Autumn morning mist shrouds the Shenandoah Mountains in the Blue Ridge Mountains of Virginia.

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Middleburg holiday homes

A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

1. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful house in a beautiful location. The house was very good for relaxing and hanging out with old friends with its open concept. Bedrooms were on the small side but functional as were the bathrooms. The kitchen was very nice and a nice coffee bar was provided with a Nespresso machine and milk frother."
United States
Mark W.
The price is £381
includes taxes & fees
1 Sept - 2 Sept
Spacious Modern Home on Middleburg Horse Farm

2. Entire home in Apple Mountain Lake, Virginia,

Entire home in Apple Mountain Lake, Virginia,
Apple Mountain Lake
The price is £251
includes taxes & fees
25 Aug - 26 Aug
Entire home in Apple Mountain Lake, Virginia,

3. Mountain Views w/Hot Tub, 95” TV & Trail Access

Mountain Views w/Hot Tub, 95” TV & Trail Access
Shenandoah Farms
10.0 out of 10, Exceptional, (1 review)
"We were looking for a comfortable home base to explore Front Royal and Skyline Plaza, and this was perfect! A modernized home with enough amenities that we were tempted every day to just stay “home!” The kids loved the reading nook and cozy sitting areas, and the fire pit and clean, working hot tub were big pluses as well. Kitchen was roomy, with great appliances and plenty of counter space. Beds were comfortable. Bathrooms were nice and modern. Lots of closet space, too. When we left, the kids...
United States
Joshua J.
The price is £288
includes taxes & fees
30 Aug - 31 Aug
Mountain Views w/Hot Tub, 95” TV & Trail Access
A modern kitchen with a central island, bar stools, and a view of the backyard.

4. Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC

Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC
Dranesville
The price is £473
includes taxes & fees
25 Aug - 26 Aug
Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC

5. The Cedars a local masterpiece in charming Poolesville

The Cedars a local masterpiece in charming Poolesville
Poolesville
The price is £381
includes taxes & fees
7 Sept - 8 Sept
The Cedars a local masterpiece in charming Poolesville
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

6. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (37 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is £227
includes taxes & fees
25 Aug - 26 Aug
Leesburg Hideaway- King Bed + Private Backyard

7. 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.
The price is £241
includes taxes & fees
26 Aug - 27 Aug
Bluemont home just minutes to wineries, breweries, hiking and more!

8. 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.
The price is £360
includes taxes & fees
14 Sept - 15 Sept
Historic Farmhouse, Fully Renovated in Fall 2023
A two-story house with a porch, surrounded by trees and grass.

9. 1910 Farmhouse on 6 Acres • VA Wine Country

1910 Farmhouse on 6 Acres • VA Wine Country
Marshall
9.6 out of 10, Exceptional, (5 reviews)
"We love this house. It was super quiet and cozy. The kitchen is the best stocked Vrbo kitchen we have ever encountered. If there is a drawback, I would say that it is the antique/original doorknobs. They do need to be repaired or replaced for ease of use. But on the other hand, no biggie and kind of add to the charm. We thoroughly enjoyed our stay!"
United States
Mark H.
The price is £285
includes taxes & fees
25 Aug - 26 Aug
1910 Farmhouse on 6 Acres • VA Wine Country
A hot tub in a forested area with a rocky ground and trees.

10. The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is £267
includes taxes & fees
27 Aug - 28 Aug
The Blue Jay | New House in the Woods w/ Hot Tub
A bedroom with a large bed, two bedside lamps, a potted plant, and a small ottoman.

11. Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (120 reviews)
"We had a quick stay but it was perfect for what we needed. "
United States
Deana B.
The price is £128
includes taxes & fees
27 Aug - 28 Aug
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
A modern kitchen with stainless steel appliances, grey cabinetry, and a black rug.

12. Charming Cottage, Walk to Downtown, Porch Swings

Charming Cottage, Walk to Downtown, Porch Swings
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (1 review)
"it was a clean house and quite area. perfect!"
United States
John S.
The price is £281
includes taxes & fees
25 Aug - 26 Aug
Charming Cottage, Walk to Downtown, Porch Swings
A wooden deck with two Adirondack chairs and a small table, two wine glasses on the table, surrounded by lush green trees.

13. 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
9.6 out of 10, Exceptional, (9 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.
The price is £321
includes taxes & fees
1 Sept - 2 Sept
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

14. Storybook cottage on Leesburg's most historic block — walk to everything

Storybook cottage on Leesburg's most historic block — walk to everything
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (73 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
United States
draje7
The price is £278
includes taxes & fees
25 Aug - 26 Aug
Storybook cottage on Leesburg's most historic block — walk to everything
A sectional sofa with a storage ottoman, a large potted plant, and a lamp.

15. Stylish Studio with Kitchenette

Stylish Studio with Kitchenette
Sterling
10.0 out of 10, Exceptional, (1 review)
"Very organized and had tons of quality of life features."
United States
Hunter J.
The price is £138
includes taxes & fees
2 Sept - 3 Sept
Stylish Studio with Kitchenette
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

16. Retreat in Historic Downtown Leesburg - Walkable to Everything!

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (24 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is £349
includes taxes & fees
25 Aug - 26 Aug
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A deck with outdoor seating and a lake view.

17. 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
9.8 out of 10, Exceptional, (9 reviews)
"Had a wonderful stay here. Shaun was an excellent host with easy communication. Peaceful location with a lake! Convenient to Harper’s Ferry. "
United States
Liz P.
The price is £223
includes taxes & fees
13 Sept - 14 Sept
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
A living room with a brick fireplace, a sofa, a television, and a window with a view of greenery.

18. Mountain home w/ hot tub & sunroom

Mountain home w/ hot tub & sunroom
Front Royal
9.0 out of 10, Wonderful, (32 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is £230
includes taxes & fees
25 Aug - 26 Aug
Mountain home w/ hot tub & sunroom
A spacious living room with a green sofa set, a coffee table, and a fireplace. There is a kitchen in the background with a large window overlooking a deck.

19. Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (9 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is £251
includes taxes & fees
22 Sept - 23 Sept
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

20. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites
Leesburg
The price is £323
includes taxes & fees
26 Aug - 27 Aug
Downtown Retreat with 2 Primary Suites
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 Middleburg Hotel Reviews

Spark by Hilton Sterling Dulles Airport

Spark by Hilton Sterling Dulles Airport

8/10 Good
"The place is clean and staff is helpful. Room AC gets loud at night if run on high mode. I would recommend this facility."
Kashif 1-night trip
Posted 2 hours ago
Spark by Hilton Sterling Dulles Airport

Find out more about Middleburg

Middleburg Holiday Homes information

Number of reviews
Accommodation
292 Holiday Homes
Lowest Price
£314
Highest Price
£314