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Our top choices for Leesburg cottages

House (Multiple Bedrooms) | Interior
'thomson Farm' Classic Home < 10 Mi to Vineyards!

Cottage in Leesburg

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
$1,603 nightly
The price is $1,827
Dec 17 - Dec 18
Total with taxes and fees
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Fridge, microwave, oven, stovetop
Royal Heritage Home @ Historic Leesburg

Cottage in Leesburg's Old and Historic District

Royal Heritage Home @ Historic Leesburg
9.8 out of 10, Exceptional, (37)
"The property was perfect for our stay. We had everything we needed and the beds were very comfy. We will definitely stay here again!"
United Kingdom
Andrew N.
$392 nightly
The price is $450
Dec 17 - Dec 18
Total with taxes and fees
Royal Heritage Home @ Historic Leesburg
Property grounds
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Cottage in Hamilton

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
9.6 out of 10, Exceptional, (9)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
$328 nightly
The price is $374
Dec 17 - Dec 18
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Cottage in Frederick

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
10.0 out of 10, Exceptional, (62)
"We thoroughly enjoyed our stay in Frederick. The cottage was comfortable and an easy walk to shops, parks and restaurants. We would definitely stay here for our next trip to Frederick. "
United States
Karen B.
$255 nightly
The price is $270
Jan 12 - Jan 13, 2026
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Exterior
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Cottage in Harpers Ferry

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
9.4 out of 10, Exceptional, (6)
"We enjoyed our stay , close to everything we planned for the weekend. Place was very roomy, clean and the beds were very comfortable!!"
United States
Cheryl O.
$462 nightly
The price is $514
Dec 17 - Dec 18
Total with taxes and fees
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!

Cottage in Harpers Ferry

Lake View Retreat - Cottage Near a Peaceful Lake!
9.6 out of 10, Exceptional, (21)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
$323 nightly
The price is $360
Dec 18 - Dec 19
Total with taxes and fees
Lake View Retreat - Cottage Near a Peaceful Lake!
Terrace/patio
Wild Hare Cottage

Cottage in Purcellville

Wild Hare Cottage
10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
$192 nightly
The price is $219
Dec 17 - Dec 18
Total with taxes and fees
Wild Hare Cottage
Outdoor dining
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Cottage in Harpers Ferry

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
10.0 out of 10, Exceptional, (23)
"My friends and I absolutely loved this stay on the lake in West Virginia! The artsy vibe of the home, views, and wildlife were amazing. Plenty of places to sit and catch up. The kitchen was well stocked with appliances (thank you for the local coffee!) Each adult having their own bedroom and full bath was a huge perk!"
United States
Matthew P.
$403 nightly
The price is $449
Dec 18 - Dec 19
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Property grounds
Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage in Harpers Ferry

Cottage w/ Hot Tub and 100-Mile Valley Views!
9.8 out of 10, Exceptional, (20)
"Great view, very secluded"
United States
Matt s.
$339 nightly
The price is $377
Dec 18 - Dec 19
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
1 bedroom, WiFi, bed sheets
The Carriage House at Carrot Top Cottage

Cottage in Harpers Ferry

The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (43)
"The place was super cute and clean. It was the perfect little getaway spot for my husband and I’s anniversary. "
United States
Holly W.
$153 nightly
The price is $170
Dec 17 - Dec 18
Total with taxes and fees
The Carriage House at Carrot Top Cottage
Terrace/patio
Woodsy Retreat with a Hot Tub and Seasonal Views!

Cottage in Harpers Ferry

Woodsy Retreat with a Hot Tub and Seasonal Views!
9.8 out of 10, Exceptional, (24)
"I highly recommend this cabin stay! It has absolutely everything you could need. Super clean and in a great area. Will definitely stay again if we get the chance."
United States
Claudia F.
$307 nightly
The price is $342
Dec 17 - Dec 18
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
Exterior
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Cottage in Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
2.0 star property
9.8 out of 10, Exceptional, (20)
"Really nice property, and exactly as advertised. There were several local restaurants within easy walking distance (we loved both Bolivar Bread and Snallygaster's) and it was a fairly easy walk to the historic part of Harper's Ferry. We also enjoyed the fire pit in the back yard."
United States
Greg B.
$273 nightly
The price is $304
Jan 4 - Jan 5, 2026
Total with taxes and fees
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Property grounds
Peaceful Lakefront Cottage with Mountain Views!

Cottage in Harpers Ferry

Peaceful Lakefront Cottage with Mountain Views!
9.8 out of 10, Exceptional, (30)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
$342 nightly
The price is $381
Dec 22 - Dec 23
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
Interior
Hike, Sip & Explore: Charming Waterford Cottage!

Cottage in Waterford

Hike, Sip & Explore: Charming Waterford Cottage!
3.0 star property
$425 nightly
The price is $484
Dec 30 - Dec 31
Total with taxes and fees
Hike, Sip & Explore: Charming Waterford Cottage!
Exterior
1800s Cozy Kitchen House in Berryville

Cottage in Berryville

1800s Cozy Kitchen House in Berryville
2.0 star property
10.0 out of 10, Exceptional, (1)
"This unique gem was resurrected and rebirthed. It screams creativity and provides all of the comforts of home with the perfect balance between modern conveniences and days of yore. Great location for Harper’s Ferry goers. Definitely cannot say enough good things because it’s one helluva of a place to rest."
United States
Kelly G.
$164 nightly
The price is $184
Dec 18 - Dec 19
Total with taxes and fees
1800s Cozy Kitchen House in Berryville
Exterior
18th Century Stone Cottage minutes from historic Middleburg

Cottage in Middleburg

18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (53)
"What a peaceful place and wonderful views."
United States
Debbie M.
$365 nightly
The price is $392
Dec 17 - Dec 18
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
Outdoor spa tub
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

Cottage in Boyce

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
10.0 out of 10, Exceptional, (31)
"Good location. Large fenced in yard. Plenty of room. Would book again."
United States
Don M.
$704 nightly
The price is $776
Dec 22 - Dec 23
Total with taxes and fees
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
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

Hotel Burg

Hotel Burg

10/10 Excellent
"Excellent stay. Room was spacious and clean. The hotel was beautiful and decorated for the holidays. Would stay again. "
Lisa 2-night trip
Posted 1 day ago
Hotel Burg

Find out more about Leesburg

Leesburg Cottages information

Number of reviews
384
Accommodation
104 Cottages
Lowest Price
$170
Highest Price
$1,827

Frequently asked questions

Why book your cottage in Leesburg with Expedia?
Expedia has some excellent cottages in Leesburg, so start packing for an unforgettable vacay on nature's doorstep. If you have a budget, choose how much you're willing to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a pool or a hot tub. We'll help you find a suitable place whatever your bank balance or plans.
How can I find cheap cottages in Leesburg?
The easiest way to score cheap cottages in Leesburg is with Expedia's useful filter tool. Narrow your search results by budget, amenities and star rating to land unbeatable deals in a couple of clicks.
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 travelers' 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.

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