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Our top choices for Leesburg holiday homes

1. Leesburg Hideaway- King Bed + Private Backyard
Leesburg Hideaway- King Bed + Private BackyardLeesburg
10.0 out of 10, Exceptional, (40 reviews)
The price is £231
includes taxes & fees
19 Nov - 20 Nov

2. Downtown Retreat with 2 Primary Suites
Downtown Retreat with 2 Primary SuitesLeesburg
10.0 out of 10, Exceptional, (1 review)
The price is £360
includes taxes & fees
18 Nov - 19 Nov

3. 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, (31 reviews)
The price is £374
includes taxes & fees
15 Nov - 16 Nov

4. 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 £411
includes taxes & fees
16 Nov - 17 Nov

5. 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 £400
includes taxes & fees
3 Dec - 4 Dec

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 £411
includes taxes & fees
18 Nov - 19 Nov

7. 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 £417
includes taxes & fees
18 Nov - 19 Nov

8. 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 £433
includes taxes & fees
15 Nov - 16 Nov

9. Perfect 2-bedroom Treetop Bungalow Treehouse
Perfect 2-bedroom Treetop Bungalow TreehouseLeesburg
10.0 out of 10, Exceptional, (3 reviews)
The price is £286
includes taxes & fees
24 Nov - 25 Nov

10. Stylish Studio with Kitchenette
Stylish Studio with KitchenetteSterling
10.0 out of 10, Exceptional, (1 review)
The price is £135
includes taxes & fees
29 Nov - 30 Nov

11. The Cedars a local masterpiece in charming Poolesville
The Cedars a local masterpiece in charming PoolesvillePoolesville
10.0 out of 10, Exceptional, (1 review)
The price is £443
includes taxes & fees
17 Nov - 18 Nov

12. 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 £221
includes taxes & fees
1 Dec - 2 Dec

13. Still Meadow Farm
Still Meadow FarmPurcellville
10.0 out of 10, Exceptional, (2 reviews)
The price is £938
includes taxes & fees
18 Nov - 19 Nov

14. 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, (10 reviews)
The price is £290
includes taxes & fees
16 Nov - 17 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 £241
includes taxes & fees
15 Nov - 16 Nov

16. Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Huckleberry Hills | Hot Tub & Fire Pit & DogsHarpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
The price is £360
includes taxes & fees
18 Nov - 19 Nov

17. 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 £425
includes taxes & fees
16 Nov - 17 Nov

18. Dog-Friendly | Hiking| Tubing near Harpers Ferry
Dog-Friendly | Hiking| Tubing near Harpers FerryBrunswick
2.0 out of 10, (1 review)
The price is £169
includes taxes & fees
17 Nov - 18 Nov

19. Hunters Retreat with High Speed Internet
Hunters Retreat with High Speed InternetMiddleburg
10.0 out of 10, Exceptional, (6 reviews)
The price is £645
includes taxes & fees
15 Nov - 16 Nov

20. Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MDJefferson
10.0 out of 10, Exceptional, (75 reviews)
The price is £195
includes taxes & fees
15 Nov - 16 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.
Learn more about Leesburg
Historic red-brick streets in city centre Leesburg lead to boutique shops and farm-to-table restaurants worth the drive. Visit nearby wineries along the foothills or explore Balls Bluff Battlefield where rangers point out Civil War trenches still visible today.

























































































