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 modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

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

A gym with treadmills, elliptical machines, and dumbbells.

A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

1. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Earl

Rp1.855.202

Rp2.064.840 total

includes taxes & fees

27 Sept - 28 Sept

A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

A hotel room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.

2. Microtel Inn & Suites by Wyndham Winchester

Winchester

Marcia

Rp1.820.266

Rp2.025.957 total

includes taxes & fees

25 Oct - 26 Oct

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 large, two-story house with a circular driveway, surrounded by well-maintained lawns and trees.

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

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

3. Loudoun Valley Manor

Waterford

Mindi

Rp2.672.700

Rp3.046.878 total

includes taxes & fees

27 Sept - 28 Sept

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

A compact kitchen with a microwave, refrigerator, and a coffee maker. There is a dining area with a table and chairs. A blue sofa is visible in the adjacent living area.

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

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

Leesburg

Diana

Rp2.042.424

Rp2.348.790 total

includes taxes & fees

25 Oct - 26 Oct

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.

5. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

Nathaniel

Rp1.252.784

Rp1.415.646 total

includes taxes & fees

28 Sept - 29 Sept

A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.

A coffee station with multiple coffee dispensers and a sign above.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

6. Fairfield Inn & Suites by Marriott Winchester

Winchester

Dawn

Rp1.650.838

Rp1.837.382 total

includes taxes & fees

5 Oct - 6 Oct

A modern hotel building with a prominent 'tru by Hilton' sign, a covered parking area, and a van parked in front.

A modern retail kiosk with a variety of snacks and beverages, featuring a digital payment terminal and a promotional sign.

A modern cafe with a central island, bar stools, and a variety of food and drink options.

A modern lounge area with blue sofas, a purple chair, and wicker chairs.

7. Tru By Hilton Ashburn One Loudoun, Va

Ashburn

Leslie

Rp2.042.066

Rp2.327.955 total

includes taxes & fees

25 Oct - 26 Oct

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

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

An indoor swimming pool with clear glass walls, a lifeguard chair, and a sign indicating no lifeguard on duty.

An outdoor seating area with wicker furniture and blue cushions.

8. Hampton Inn & Suites Leesburg

Leesburg

Jennifer

Rp2.256.650

Rp2.595.148 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A modern kitchen with a buffet setup, including a toaster, a food display, and a coffee station.

9. Homewood Suites by Hilton Leesburg

Leesburg

Kim

Rp2.165.778

Rp2.490.645 total

includes taxes & fees

12 Oct - 13 Oct

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

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

An indoor swimming pool with clear blue water, surrounded by beige walls and a tiled floor.

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

10. Home2 Suites by Hilton Leesburg

Leesburg

Kimberley

Rp3.323.597

Rp3.822.137 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 spacious lobby with a piano, a reception desk, and a large window.

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

11. Best Western Leesburg Hotel & Conference Center

Leesburg

Zoila

Rp1.699.153

Rp1.954.026 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A modern hotel room with a kitchenette, a bed, a desk, and a chair.

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

12. Home2 Suites by Hilton Charles Town

Charles Town

Matthew

Rp2.469.218

Rp2.765.526 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.

A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.

A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

13. Quality Inn Winchester

Winchester

Joseph

Rp1.507.631

Rp1.677.993 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A hotel room with a bed, two bedside tables, a desk with a chair, a sofa, a small table, and a TV.

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

14. Holiday Inn Express Charles Town by IHG

Charles Town

Rhonda

Rp1.728.346

Rp1.953.032 total

includes taxes & fees

6 Oct - 7 Oct

A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

A modern hotel room with a bed, sofa, and a small table. There are two doors, one blue and one white, and a small table with chairs.

A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.

15. Spark by Hilton Winchester

Winchester

Peter

Rp1.393.368

Rp1.578.685 total

includes taxes & fees

4 Oct - 5 Oct

A modern living room with a sofa, armchairs, a coffee table, a fireplace, and a television.

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

A restaurant with booths, tables, and a bar area.

An outdoor patio area with a sofa set, wooden tables, and string lights.

16. Fairfield Inn & Suites by Marriott at Dulles Airport

Sterling

Lydia

Rp2.010.713

Rp2.292.213 total

includes taxes & fees

18 Oct - 19 Oct

A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

A fitness center with a water dispenser, seating area, and exercise machines.

A spacious restaurant with a central island, seating areas, and a mural on the back wall.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.

17. TRU By Hilton Winchester

Winchester

Kailyn

Rp1.738.680

Rp1.935.151 total

includes taxes & fees

4 Oct - 5 Oct

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

A hotel lobby with a seating area, a coffee station, and a television.

A Hampton Inn & Suites hotel with a modern facade, multiple balconies, and a well-maintained front lawn.

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

18. Hampton Inn & Suites Washington-Dulles International Airport

Oak Grove

Carolyn

Rp2.177.003

Rp2.481.784 total

includes taxes & fees

4 Oct - 5 Oct

A bar area with wooden bar counters, red stools, and a red bench. There are shelves with bottles and a chalkboard menu.

A group of people playing slot machines in a casino.

19. Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

Jean

Rp1.836.569

Rp2.056.959 total

includes taxes & fees

18 Oct - 19 Oct

A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.

A swimming pool with lounge chairs and a changing room.

A bar area with a counter, multiple bar stools, and a television screen.

20. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

Rp1.845.348

Rp2.107.618 total

includes taxes & fees

25 Oct - 26 Oct

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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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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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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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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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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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Williams Gap Vineyard

Savour award-winning wines amidst the Blue Ridge Mountains at this 200-acre estate vineyard. Relax on the outdoor terrace with a flight of estate-grown varietals while drinking in panoramic mountain views.

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Bogati Bodega & Winery

Experience the bold flavours of Argentina in Virginia's wine country at Bogati Bodega & Winery. Savour handcrafted wines on their Buenos Aires-inspired terrace while overlooking the serene pond.

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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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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.

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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

"Great Location & Customer Service"

Travelodge by Wyndham Winchester

8/10 Good

"The shampoo/conditioner actually worked without additional conditioner. I was able to come through my hair with little issue."

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent

"This hotel is nothing fancy. However, it was clean, quiet, and the staff was friendly. It is also very conveniently located to Harper’s Ferry. I would recommend staying here."

Hotel Burg

10/10 Excellent

"I had high expectations based on reviews and photos and was pleasantly surprised when reality exceeded them. This hotel is stunningly beautiful and impeccably maintained. The Diana Lounge is elegant and the food was a feast for the eyes and a pleasure to the palate. The only thing missing was Ralph Lauren in person. This beautiful property was clearly inspired by him and bravo to the design team. We look forward to a return visit."

Quality Inn Winchester

10/10 Excellent

"Great"

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good

"The hotel is beautiful. We'll maintained. The room was great with a minimalist vibe, but still well appointed. I was disappointed with the breakfast. Very basic hotel fare. Items were in separate areas so you were left searching for the food. Also tried the treadmill in the fitness center. No instructions on how to operate that particular model. Overall it was a good stay and the staff were friendly."

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Room was very clean.The staff were helpful and pleasant. The rooms are pretty basic but I would definitely stay again! Fair price!"

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"Good clean hotel, quiet night, overall pleasant experience"

Washington Dulles Airport Marriott

10/10 Excellent

"Staff was very helpful."