Winchester Vacation Rentals
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Vacation Rentals in Winchester
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
Modern luxury, walk to Washington St and downtown, EV, Movie room, Spa bathroom
Bolivar WV
$259 nightly
The price is $289 total per night
$289 total
Mar 8 - Mar 9
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in Harpers Ferry, within a 15-minute drive of Hollywood Casino at Charles Town Races and Woodpecker Woods Wildlife Santuary.
Kitchen
Washer
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
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 Vivo Day Spa.
Kitchen
Washer
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Harpers Ferry WV
With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Hollywood Casino at Charles Town Races and Appalachian Trail Conservancy Headquarters.
Kitchen
Washer
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 8 - Mar 9
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
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Edinburg VA
When you stay at this vacation home in Woodstock, you'll be on a river, just steps from George Washington National Forest and Shenandoah River.
Hot Tub
Kitchen
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Star Tannery VA
When you stay at this vacation home in Star Tannery, you'll be in the mountains and steps from George Washington National Forest.
Kitchen
Pet friendly
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 7 - Mar 8
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
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.
Winchester Vacation Rentals essential information
Accommodation | 632 Vacation Rentals |
|---|---|
Lowest Price | $219 |
Highest Price | $511 |
Popular accommodation | Luxury NEW! Woodhaven Reserve! Private Pool + Hot Tub, Modern luxury, walk to Washington St and downtown, EV, Movie room, Spa bathroom , Walk to Harpers Ferry! Dog-friendly. Beautiful Views., Family-friendly, thoughtfully modernized, historic home in Harpers Ferry., 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, Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Beautiful 3 BR 2 Bath Private Main-first floor with AC Heat in Leesburg, VA, Secluded River Cabin Getaway (Masten Cabin) |