
Holiday Homes in Middleburg
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Our top choices for Middleburg holiday homes

1. super cosy cottage with high speed internet!
super cosy cottage with high speed internet!Middleburg
9.6 out of 10, Exceptional, (19 reviews)
The price is AU$443
includes taxes & fees
1 Dec - 2 Dec

2. Spacious Modern Home on Middleburg Horse Farm
Spacious Modern Home on Middleburg Horse FarmMiddleburg
10.0 out of 10, Exceptional, (23 reviews)
The price is AU$839
includes taxes & fees
16 Nov - 17 Nov

3. Hunters Retreat with High Speed Internet
Hunters Retreat with High Speed InternetMiddleburg
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$1,252
includes taxes & fees
9 Nov - 10 Nov

4. 1910 Farmhouse on 6 Acres • VA Wine Country
1910 Farmhouse on 6 Acres • VA Wine CountryMarshall
9.6 out of 10, Exceptional, (5 reviews)
The price is AU$515
includes taxes & fees
1 Dec - 2 Dec

5. Leesburg Hideaway- King Bed + Private Backyard
Leesburg Hideaway- King Bed + Private BackyardLeesburg
10.0 out of 10, Exceptional, (39 reviews)
The price is AU$428
includes taxes & fees
11 Nov - 12 Nov

6. Historic Downtown Home with Fire Pit
Historic Downtown Home with Fire PitLeesburg's Old and Historic District
10.0 out of 10, Exceptional, (16 reviews)
The price is AU$801
includes taxes & fees
10 Nov - 11 Nov

7. Mountain Views w/Hot Tub, 95” TV & Trail Access
Mountain Views w/Hot Tub, 95” TV & Trail AccessShenandoah Farms
9.0 out of 10, Wonderful, (2 reviews)
The price is AU$658
includes taxes & fees
17 Nov - 18 Nov

8. Still Meadow Farm
Still Meadow FarmPurcellville
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$1,797
includes taxes & fees
16 Nov - 17 Nov

9. Retreat in Historic Downtown Leesburg - Walkable to Everything!
Retreat in Historic Downtown Leesburg - Walkable to Everything!Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (30 reviews)
The price is AU$671
includes taxes & fees
9 Nov - 10 Nov

10. Downtown Retreat with 2 Primary Suites
Downtown Retreat with 2 Primary SuitesLeesburg
10.0 out of 10, Exceptional, (1 review)
The price is AU$667
includes taxes & fees
8 Dec - 9 Dec

11. Charming Cottage, Walk to Downtown, Porch Swings
Charming Cottage, Walk to Downtown, Porch SwingsLeesburg's Old and Historic District
10.0 out of 10, Exceptional, (1 review)
The price is AU$807
includes taxes & fees
10 Nov - 11 Nov

12. Downtown Cottage with Fire Pit
Downtown Cottage with Fire PitLeesburg's Old and Historic District
10.0 out of 10, Exceptional, (23 reviews)
The price is AU$801
includes taxes & fees
9 Nov - 10 Nov

13. Storybook cottage on Leesburg's most historic block — walk to everything
Storybook cottage on Leesburg's most historic block — walk to everythingLeesburg's Old and Historic District
9.6 out of 10, Exceptional, (79 reviews)
The price is AU$772
includes taxes & fees
3 Dec - 4 Dec

14. Renovated 3B/3B Home | Downtown | Private Fire Pit
Renovated 3B/3B Home | Downtown | Private Fire PitLeesburg's Old and Historic District
9.8 out of 10, Exceptional, (44 reviews)
The price is AU$801
includes taxes & fees
9 Nov - 10 Nov

15. Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, WineryHarpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
The price is AU$477
includes taxes & fees
17 Nov - 18 Nov

16. 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)
The price is AU$444
includes taxes & fees
10 Nov - 11 Nov

17. Stylish Studio with Kitchenette
Stylish Studio with KitchenetteSterling
10.0 out of 10, Exceptional, (1 review)
The price is AU$273
includes taxes & fees
30 Nov - 1 Dec

18. Mountain Escape | Hot Tub, Fire Pit + Fireplace, Pet Friendly | 3BR, Sleeps 6
Mountain Escape | Hot Tub, Fire Pit + Fireplace, Pet Friendly | 3BR, Sleeps 6Front Royal
The price is AU$564
includes taxes & fees
9 Nov - 10 Nov

19. Harpers Ferry | Hot Tub, Lake Access & Arcade
Harpers Ferry | Hot Tub, Lake Access & ArcadeHarpers Ferry
The price is AU$9,524
includes taxes & fees
9 Nov - 10 Nov

20. Cozy 2-bedroom house with charming views and golf course.
Cozy 2-bedroom house with charming views and golf course.Gainesville
The price is AU$303
includes taxes & fees
21 Nov - 22 Nov
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

Hyatt Place Herndon Dulles Airport East
8/10 Good
Find out more about Middleburg
Middleburg Holiday Homes information
Number of reviews | 316 |
|---|---|
Accommodation | 289 Holiday Homes |
Lowest Price | AU$273 |
Highest Price | AU$1,797 |





























































