Leesburg's Old and Historic District Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Leesburg's Old and Historic District Vacation Homes

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior detail

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (127)
"Spectacular location. Charming and comfortable. The steps can be a challenge but are worth the effort."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Cottage on King | Charming Historic Leesburg Home
Terrace/patio

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is CA $174
CA $408 total
includes taxes & fees
Aug 18 - Aug 19
Cottage on King | Charming Historic Leesburg Home
Luxury Home at One Loudoun
Fridge, microwave, oven, stovetop

Luxury Home at One Loudoun

9.2 out of 10, Wonderful, (15)
"We really enjoyed our stay! The property was just what we needed, and the host was very accommodating—allowing us to check in early, which was immensely appreciated after a long drive. There are a lot of stairs, but we considered it our vacation workout! Would definitely stay again!"
The price is CA $245
CA $634 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Home at One Loudoun
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Interior

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

10.0 out of 10, Exceptional, (62)
"Location and house was just as described. Would highly recommend staying here if your looking for a location close to Harper's Ferry."
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Enchanting Cottage, walk to Downtown Harpers Ferry
Terrace/patio

Enchanting Cottage, walk to Downtown Harpers Ferry

9.6 out of 10, Exceptional, (41)
"This place was perfect for our one-night stay in Harpers Ferry. Its location is in easy walking distance of the main sites. The house is old but charming. "
The price is CA $294
CA $469 total
includes taxes & fees
Sep 2 - Sep 3
Enchanting Cottage, walk to Downtown Harpers Ferry
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (36)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Fridge, microwave, oven, stovetop

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (98)
"This home was absolutely fantastic! Very clean, very close to all things. We had a fantastic time."
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Exterior

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

10.0 out of 10, Exceptional, (3)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
The price is CA $129
CA $445 total
includes taxes & fees
Aug 21 - Aug 22
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
2 bedrooms, travel crib, WiFi, bed sheets

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great place and good location."
The price is CA $248
CA $429 total
includes taxes & fees
Aug 14 - Aug 15
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
A unique mountaintop getaway overlooking Willow Croft Winery.
Terrace/patio

A unique mountaintop getaway overlooking Willow Croft Winery.

10.0 out of 10, Exceptional, (103)
"The house was beautiful, fully stocked, close to home and vineyards. It surpassed our expectations! Can’t wait to again. "
The price is CA $433
CA $831 total
includes taxes & fees
Aug 13 - Aug 14
A unique mountaintop getaway overlooking Willow Croft Winery.
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Property grounds

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

8.8 out of 10, Excellent, (6)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
The price is CA $323
CA $713 total
includes taxes & fees
Aug 17 - Aug 18
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Breathtaking View with an Indoor Pool
Outdoor dining

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (257)
"We really enjoyed our stay at Bear Chase Manor! Amazing property, great pool, in a beautiful area. We are already discussing possible future visits! "
Breathtaking View with an Indoor Pool
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (139)
"Wonderful house for a great weekend away"
The price is CA $267
CA $542 total
includes taxes & fees
Sep 8 - Sep 9
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Terrace/patio

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

10.0 out of 10, Exceptional, (13)
"We appreciate everything from the discrete location,hot tub and many accommodations. What a PERFECT home to stay away from home while we explored the trails and history of the surrounding area. Great eats and trails only minutes away! "
The price is CA $215
CA $586 total
includes taxes & fees
Aug 14 - Aug 15
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Terrace/patio

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

10.0 out of 10, Exceptional, (15)
"The house is well maintained and furnished, and the outdoor space is lovely. We had a great weekend in Leesburg and would come again. "
The price is CA $244
CA $553 total
includes taxes & fees
Aug 18 - Aug 19
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Fridge, microwave, oven, stovetop

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

10.0 out of 10, Exceptional, (52)
"What a charming place to stay in Jefferson. The Rust Rose had everything we needed in a nice location. We would definitely stay here again."
The price is CA $138
CA $350 total
includes taxes & fees
Aug 21 - Aug 22
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Rural Home, Hot Tub, Campfire, Hardwood Floors
Exterior

Rural Home, Hot Tub, Campfire, Hardwood Floors

9.4 out of 10, Exceptional, (76)
"This was a perfect location for our stay. "
Rural Home, Hot Tub, Campfire, Hardwood Floors
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area
Property grounds

Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area

9.8 out of 10, Exceptional, (58)
"Beautiful property and grounds. Setting was quiet and peaceful. Would stay again."
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area
6 Mins from Dulles Airport Suite
Interior

6 Mins from Dulles Airport Suite

8.6 out of 10, Excellent, (4)
"Great visit. Would definitely stay again."
The price is CA $160
CA $261 total
includes taxes & fees
Aug 25 - Aug 26
6 Mins from Dulles Airport Suite
Terra Alta - Incredible River Views and Hot Tub!
Outdoor spa tub

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (57)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is CA $138
CA $560 total
includes taxes & fees
Aug 21 - Aug 22
Terra Alta - Incredible River Views and Hot Tub!
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's Old and Historic District Hotel Reviews

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

10/10 Excellent
"Great quality for the price."
Carmen 1-night trip
Posted 23 hours ago
Hyatt Place Herndon Dulles Airport East