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

Search Holiday Homes in Leesburg

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Leesburg holiday homes

A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

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 £238
includes taxes & fees
7 Oct - 8 Oct
Leesburg Hideaway- King Bed + Private Backyard
A narrow hallway with a wooden floor, metal shelving units, and a window with blinds.

2. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites
Leesburg
10.0 out of 10, Exceptional, (1 review)
"Very clean, larger unit than expected. Very comfortable and close to many shops and restaurants. Would highly recommend! We had a wonderful stay."
United States
Tyler W.
The price is £303
includes taxes & fees
29 Sept - 30 Sept
Downtown Retreat with 2 Primary Suites
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

3. 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, (28 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is £367
includes taxes & fees
28 Sept - 29 Sept
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

4. 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, (76 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 £350
includes taxes & fees
28 Sept - 29 Sept
Storybook cottage on Leesburg's most historic block — walk to everything

5. 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 £327
includes taxes & fees
30 Sept - 1 Oct
Charming Cottage, Walk to Downtown, Porch Swings
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

6. 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 £441
includes taxes & fees
28 Sept - 29 Sept
Quaint Royal Cottage @ Historic Leesburg
A backyard with a fire pit surrounded by Adirondack chairs, a wooden deck, and string lights.

7. Downtown Cottage with Fire Pit

Downtown Cottage with Fire Pit
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 £411
includes taxes & fees
28 Sept - 29 Sept
Downtown Cottage with Fire Pit
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

8. 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 £455
includes taxes & fees
28 Sept - 29 Sept
Renovated 3B/3B Home | Downtown | Private Fire Pit
A modern kitchen with white cabinets, a large island with bar stools, and pendant lighting.

9. Spacious, Luxury Property - Downtown Leesburg

Spacious, Luxury Property - Downtown Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (8 reviews)
"This was seriously the most darling home! Beautifully decorated and in such a fun walkable area. My family loved it."
United States
Britney P.
The price is £771
includes taxes & fees
11 Oct - 12 Oct
Spacious, Luxury Property - Downtown Leesburg
A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

10. 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 £309
includes taxes & fees
28 Sept - 29 Sept
Perfect 2-bedroom Treetop Bungalow Treehouse
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 £132
includes taxes & fees
28 Sept - 29 Sept
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
A deck with outdoor seating and a lake view.

12. 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
10.0 out of 10, Exceptional, (11 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 £161
includes taxes & fees
28 Sept - 29 Sept
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
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.

13. 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)
"We loved it! So peaceful and beautiful property. Andrea is a great host!"
United States
Erin C.
The price is £248
includes taxes & fees
30 Sept - 1 Oct
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A modern kitchen with a large island, white cabinets, and a dining area with a bench and chairs.

14. Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (6 reviews)
"Had a fantastic time and everything was great! Highly recommend this spot for a vacation if you’re headed for Harper’s ferry."
United States
James A.
The price is £323
includes taxes & fees
30 Sept - 1 Oct
Riverview Retreat - Pool, Hot Tub, and Mtn Views!
A kitchen with large windows, a sink, and a refrigerator.

15. The Cedars a local masterpiece in charming Poolesville

The Cedars a local masterpiece in charming Poolesville
Poolesville
10.0 out of 10, Exceptional, (1 review)
"The house was perfect for a weekend away with my finance and dog. We had a wedding in Potomac, and this house was the perfect location. Quiet back roads but only a few minutes to grocery stores and food options. Great backyard and fire pit. The host was super quick with communication. We would definitely stay here again."
United States
Hope A.
The price is £396
includes taxes & fees
28 Sept - 29 Sept
The Cedars a local masterpiece in charming Poolesville
A modern house with a covered patio, outdoor seating, and a view of the surrounding landscape.

16. A Luxurious Home for Rest and Work.

A Luxurious Home for Rest and Work.
Ashburn
10.0 out of 10, Exceptional, (27 reviews)
"We had a lovely stay at this home! "
United States
Kristina P.
The price is £552
includes taxes & fees
14 Oct - 15 Oct
A Luxurious Home for Rest and Work.
A bar area with wooden beams, hanging light fixtures, and a bar counter with stools.

17. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.8 out of 10, Exceptional, (11 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 £593
includes taxes & fees
4 Oct - 5 Oct
Main Street USA -- Walk to Everything

18. DC Wine Country Farmhouse | 5 Peaceful Acres

DC Wine Country Farmhouse | 5 Peaceful Acres
Loudoun County
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay. House is beautiful and clean and owner was highly responsive. "
United States
Michele B.
The price is £358
includes taxes & fees
28 Sept - 29 Sept
DC Wine Country Farmhouse | 5 Peaceful Acres

19. Still Meadow Farm

Still Meadow Farm
Purcellville
10.0 out of 10, Exceptional, (2 reviews)
"Still Meadow is a beautiful place to stay, super clean, We would definitely recommend. Host was responsive and accommodating."
United States
Jodie J.
The price is £990
includes taxes & fees
5 Oct - 6 Oct
Still Meadow Farm
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

20. Schilling House

Schilling House
3.0 star property
Bolivar
The price is £250
includes taxes & fees
28 Oct - 29 Oct
Schilling House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leesburg Hotel Reviews

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

10/10 Excellent
"N"
Carlos 1-night trip
Posted less than an hour ago
Hyatt Place Herndon Dulles Airport East

Find out more about Leesburg

Leesburg Holiday Homes information

Number of reviews
392
Accommodation
466 Holiday Homes
Lowest Price
£132
Highest Price
£990