Winchester Vacation Rentals
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Vacation Rentals in Winchester

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Harpers Ferry WV
With a stay at this vacation home in Harpers Ferry, you'll be a 2-minute drive from Harpers Ferry National Historical Park and 10 minutes from Hollywood Casino at Charles Town Races.
Kitchen
Washer

Newly renovated Farm cottage with Mountain views
Strasburg VA
$279 nightly
The price is $308 total per night
$308 total
Jun 15 - Jun 16
Total with taxes and fees
With a stay at this vacation home in Strasburg, you'll be within a 5-minute drive of George Washington National Forest and Shenandoah River.
Kitchen
Washer

Luxury NEW! Woodhaven Reserve! Private Pool + Hot Tub
Purcellville VA
$1,220 nightly
The price is $1,391 total per night
$1,391 total
Jun 23 - Jun 24
Total with taxes and fees
With a stay at this vacation home in Purcellville, you'll be within a 10-minute drive of Dragon Hops and Historic Downtown Purcellville.
Pool
Hot Tub

Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings
Bolivar WV
$264 nightly
The price is $294 total per night
$294 total
Jun 15 - Jun 16
Total with taxes and fees
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 Hollywood Casino at Charles Town Races.
Kitchen
Washer

Secluded River Cabin Getaway (Masten Cabin)
Strasburg VA
When you stay at this vacation home in Strasburg, you'll be in the mountains, just steps from George Washington National Forest and 10 minutes by foot from Shenandoah River.
Kitchen
Washer

A private home in historic Bolivar with a hot tub and yard. Pet friendly!
Bolivar WV
$333 nightly
The price is $371 total per night
$371 total
Jun 28 - Jun 29
Total with taxes and fees
With a stay at this vacation home in Harpers Ferry, you'll be a 2-minute drive from Harpers Ferry National Historical Park and 9 minutes from Hollywood Casino at Charles Town Races.
Hot Tub
Kitchen

On the river ~ hot tub ~ serene river views ~ fire pit
Strasburg VA
With a stay at this vacation home in Strasburg, you'll be steps from George Washington National Forest and Shenandoah River.
Hot Tub
Kitchen

Mountain View Bungalow in Front Royal
Front Royal VA
$200 nightly
The price is $223 total per night
$223 total
Jun 15 - Jun 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 Front Royal Entrance Shenandoah National Park.
Kitchen
Washer

Modern luxury, walk to Washington St and downtown, EV, Movie room, Spa bathroom
Bolivar WV
$326 nightly
The price is $363 total per night
$363 total
Jun 23 - Jun 24
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in Harpers Ferry, a 3-minute drive from Harpers Ferry National Historical Park and 11 minutes from Hollywood Casino at Charles Town Races.
Kitchen
Washer

Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!
Harpers Ferry WV
Located in Harpers Ferry, this vacation home is within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.
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 | 665 Vacation Rentals |
|---|---|
Lowest Price | $223 |
Highest Price | $1,391 |
Popular accommodation | Walk to Harpers Ferry! Dog-friendly. Beautiful Views., Newly renovated Farm cottage with Mountain views , Luxury NEW! Woodhaven Reserve! Private Pool + Hot Tub, Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings, Secluded River Cabin Getaway (Masten Cabin), A private home in historic Bolivar with a hot tub and yard. Pet friendly!, On the river ~ hot tub ~ serene river views ~ fire pit, Mountain View Bungalow in Front Royal, Modern luxury, walk to Washington St and downtown, EV, Movie room, Spa bathroom , Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!, Leesburg Hideaway- King Bed + Private Backyard, 4-bedroom house in historic Berkeley Springs with AC, WiFi & Hot Tub |


