hollywood Casino

Charles Town

Kira

2.858.636 ₫

3.460.392 ₫ total

includes taxes & fees

12 Oct - 13 Oct

An outdoor patio with a fire pit, seating, and a covered area with string lights.

A hotel room with a bed, a sofa, a TV, a desk, and a window.

A modern hotel with a prominent "HOME 2 Suites by Hilton" sign, a flagpole with an American flag, and a well-lit entrance area.

A modern cafe with multiple seating areas, a counter with food and drink options, and a 'Good Morning' sign.

7. Home2 Suites by Hilton Leesburg

Leesburg

Lindsi

4.221.793 ₫

4.855.062 ₫ total

includes taxes & fees

18 Oct - 19 Oct

An outdoor patio area with stone tables and chairs, surrounded by potted plants and umbrellas.

A stone building with a central entrance, multiple windows, and flags.

A garden with a wooden door, surrounded by greenery and a stone wall.

A living room with a white sofa, a wooden coffee table, a TV on a white cabinet, and a wooden staircase.

8. The Red Fox Inn & Tavern

Downtown

Margaret

11.955.451 ₫

13.629.111 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

A modern kitchen with a central island, bar stools, and a dining table with chairs.

A modern kitchen with a refrigerator, microwave, and sink. There is a dining area with a table and chairs, and a small seating area with a lamp.

A hotel with a prominent "HOME" sign, outdoor seating area, and a covered entrance.

9. Home2 Suites by Hilton Charles Town

Charles Town

Scott

3.267.116 ₫

3.659.170 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

A lobby with a patterned sofa, green chairs, a fireplace, and a large chandelier.

A hotel lobby with a central island displaying children's books, a refrigerator stocked with beverages, and a modern pendant light.

A rectangular swimming pool with clear blue water, surrounded by a tiled deck.

10. Homewood Suites by Hilton Leesburg

Leesburg

Kim

3.474.610 ₫

3.995.801 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A reception area with a blue door, a reception desk, and two armchairs.

A breakfast area with a counter, seating, and a Daybreak sign.

A hotel room with two beds, a TV, a desk, and a wardrobe.

A motel with a covered parking area, a small lobby, and a building with a flat roof.

11. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

Catherine

1.819.060 ₫

2.055.538 ₫ total

includes taxes & fees

13 Oct - 14 Oct

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

A modern hotel room with a large bed, a seating area with a chair and ottoman, a wooden floor, and a mirror with a blue accent wall.

A Holiday Inn Express & Suites building with a modern design, featuring a blue accent wall and a well-lit entrance.

A spacious lobby with a blue sofa, a grey couch, and a small table. There is a coffee station in the background.

12. Holiday Inn Express & Suites Leesburg - Historic District by IHG

Leesburg

Joseph

2.664.816 ₫

3.064.539 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A large, multi-story building with a symmetrical facade, multiple chimneys, and a central entrance with columns.

A restaurant with round tables, booths, and a chandelier.

A spacious lobby with a central coffee table, seating arrangements, and a fireplace.

A picnic setup with a cheese board, grapes, and a glass of white wine on a wooden table, surrounded by lush greenery and a pergola.

13. Salamander Middleburg

Middleburg

Mohamed

17.787.000 ₫

21.722.390 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

A modern kitchen with a self-service breakfast bar, a coffee machine, and a refrigerator.

A modern living room with a grey sofa, green armchairs, and a black office chair. There are two lamps, a flat-screen TV, and a small table. The room has a wooden floor and a grey rug.

A gym with treadmills, an elliptical, dumbbells, and a bench.

14. Quality Inn Harpers Ferry - Charles Town

Harpers Ferry

Mark

2.311.146 ₫

2.588.483 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

A hotel lobby with seating areas, a reception desk, and a large window.

A pool area with lounge chairs and a sign indicating no diving.

A hotel room with a kitchenette, a dining area, a large wooden wardrobe, and a bathroom with a sink and mirror.

15. Best Western Leesburg Hotel & Conference Center

Leesburg

Zoila

2.453.700 ₫

2.821.756 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A Red Roof Inn with a prominent red sign, brick facade, and a parking lot.

A covered patio area with metal tables and chairs, a brick wall, and a door.

A vending machine with a Hawaiian Punch label, located in a hallway with red doors and a tiled floor.

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

16. Red Roof Inn Leesburg, VA

Leesburg

Sandra

2.261.213 ₫

2.600.395 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A dining area with tables set for six, large windows, and a stone fireplace.

A cozy lobby with a stone fireplace, leather sofas, a wooden coffee table, and a chandelier.

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

A stone pathway leading to a building with a red awning and a white door.

17. Goodstone Inn & Restaurant

Middleburg

Amanda

6.931.368 ₫

11.352.634 ₫ total

includes taxes & fees

4 Nov - 5 Nov

A neatly made bed with a quilt, pillows, and a bedside table with a lamp. There are two framed botanical prints on the wall.

A rural property with a barn, a white house, and a white fence.

A neatly made bed with a white duvet, two brown pillows, and a decorative pillow with a leaf pattern.

A bedroom with a bed, nightstands, a lamp, a ceiling fan, and a painting on the wall.

18. Stable & Vine

Leesburg

david

6.813.391 ₫

7.767.266 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

A staircase with a red carpet, a wooden chair, a table with a lamp, and a Christmas tree.

A two-story house with a porch, illuminated by string lights and a Christmas tree.

A garden with a statue, flowering shrubs, and a brick pathway.

