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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Leesburg vacation 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, (39 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is ￥21,662
￥46,764 total
includes taxes & fees
Nov 11 - Nov 12
Leesburg Hideaway- King Bed + Private Backyard
Front hallway and staircase to the two upstairs suites

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.
Downtown Retreat with 2 Primary Suites
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

3. Historic Downtown Home with Fire Pit

Historic Downtown Home with Fire Pit
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 ￥41,369
￥88,065 total
includes taxes & fees
Nov 11 - Nov 12
Historic Downtown Home with Fire Pit
A modern living room with a sectional sofa, a coffee table, and a flat-screen TV.

4. 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 ￥41,369
￥88,065 total
includes taxes & fees
Nov 11 - Nov 12
Downtown Cottage with Fire Pit
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

5. 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)
"Excellent location and nice little house."
United States
Ann B.
The price is ￥35,567
￥73,525 total
includes taxes & fees
Nov 8 - Nov 9
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A yellow house with a porch, a front door, and two windows.

6. 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, (79 reviews)
"Storybook Cottage was located perfectly for our 2 day trip for a friendship reunion and to explore Leesburg. Would definitely recommend!"
United States
Renee L.
The price is ￥52,784
￥81,843 total
includes taxes & fees
Dec 3 - Dec 4
Storybook cottage on Leesburg's most historic block — walk to everything
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

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, (43 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is ￥41,406
￥88,143 total
includes taxes & fees
Nov 9 - Nov 10
Renovated 3B/3B Home | Downtown | Private Fire Pit
Fire pit crackling with seasoned firewood

8. 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 ￥44,228
￥91,569 total
includes taxes & fees
Nov 16 - Nov 17
Charming Cottage, Walk to Downtown, Porch Swings
A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

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 ￥38,941
￥62,822 total
includes taxes & fees
Nov 11 - Nov 12
Perfect 2-bedroom Treetop Bungalow Treehouse
A sectional sofa with a storage ottoman, a large potted plant, and a lamp.

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 ￥17,592
￥29,270 total
includes taxes & fees
Nov 30 - Dec 1
Stylish Studio with Kitchenette
A modern house with a covered patio, outdoor seating, and a view of the surrounding landscape.

11. A Luxurious Home for Rest and Work.

A Luxurious Home for Rest and Work.
Ashburn
10.0 out of 10, Exceptional, (30 reviews)
"Great place, extremely clean, roomy and very well set up"
United States
Brian C.
The price is ￥71,258
￥121,491 total
includes taxes & fees
Nov 11 - Nov 12
A Luxurious Home for Rest and Work.
A rustic interior with exposed wooden beams, a sofa, a coffee table, and a fireplace.

12. 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 ￥71,258
￥95,145 total
includes taxes & fees
Nov 11 - Nov 12
The Cedars a local masterpiece in charming Poolesville
A kitchen with a large island, wooden cabinets, a microwave, a coffee maker, and a window above the sink.

13. super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.6 out of 10, Exceptional, (19 reviews)
"The area was surrounded by horses, Horse farms all around, which was lovely. Very quite and peaceful. Enjoyed my time there."
United States
Lynette
The price is ￥27,260
￥48,241 total
includes taxes & fees
Dec 3 - Dec 4
super cosy cottage with high speed internet!
A deck with outdoor seating and a lake view.

14. Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery

Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a lovely stay and it was so nice for our dog as well. The Mountain Lake Cub had a doggy beach day on Saturday morning and it was a super fun experience. The host was friendly and responsive!"
United States
Dawn S.
The price is ￥17,244
￥53,364 total
includes taxes & fees
Nov 17 - Nov 18
Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
A hot tub in a forested area with a rocky ground and trees.

15. 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, (6 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 ￥15,849
￥64,719 total
includes taxes & fees
Nov 9 - Nov 10
The Blue Jay | New House in the Woods w/ Hot Tub
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.

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.
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Game Room (1)

17. 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 ￥116,490
￥200,461 total
includes taxes & fees
Nov 12 - Nov 13
Still Meadow Farm
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

18. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (22 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
United States
Denise B.
The price is ￥52,143
￥93,591 total
includes taxes & fees
Dec 1 - Dec 2
Spacious Modern Home on Middleburg Horse Farm
A two-story house with a front porch, a staircase, and a mailbox.

19. Dog-Friendly | Hiking| Tubing near Harpers Ferry

Dog-Friendly | Hiking| Tubing near Harpers Ferry
Brunswick
2.0 out of 10, (1 review)
"No ac just window units it was soooooo hot"
United States
Anonymous traveler
The price is ￥19,875
￥35,242 total
includes taxes & fees
Nov 19 - Nov 20
Dog-Friendly | Hiking| Tubing near Harpers Ferry
covered patio

20. Hunters Retreat with High Speed Internet

Hunters Retreat with High Speed Internet
Middleburg
10.0 out of 10, Exceptional, (6 reviews)
"We had the best fall weekend and the property is amazing "
United States
Kelly T.
The price is ￥64,132
￥137,557 total
includes taxes & fees
Nov 11 - Nov 12
Hunters Retreat with High Speed Internet
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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Learn more about Leesburg

Historic red-brick streets in downtown 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.

See all hotels in Leesburg
A large, yellow colonial-style building with white columns and shutters.

Top reviews in Leesburg

An outdoor patio with tables and chairs, a brick wall, and a building with multiple windows and a porch.
Hotel Burg

Hotel Burg

Hotel Burg
Leesburg's Old and Historic District

10/10 Excellent

Beautiful rooms, friendly staff, great amenities, and the perfect location. We will definitely be back!
United States
Melanie
Reviewed November 1, 2026
Hotel Burg