Leesburg Cottages

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Cottages in Leesburg

Hunt Country cottage in Upperville!

Upperville VA

Located in Upperville, this cottage is a 2-minute drive from Upperville Park and 7 minutes from Paris Barns.

Washer

Dryer

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Frederick MD

$245 nightly

$260 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at this cottage in Frederick, you'll be within a 5-minute walk of Baker Park and Frederick Memorial Hospital.

Kitchen

Pet friendly

Quaint Mini Cottage in Shepherdstown - Walking Distance

Shepherdstown WV

With a stay at this cottage in Shepherdstown, you'll be a 2-minute walk from Elmwood Cemetery and 7 minutes by foot from Shepherdstown Opera House.

Kitchen

Air conditioning

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Purcellville VA

This cottage is 17.6 mi (28.4 km) from Hollywood Casino at Charles Town Races and 0.3 mi (0.5 km) from Franklin Park.

Kitchen

Washer

CEDAR LANE - Private Cottage, Sophisticated Country Charm

Middleburg VA

Located in Middleburg, this cottage is in a rural location, within a 5-minute drive of Red Fox Fine Art and The Byrne Gallery.

Kitchen

Washer

Carrot Top Cottage surrounded by National Park

Harpers Ferry WV

With a stay at this cottage in Harpers Ferry, you'll be within a 15-minute drive of Hollywood Casino at Charles Town Races and Appalachian Trail Conservancy Headquarters.

Kitchen

Air conditioning

18th Century Stone Cottage minutes from historic Middleburg

Middleburg VA

$367 nightly

$394 total

Dec 7 - Dec 8

Total with taxes and fees

Located in Middleburg, this cottage is a 5-minute drive from Middleburg Community Center and 5 minutes from National Sporting Library & Museum.

Kitchen

Pet friendly

Peaceful Lakefront Cottage with Mountain Views!

Harpers Ferry WV

$314 nightly

$350 total

Dec 11 - Dec 12

Total with taxes and fees

With a stay at this cottage in Harpers Ferry, you'll be on the waterfront, just steps from Shannondale Springs Wildlife Management Area and a 3-minute drive from Shenandoah Lake Beach.

Hot Tub

Kitchen

Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond

Purcellville VA

This cottage is 17.6 mi (28.4 km) from Hollywood Casino at Charles Town Races and 0.3 mi (0.5 km) from Franklin Park.

Kitchen

Washer

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

Boyce VA

Located in Boyce, this cottage is in a rural location, within a 10-minute drive of Duvall Designs Gallery and Burwell-Morgan Mill.

Hot Tub

Kitchen

Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat

The Plains VA

Located in Marshall, this cottage is on a lake, within a 10-minute drive of Great Meadow and Marshall Center.

Hot Tub

Kitchen

Hilltop @ Shiloh Summ

Leesburg VA

With a stay at this cottage in Leesburg, you'll be on the waterfront, just a 1-minute walk from Catoctin Valley and 6 minutes by foot from Springdale Regional Park.

Kitchen

Washer

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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.