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Check prices for these dates

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

Our top choices for Leesburg cottages

A two-story house with a porch and a front door.

1. 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, (44 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is NZ$1,001
includes taxes & fees
9 Nov - 10 Nov
Renovated 3B/3B Home | Downtown | Private Fire Pit
A stone house with a white picket fence, a front porch, and potted plants.

2. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
The price is NZ$1,225
includes taxes & fees
22 Nov - 23 Nov
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A stone house with a white picket fence, a front porch, and potted plants.

3. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (7 reviews)
"Great location to town of leesburg and can walk to restaurants and shops. Big kitchen and nice outdoor space. "
United States
Corky F.
The price is NZ$1,174
includes taxes & fees
22 Nov - 23 Nov
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A covered outdoor area with a hot tub, wooden benches, and a view of a snowy landscape with trees and a fence.

4. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (27 reviews)
"Fun place to stay!!!"
United States
Theresa R.
The price is NZ$668
includes taxes & fees
9 Nov - 10 Nov
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A modern building with large windows, a deck, and a stone wall.

5. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
The price is NZ$735
includes taxes & fees
19 Nov - 20 Nov
Woodsy Retreat with a Hot Tub and Seasonal Views!
A hot tub with a view of a forested landscape during sunset.

6. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"My husband and I went for a short trip. The communication was great and the house was perfect! We spent most of our time in the hot tub checking out the amazing view."
United States
Keri L.
The price is NZ$766
includes taxes & fees
16 Nov - 17 Nov
Cottage w/ Hot Tub and 100-Mile Valley Views!
A covered deck with a table and chairs, overlooking a river and autumn foliage.

7. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (29 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is NZ$891
includes taxes & fees
18 Nov - 19 Nov
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A hot tub on a deck with a view of a lake and forest.

8. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"The property was absolutely beautiful. The view of the lake was so pretty. Communication with the host was wonderful very informative. Very cozy and the house was beautiful inside."
United States
Tara G.
The price is NZ$797
includes taxes & fees
18 Nov - 19 Nov
Peaceful Lakefront Cottage with Mountain Views!
A stone house with a chimney, surrounded by a well-maintained lawn and trees.

9. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (68 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
The price is NZ$701
includes taxes & fees
15 Nov - 16 Nov
18th Century Stone Cottage minutes from historic Middleburg
A bedroom with a bed, a table, and a view of the outdoors.

10. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (55 reviews)
"Very clean and convenient for seeing Harpers Ferry"
United States
Rich C.
The price is NZ$377
includes taxes & fees
9 Nov - 10 Nov
The Carriage House at Carrot Top Cottage
A living room with a dining table, chairs, a sofa, and a television.

11. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely adorable, perfect location and well appointed. Would absolutely stay here again. Highly recommend and maybe if you’re lucky you’ll meet the little black cat who visited us!!"
United States
Abigail
The price is NZ$405
includes taxes & fees
9 Nov - 10 Nov
Quaint Mini Cottage in Shepherdstown - Walking Distance
A two-story house with a front lawn and trees in the background.

12. Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
3.0 star property
Shepherdstown
The price is NZ$641
includes taxes & fees
19 Nov - 20 Nov
Walk to Stores: Home in Historic Shepherdstown!
A compact RV interior with a kitchenette, a bed with patterned pillows, and a sign on the wall.

13. Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland

Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland
Darnestown
The price is NZ$1,163
includes taxes & fees
9 Nov - 10 Nov
Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland
A two-story house with a covered porch and a wooden fence.

14. Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (36 reviews)
"We enjoyed our stay here so much and when we go back to Harper’s Ferry we hope to stay in the same place again"
United States
Zachary S.
The price is NZ$587
includes taxes & fees
12 Nov - 13 Nov
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

15. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (72 reviews)
"The house is very cute and a perfect fit for our needs. We appreciated how clean the house was too! It's conveniently located to some many restaurants and shops. We would gladly stay here again!"
United States
Sara W.
The price is NZ$502
includes taxes & fees
10 Nov - 11 Nov
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A historic building with a brick facade, multiple windows, and a covered porch area.

16. Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia

Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
Bolivar
The price is NZ$1,244
includes taxes & fees
18 Nov - 19 Nov
Historic Stone Cottage with Hot Tub and Hammock, Minutes from Downtown Harpers Ferry, West Virginia
A two-story house with a porch, a front door, and a number '190' sign.

17. Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV

Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
Harpers Ferry
The price is NZ$1,033
includes taxes & fees
7 Dec - 8 Dec
Enchanting Victorian Cottage Just Steps From All the Major Sites in Harpers Ferry, WV
Interior

18. Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland

Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland
Darnestown
The price is NZ$1,099
includes taxes & fees
9 Nov - 10 Nov
Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland
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 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.

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

Top reviews in Leesburg

A Red Roof Inn with a prominent red sign, brick facade, and a parking lot.
Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA
Leesburg

10/10 Excellent

Great place enjoyed our stay here
Australia
Marie
Reviewed October 13, 2025
Red Roof Inn Leesburg, VA

Frequently Asked Questions

What is there to do in Leesburg near my cottage?

No matter your interests, Leesburg has loads of things to keep you entertained. Museum of Hounds and Hunting, Oatlands Historic House and Gardens and Leesburg Corner Premium Outlets are on most travellers' schedules. Don't leave without exploring Stone Tower Winery, Tally Ho Theatre and Village at Leesburg either. With Expedia's Leesburg hotel deals, you'll be able to see more popular attractions like these with the money you save.