19. The Carriage Inn B&B

Charles Town

Meredith

4.358.914 ₫

4.925.573 ₫ total

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with a central island, a coffee machine, and a fruit display.

A reception desk with a wooden design, a 'Welcome to the Mothere of States' sign, a digital screen, and a hand sanitizer dispenser.

An outdoor seating area with wicker furniture and blue cushions.

The exterior of Hampton Inn & Suites with a clear entrance, large pillars, and a signboard.

20. Hampton Inn & Suites Leesburg

Leesburg

Jennifer

3.056.777 ₫

3.515.293 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Round Hill attractions

Stoneleigh Golf and Country Club

Nestled against the Blue Ridge Mountains, this 18-hole course features historic stone walls and a manor house. Members enjoy uncrowded fairways with strategic elevation changes and scenic natural features.

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B-Chord Brewery

This former farm brewery at the Blue Ridge Mountain foothills combined craft beer with live music performances. Visitors enjoyed outdoor spaces while sampling local brews and listening to bands on the full-size stage.

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Round Hill Town Park

Round Hill Town Park is just one of the places to see in Round Hill, so why not enjoy the other things to explore during your travels? Take in the art scene while you're in the area.

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Woodgrove Park

This 30-acre community hub features athletic fields and an indoor aquatic centre. Enjoy baseball, football, or swimming while surrounded by serene wooded areas perfect for active recreation.

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Franklin Park

This 203-acre regional park offers rolling hills, trails, and Blue Ridge Mountain views for outdoor enthusiasts. Enjoy catch-and-release fishing or attend a performance at the on-site arts centre after a peaceful hike.

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Hill High Country Store

This marketplace celebrates Virginia's harvest with fresh local produce and legendary homemade pies. Browse artisanal crafts and organic goods while savouring the rustic charm of Loudoun County's agricultural heritage.

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Round Hill Arts Center

This vibrant community arts centre offers classes in oil painting, pottery and more in a welcoming atmosphere. Explore your creativity through hands-on workshops led by local artists in their fully equipped studios.

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K & S Pewter

This husband-and-wife workshop crafts heirloom-quality pewter pieces using traditional spinning and casting techniques. Schedule an appointment to witness their meticulous artistry and commission personalised keepsakes.

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Learn more about Round Hill

This historic village invites you to explore its charming stone buildings and browse local artisan shops along Main Street. Nearby Purcellville's vineyards offer wine tastings, while hikers can access the Washington and Old Dominion Trail for scenic woodland adventures.

See all hotels in Round Hill

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

Top Round Hill Hotel Reviews

TRU By Hilton Winchester

10/10 Excellent

"Rim was clean, staff was professional and courteous"

Red Roof Inn Leesburg, VA

8/10 Good

"N/A"

Travelodge by Wyndham Winchester

10/10 Excellent

"Staff is always very pleasant to work with."

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent

"."

Salamander Resort And Spa

8/10 Good

"We love the salamander but the facilities are getting a bit worn down."

More cheap stays in Round Hill

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

1.836.912 ₫

2.026.036 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,073 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

2.154.103 ₫

2.397.516 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

2.235.341 ₫

2.487.935 ₫ total

8 Nov - 9 Nov

includes taxes & fees

9.2/10 Wonderful! (1,438 reviews)

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

2.311.146 ₫

2.588.483 ₫ total

26 Oct - 27 Oct

includes taxes & fees

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

2.453.700 ₫

2.821.756 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Hampton Inn & Suites Washington-Dulles International Airport

22700 Holiday Park Drive Sterling VA

3.276.689 ₫

3.735.425 ₫ total

25 Oct - 26 Oct

includes taxes & fees

Hotels in Round Hill with star rating

Frequently asked questions

What's the weather like in Round Hill?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Round Hill is 1206 mm.

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Book Hotels in Round Hill on Expedia.com

Find hotels in Round Hill, VA from 1.723.851 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Round Hill

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Round Hill hotels

1. Loudoun Valley Manor

2. Holiday Inn Express Charles Town by IHG

3. Hotel Burg

4. Hampton Inn & Suites Charles Town

5. The Inn at Grass Roots Hill

6. The Inn at Charles Town - Hollywood Casino

7. Home2 Suites by Hilton Leesburg

8. The Red Fox Inn & Tavern

9. Home2 Suites by Hilton Charles Town

10. Homewood Suites by Hilton Leesburg

11. Days Inn by Wyndham Charles Town/Harpers Ferry

12. Holiday Inn Express & Suites Leesburg - Historic District by IHG

13. Salamander Middleburg

14. Quality Inn Harpers Ferry - Charles Town

15. Best Western Leesburg Hotel & Conference Center

16. Red Roof Inn Leesburg, VA

17. Goodstone Inn & Restaurant

18. Stable & Vine

19. The Carriage Inn B&B

20. Hampton Inn & Suites Leesburg

Stay near popular Round Hill attractions

Stoneleigh Golf and Country Club

B-Chord Brewery

Round Hill Town Park

Woodgrove Park

Franklin Park

Hill High Country Store

Round Hill Arts Center

K & S Pewter

Learn more about Round Hill

Top Round Hill Hotel Reviews

TRU By Hilton Winchester

Red Roof Inn Leesburg, VA

Travelodge by Wyndham Winchester

Clarion Inn Harpers Ferry - Charles Town

Salamander Resort And Spa

More cheap stays in Round Hill

Travelodge by Wyndham Winchester

Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Quality Inn Harpers Ferry - Charles Town

Best Western Leesburg Hotel & Conference Center

Hampton Inn & Suites Washington-Dulles International Airport

Hotels in Round Hill with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app