Middleburg Cottages

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Cottages in Middleburg

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

Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses

Purcellville VA

With a stay at this cottage in Purcellville, you'll be within a 15-minute drive of Hollywood Casino at Charles Town Races and Harpers Ferry National Historical Park.

Pool

Kitchen

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.

Serene 2-Bedroom Upper Cottage - Unit 2 in Loudoun Co, VA - 12 Cool Acres & 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

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

Hamilton VA

$333 nightly

$380 total

Oct 4 - Oct 5

Total with taxes and fees

With a stay at this cottage in Hamilton, you'll be just steps from Catoctin Valley and Hunters Run Wine Tasting Barn.

18th Century Stone Cottage minutes from historic Middleburg

Middleburg VA

$370 nightly

$397 total

Sep 30 - Oct 1

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

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

Harpers Ferry WV

$382 nightly

$425 total

Oct 12 - Oct 13

Total with taxes and fees

Located in Harpers Ferry, this cottage is in the mountains, within a 10-minute drive of Shannondale Springs Wildlife Management Area and Shenandoah Lake Beach.

Hot Tub

Kitchen

Historic Schoolhouse on Winery Row

Purcellville VA

With a stay at this cottage in Purcellville, you'll be on the waterfront, within a 15-minute drive of Harpers Ferry National Historical Park and Sweet Run State Park.

Tranquil 2-bedroom cottage on gorgeous horse farm in The Plains

The Plains VA

Located in The Plains, this cottage is within a 15-minute drive of Sherwood Lake and Northern Fauquier Community Park.

Spectacular Cottage with Shenandoah River Views

Front Royal VA

Located in Front Royal, this cottage is on the waterfront, within a 15-minute drive of Shenandoah River and Blue Ridge Shadows Golf Club.

Woodsy Retreat with a Hot Tub and Seasonal Views!

Harpers Ferry WV

$308 nightly

$343 total

Sep 24 - Sep 25

Total with taxes and fees

Located in Harpers Ferry, this cottage is in the mountains, within a 5-minute drive of Shannondale Springs Wildlife Management Area and Shenandoah Lake Beach.

Historical cottage in the town of Paris

Paris VA

Located in Paris, this cottage is on a river, within a 5-minute drive of Paris Barns and Sky Meadows State Park.

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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.