Search Leesburg's Old and Historic District Cottages

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Check prices for these dates

Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27
In one month
Aug 8 - Aug 10
In two months
Sep 5 - Sep 7

Cottages in Leesburg's Old and Historic District

Royal Heritage Home @ Historic Leesburg
Enjoy cooking in this well-equipped kitchen with a central island, refrigerator, microwave, and oven.

Royal Heritage Home @ Historic Leesburg

9.6 out of 10, Exceptional, (29)
"The place is great! Clean, comfortable, close to downtown. The host was very responsive and friendly. "
$425 nightly
The price is $489
Aug 4 - Aug 5
Total includes taxes and fees
Royal Heritage Home @ Historic Leesburg
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Functional kitchen with a central island and stainless steel appliances.

'thomson Farm' Classic Home < 10 Mi to Vineyards!

3.0 star property
$1,622 nightly
The price is $1,849
Jul 12 - Jul 13
Total includes taxes and fees
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Hike, Sip & Explore: Charming Waterford Cottage!
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, stove, and sink.

Hike, Sip & Explore: Charming Waterford Cottage!

10.0 out of 10, Exceptional, (2)
"Susan was delightful. She had thought of everything to make our stay comfortable. A wonderful backyard for our precious dog.The cottage was cozy and comfortable and easily accessible.Certainly recommend it to anyone who would love to stay in an historical town along with an environmentally focused community. Wineries and a few breweries as well. We would certainly rent this cottage again. ☮️"
$266 nightly
The price is $303
Jul 13 - Jul 14
Total includes taxes and fees
Hike, Sip & Explore: Charming Waterford Cottage!
Hike, Sip & Explore: Charming Waterford Cottage!
Enjoy cooking in this functional kitchen with a refrigerator, microwave, gas stove, and sink.

Hike, Sip & Explore: Charming Waterford Cottage!

3.0 star property
$250 nightly
The price is $284
Jul 13 - Jul 14
Total includes taxes and fees
Hike, Sip & Explore: Charming Waterford Cottage!
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Enjoy cooking in this well-equipped kitchen with a central island and ample storage.

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

9.6 out of 10, Exceptional, (5)
"What a lovely secluded couples get away! We were here for our anniversary and it was delightful with the private pool and hot tub. Plenty of comfortable space for enjoying time together."
$344 nightly
The price is $392
Jul 14 - Jul 15
Total includes taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Wild Hare Cottage
Relax in this serene bedroom with a large bed, ceiling fan, and elegant artwork.

Wild Hare Cottage

10.0 out of 10, Exceptional, (6)
"We had just a quick overnight stay, the cottage is cozy, clean, and charming. Communication was easy and clear, we'd love to stay again!"
$209 nightly
The price is $238
Jul 16 - Jul 17
Total includes taxes and fees
Wild Hare Cottage
18th Century Stone Cottage minutes from historic Middleburg
Cozy cottage surrounded by lush greenery, featuring a large window with white shutters and a stone chimney.

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (45)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
$369 nightly
The price is $396
Jul 13 - Jul 14
Total includes taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
The Carriage House at Carrot Top Cottage
Escape to a serene riverside retreat surrounded by lush lawns, trees, and rolling hills.

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (38)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
$160 nightly
The price is $178
Aug 4 - Aug 5
Total includes taxes and fees
The Carriage House at Carrot Top Cottage
Firehouse Cottage | Walk to all of downtown HF
Cozy retreat with a single bed, sofa, and table, perfect for a relaxing stay.

Firehouse Cottage | Walk to all of downtown HF

9.4 out of 10, Exceptional, (3)
"We really enjoyed our stay at Admirals Row! We are already itching to go back! It was perfect for my husband and I! The property was so nice and clean. The beach is just beautiful! Definitely recommend!"
$217 nightly
The price is $244
Jul 17 - Jul 18
Total includes taxes and fees
Firehouse Cottage | Walk to all of downtown HF
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Stylish home with a gable roof and covered porch, featuring a wooden deck and small entrance.

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
10.0 out of 10, Exceptional, (14)
"What a lovely, cozy, clean property! The location was in the heart of Harper’s Ferry. Everything advertised was exactly as described, even nicer, inside and out! Cathy, our property manager was communicative and helpful. We will be back!!"
$297 nightly
The price is $331
Jul 15 - Jul 16
Total includes taxes and fees
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Cottage w/ Hot Tub and 100-Mile Valley Views!
Relax in a serene hot tub surrounded by lush greenery and breathtaking mountain views.

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

10.0 out of 10, Exceptional, (18)
"We loved this place! It had everything we needed and everything was very comfortable. The sunset view from the hot tub was a highlight! We would stay here again."
$376 nightly
The price is $418
Jul 14 - Jul 15
Total includes taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
Woodsy Retreat with a Hot Tub and Seasonal Views!
Relax in a serene outdoor space with a hot tub, dining area, and scenic views.

Woodsy Retreat with a Hot Tub and Seasonal Views!

9.8 out of 10, Exceptional, (21)
"This property was everything we hoped for in a weekend getaway home! So clean, beautifully decorated, and decked out with everything we wanted and more. We will definitely be booking with Mountain Mama again. "
$322 nightly
The price is $358
Jul 16 - Jul 17
Total includes taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
Wild & Cozy | Harpers Ferry Mountain Escape
Relax on the deck with comfortable seating and a fire pit, taking in the views of the surrounding forest.

Wild & Cozy | Harpers Ferry Mountain Escape

9.0 out of 10, Wonderful, (2)
"We really enjoyed our stay, the four bedrooms gave us lots of space. The hot tub was great and we enjoyed the balcony, too. Very close to lots of fun wineries and Harper’s Ferry. Quiet location on a road with other houses. I’d recommend bringing extra towels and a few wine glasses if you’re drinking nice wine. Lots of thoughtful touches — games, fireplace, spacious kitchen. It was great!"
$470 nightly
The price is $523
Jul 22 - Jul 23
Total includes taxes and fees
Wild & Cozy | Harpers Ferry Mountain Escape
Lake View Retreat - Cottage Near a Peaceful Lake!
Sit by the fire in a serene forest setting, surrounded by Adirondack chairs.

Lake View Retreat - Cottage Near a Peaceful Lake!

9.6 out of 10, Exceptional, (18)
"Was really able to relax and enjoy during our brief stay. Would come again."
$326 nightly
The price is $363
Jul 23 - Jul 24
Total includes taxes and fees
Lake View Retreat - Cottage Near a Peaceful Lake!
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Enjoy a serene river view from this outdoor deck, complete with a grill and comfortable seating.

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (19)
"Loved this house for relaxing, enjoying nature and reconnecting with friends!"
$567 nightly
The price is $631
Jul 16 - Jul 17
Total includes taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Peaceful Lakefront Cottage with Mountain Views!
Enjoy cooking in this kitchen with a central island, bar stools, stainless steel appliances, and a microwave.

Peaceful Lakefront Cottage with Mountain Views!

9.8 out of 10, Exceptional, (26)
"Really enjoyed stay home was great "
$530 nightly
The price is $590
Jul 21 - Jul 22
Total includes taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
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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