Middleburg Cottages
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Cottages in Middleburg

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

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

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry WV
$436 nightly
The price is $486 total per night
$486 total
Aug 31 - Sep 1
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

18th Century Stone Cottage minutes from historic Middleburg
Middleburg VA
$367 nightly
The price is $394 total per night
$394 total
Aug 9 - Aug 10
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

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton VA
$347 nightly
The price is $396 total per night
$396 total
Aug 17 - Aug 18
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.
Pool
Hot Tub

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.
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

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

Bear Mountain Cottage
Paeonian Springs VA
With a stay at this cottage in Leesburg, you'll be within a 5-minute walk of Catoctin Valley and Morven Park.
Washer
Dryer

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.
Kitchen
Washer
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.
Middleburg Cottages essential information
Accommodation | 89 Cottages |
|---|---|
Lowest Price | $394 |
Highest Price | $544 |
Popular accommodation | Hattingh Equine Rescue Launches Farm Cottage Stay to Support Rescued Horses, Hunt Country cottage in Upperville!, Peaceful Lakefront Cottage with Mountain Views!, 18th Century Stone Cottage minutes from historic Middleburg, The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!, Historic Schoolhouse on Winery Row, Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi, Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond, Bear Mountain Cottage, Tranquil 2-bedroom cottage on gorgeous horse farm in The Plains, Historical cottage in the town of Paris, Apple Mountain House | Hot Tub | Game Room |
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