A calm lake surrounded by dense trees and a clear sky.

Holiday Homes in Leesburg

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Leesburg holiday homes

Smart TV, books, computer monitors

1. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (38 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is AU$451
includes taxes & fees
16 Sept - 17 Sept
Leesburg Hideaway- King Bed + Private Backyard
Exterior

2. 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, (74 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 AU$613
includes taxes & fees
13 Sept - 14 Sept
Storybook cottage on Leesburg's most historic block — walk to everything
Coffee/tea maker, fridge, microwave, oven

3. 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 AU$526
includes taxes & fees
22 Sept - 23 Sept
Charming Cottage, Walk to Downtown, Porch Swings
Coffee/tea maker, fridge, microwave, oven

4. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites
Leesburg
The price is AU$551
includes taxes & fees
4 Oct - 5 Oct
Downtown Retreat with 2 Primary Suites
Coffee/tea maker, fridge, microwave, oven

5. Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (16 reviews)
"Well appointed and very walkable to nearby downtown."
United States
Sean S.
The price is AU$717
includes taxes & fees
15 Sept - 16 Sept
Quaint Royal Cottage @ Historic Leesburg
Terrace/patio

6. The Cottage on Royal - Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (23 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is AU$765
includes taxes & fees
15 Sept - 16 Sept
The Cottage on Royal - Historic Leesburg Home
Coffee/tea maker, fridge, microwave, oven

7. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is AU$788
includes taxes & fees
15 Sept - 16 Sept
Renovated 3B/3B Home | Downtown | Private Fire Pit
Coffee/tea maker, fridge, microwave, stovetop

8. 'Thomson Farm' Classic Home < 10 Mi to Vineyards!

'Thomson Farm' Classic Home < 10 Mi to Vineyards!
Leesburg
10.0 out of 10, Exceptional, (33 reviews)
"Every aspect of stay was great. Appreciated the maintenance person stopping by and leaving his information."
United States
Mark S.
'Thomson Farm' Classic Home < 10 Mi to Vineyards!
Living area

9. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (3 reviews)
"Fun, creative place to stay. Worked well for our family of four for the weekend."
United States
Kathy S.
The price is AU$613
includes taxes & fees
28 Sept - 29 Sept
Perfect 2-bedroom Treetop Bungalow Treehouse
Living area

10. 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 AU$300
includes taxes & fees
24 Sept - 25 Sept
Stylish Studio with Kitchenette
Living area

11. Spacious Sterling Townhome 9 Min to Dulles Airport

Spacious Sterling Townhome 9 Min to Dulles Airport
Sterling
The price is AU$658
includes taxes & fees
14 Sept - 15 Sept
Spacious Sterling Townhome 9 Min to Dulles Airport
1 bedroom, desk, iron/ironing board, free WiFi

12. 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 AU$240
includes taxes & fees
17 Sept - 18 Sept
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Outdoor dining

13. 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 AU$312
includes taxes & fees
13 Sept - 14 Sept
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Outdoor spa tub

14. 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 AU$512
includes taxes & fees
13 Sept - 14 Sept
The Blue Jay | New House in the Woods w/ Hot Tub
Interior

15. The Cedars a local masterpiece in charming Poolesville

The Cedars a local masterpiece in charming Poolesville
Poolesville
The price is AU$653
includes taxes & fees
14 Sept - 15 Sept
The Cedars a local masterpiece in charming Poolesville
Smart TV, fireplace

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)
"Welcoming host, great place!"
United States
Amanda M.
The price is AU$446
includes taxes & fees
22 Sept - 23 Sept
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Terrace/patio

17. Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay "
United States
Lauren O.
The price is AU$556
includes taxes & fees
17 Sept - 18 Sept
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Coffee/tea maker, fridge, microwave, oven

18. 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, MD
Jefferson
10.0 out of 10, Exceptional, (73 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AU$344
includes taxes & fees
14 Sept - 15 Sept
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Exterior

19. Buckskin Manor - Historic, Pool, 66 Acre Vineyard

Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Purcellville
9.0 out of 10, Wonderful, (24 reviews)
"Beautiful home on absolutely magnificent propertyTastefully decorated with lovely pieces of furniture and whimsical touchesLots of different areas for eating, reading and relaxingThe pool was fantasticGreat choice for a memorable family vacation! "
United States
Chana T.
The price is AU$1,326
includes taxes & fees
16 Sept - 17 Sept
Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Bar (on property)

20. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.6 out of 10, Exceptional, (9 reviews)
"The property was great! Very clean and walkable to town. We had a wonderful time and Joe was great to work with! We would absolutely love to stay here again!"
United States
melissa b.
The price is AU$1,089
includes taxes & fees
23 Sept - 24 Sept
Main Street USA -- Walk to Everything
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 Leesburg Hotel Reviews

DoubleTree by Hilton Washington Dulles Airport

DoubleTree by Hilton Washington Dulles Airport

10/10 Excellent
"Loved the hotel itself. The other guest staying gave me a weird vibe, as an African American."
Eric 1-night trip
Posted 8 hours ago
DoubleTree by Hilton Washington Dulles Airport

Find out more about Leesburg

Leesburg Holiday Homes information

Number of reviews
454
Accommodation
465 Holiday Homes
Lowest Price
AU$240
Highest Price
AU$1,326