Upperville Cottages

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Cottages in Upperville

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

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

Hamilton VA

$347 nightly

$396 total

Apr 23 - Apr 24

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

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

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

18th Century Stone Cottage minutes from historic Middleburg

Middleburg VA

$367 nightly

$394 total

Apr 26 - Apr 27

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 Vue - Mountain Top hot tub overlooking the Shenandoah River

Front Royal VA

$416 nightly

$459 total

Apr 26 - Apr 27

Total with taxes and fees

Located in Front Royal, this cottage is on a river, a 5-minute drive from Shenandoah River and 7 minutes from John T Shipe JR Park.

Hot Tub

Kitchen

Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

Catharpin VA

When you stay at this cottage in Catharpin, you'll be within a 10-minute drive of Lenah Mill Dog Park and StoneSprings Hospital Center.

Kitchen

Washer

Country Elegance overlooking the Shenandoah River

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.

Hot Tub

Kitchen

Cottage at Gray Fox- Many Attraction- Pet Friendly

Harpers Ferry WV

With a stay at this cottage in Harpers Ferry, you'll be within a 5-minute drive of Shenandoah Lake Beach and Shannondale Springs Wildlife Management Area.

Hot Tub

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

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Harpers Ferry WV

$404 nightly

$450 total

May 5 - May 6

Total with taxes and fees

With a stay at this cottage in Harpers Ferry, you'll be on the waterfront, just a 1-minute walk from Shannondale Springs Wildlife Management Area and 11 minutes by foot from Shenandoah Lake Beach.

Hot Tub

Kitchen

Charming 3-bedroom cottage in farm & wine country

Berryville VA

When you stay at this cottage in Berryville, you'll be within a 10-minute drive of Barns of Rose Hill and Mackintosh Fruit Farm.

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.