Winchester Vacation Rentals
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Vacation Rentals in Winchester

The Spy House, Historic 1880s Home, Harpers Ferry
Harpers Ferry WV
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.
Kitchen
Washer

4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
Knoxville MD
$466 nightly
The price is $494 total per night
$494 total
Nov 9 - Nov 10
Total with taxes and fees
With a stay at this vacation home in Knoxville, you'll be within a 5-minute drive of Kennedy Farmhouse and Antietam Dargan Community Park.
Hot Tub
Kitchen

Mountain View Bungalow in Front Royal
Front Royal VA
$184 nightly
The price is $205 total per night
$205 total
Nov 8 - Nov 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

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Rileyville VA
With a stay at this vacation home in Rileyville, you'll be on the waterfront, within a 15-minute drive of Luray Caverns and Warehouse Art Gallery.
Hot Tub
Kitchen

The Nest at Chester Gap
Chester Gap VA
With a stay at this vacation home in Chester Gap, you'll be in the mountains, within a 15-minute drive of Shenandoah National Park and Chester Gap Cellars.
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 6 minutes by foot from George Washington National Forest.
Kitchen
Pet friendly

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

Newly renovated Farm cottage with Mountain views
Strasburg VA
$281 nightly
The price is $310 total per night
$310 total
Nov 29 - Nov 30
Total with taxes and fees
Located in Strasburg, this vacation home is within a 5-minute drive of George Washington National Forest and Shenandoah River.
Kitchen
Washer

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg WV
$234 nightly
The price is $261 total per night
$261 total
Nov 8 - Nov 9
Total with taxes and fees
Located in Martinsburg, this vacation home is on the waterfront, within a 15-minute drive of A-T Gift Company Farm Winery and James Hite Park.
Kitchen
Washer

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville VA
$204 nightly
The price is $215 total per night
$215 total
Nov 18 - Nov 19
Total with taxes and fees
With a stay at this vacation home in Rixeyville, you'll be within a 15-minute drive of The Spilman Homestead and Spilman Park.
Kitchen
Washer

Shenandoah Paradise – Best River & Mountain Views in Harpers Ferry
Harpers Ferry WV
When you stay at this vacation home in Harpers Ferry, you'll be in the mountains, a 2-minute drive from Harpers Ferry National Historical Park and 10 minutes from Hollywood Casino at Charles Town Races.
Kitchen
Washer

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry WV
$331 nightly
The price is $369 total per night
$369 total
Nov 9 - Nov 10
Total with taxes and fees
Free Cancellation
With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Virginius Island.
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 | 673 Vacation Rentals |
|---|---|
Lowest Price | $205 |
Highest Price | $494 |
Popular accommodation | The Spy House, Historic 1880s Home, Harpers Ferry, 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry, Mountain View Bungalow in Front Royal, Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly, The Nest at Chester Gap, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub, Newly renovated Farm cottage with Mountain views , Hidden Creekside retreat near 5 national parks, including Harpers Ferry, Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper, Shenandoah Paradise – Best River & Mountain Views in Harpers Ferry , A peaceful, forest retreat with stunning views near historic Harpers Ferry. |
