Upperville Vacation Rentals
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Vacation Rentals in Upperville
Luxury NEW! Woodhaven Reserve! Private Pool + Hot Tub
Purcellville VA
With a stay at this vacation home in Purcellville, you'll be within a 10-minute drive of Historic Downtown Purcellville and Purcellville Skating Rink.
Pool
Hot Tub
A unique mountaintop getaway overlooking Willow Croft Winery.
Leesburg VA
Located in Leesburg, this vacation home is on a river, within a 10-minute drive of Stone Tower Winery and Catoctin Valley.
Kitchen
Free WiFi
Mountain View Bungalow in Front Royal
Front Royal VA
$197 nightly
The price is $219 total per night
$219 total
Mar 15 - Mar 16
Total with taxes and fees
With a stay at this vacation home in Front Royal, you'll be within a 10-minute drive of Shenandoah National Park and Shenandoah River.
Kitchen
Washer
Modern Country House on the Shenandoah River
Charles Town WV
When you stay at this vacation home in Charles Town, you'll be on the waterfront and steps from Shenandoah River.
Kitchen
Washer
1805 Farmhouse with Heated Pool in Harpers Ferry
Harpers Ferry WV
Located in Harpers Ferry, this vacation home is in a rural location, within a 10-minute drive of Virginius Island and Harpers Ferry Children's Park.
Pool
Hot Tub
Beautiful 3 BR 2 Bath Private Main-first floor with AC Heat in Leesburg, VA
Leesburg VA
$449 nightly
The price is $511 total per night
$511 total
Mar 16 - Mar 17
Total with taxes and fees
Located in Leesburg, this vacation home is within a 5-minute drive of Catoctin Valley and Fleetwood Farm Winery.
Kitchen
Washer
Terra Alta - Incredible River Views and Hot Tub!
Charles Town WV
$361 nightly
The price is $402 total per night
$402 total
Mar 17 - Mar 18
Total with taxes and fees
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
Kitchen
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Harpers Ferry WV
$432 nightly
The price is $481 total per night
$481 total
Mar 15 - Mar 16
Total with taxes and fees
With a stay at this vacation home in Harpers Ferry, you'll be in the mountains, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah River.
Kitchen
Washer
The McCoy House at the Harpers Ferry/Civil War Battlefields KOA
Harpers Ferry WV
With a stay at this vacation home in Harpers Ferry, you'll be within a 10-minute drive of Hollywood Casino at Charles Town Races and Civil War Living History Museum.
Pool
Hot Tub
Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg VA
With a stay at this vacation home in Leesburg (Leesburg's Old and Historic District), you'll be within a 15-minute drive of One Loudoun and Catoctin Valley.
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.
Upperville Vacation Rentals essential information
Accommodation | 231 Vacation Rentals |
|---|---|
Lowest Price | $219 |
Highest Price | $511 |
Popular accommodation | Luxury NEW! Woodhaven Reserve! Private Pool + Hot Tub, A unique mountaintop getaway overlooking Willow Croft Winery. , Mountain View Bungalow in Front Royal, Modern Country House on the Shenandoah River , 1805 Farmhouse with Heated Pool in Harpers Ferry, Beautiful 3 BR 2 Bath Private Main-first floor with AC Heat in Leesburg, VA, Terra Alta - Incredible River Views and Hot Tub!, Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry, The McCoy House at the Harpers Ferry/Civil War Battlefields KOA, Retreat in Historic Downtown Leesburg - Walkable to Everything! , Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains , The Nest at Chester Gap |