Upperville Vacation Rentals

Name: Terra Alta - Incredible River Views and Hot Tub!
Address: Charles Town
Price range: $176

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Upperville

Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!

Located in Delaplane, this vacation home is within a 5-minute drive of RdV Vineyards and Delaplane Cellars.

Pet friendly

Hot Tub

Hot Tub, Poker Table, River Access & Kayaks and Wineries

$174

per night

Jun 6 - Jun 7

When you stay at this vacation home in Harpers Ferry, you'll be on a river, within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

Pet friendly

Hot Tub

Cozy Country Getaway in the Heart of Upperville

With a stay at this vacation home in Upperville, you'll be within a 10-minute drive of Paris Barns and RdV Vineyards.

Pet friendly

Washer

Historic gem in the heart of downtown Hamilton! Trees and a private stream

Located in Hamilton, this vacation home is within a 5-minute drive of Catoctin Valley and The Barns at Hamilton Station Vineyards.

Pet friendly

Washer

Cozy home near Casino, Breweries, Historical attractions, National Park & more

$135

per night

Jun 26 - Jun 27

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

Fireplace

Free WiFi

Gruner Bungalow at Otium Cellars

Located in Purcellville, this vacation home is in a rural location, within a 10-minute drive of Fireman's Field and Purcellville Skating Rink.

Pool

Pet friendly

Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun

Located in Purcellville, this vacation home is within a 5-minute drive of Fireman's Field and Purcellville Skating Rink.

Pet friendly

Free WiFi

Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning

Located in Haymarket, this vacation home is a 1-minute drive from Bull Run Country Club and 7 minutes from Haymarket IcePlex.

Fireplace

Outdoor Space

Pet-Friendly Berryville Home: Walk to Main Street!

With a stay at this vacation home in Berryville, you'll be a 5-minute walk from The Fire House Gallery and 5 minutes by foot from Barns of Rose Hill.

Pet friendly

Fireplace

Townhome in Leesburg Historic District!

With a stay at this vacation home in Leesburg, you'll be within a 15-minute drive of One Loudoun and Catoctin Valley.

Pet friendly

Free WiFi

Charming Home with Yard Near Shenandoah River!

Located in Harpers Ferry, this vacation home is within a 5-minute drive of Shenandoah Lake Beach and Shenandoah River.

Pet friendly

Outdoor Space

Terra Alta - Incredible River Views and Hot Tub!

$176

per night

Jun 6 - Jun 7

With a stay at this vacation home in Charles Town, you'll be on a river, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah River.

Hot Tub

Fireplace

Don't see what you're looking for?

See all available properties in Upperville

View all properties

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.