Winchester Vacation Rentals
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 Winchester
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Harpers Ferry WV
With a stay at this vacation home in Harpers Ferry, you'll be a 3-minute walk from Potomac River and within a 5-minute drive of Chesapeake and Ohio Canal.
Kitchen
Washer
Terra Alta - Incredible River Views and Hot Tub!
Charles Town WV
$349 nightly
The price is $389 total per night
$389 total
Jan 29 - Jan 30
Total with taxes and fees
Located in Charles Town, this vacation home is on a river, within a 15-minute drive of Shenandoah River and Shannondale Springs Wildlife Management Area.
Hot Tub
Kitchen
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
Luray VA
When you a stay at this vacation home in Luray, you'll be on the waterfront, just steps from George Washington National Forest and Shenandoah River.
Kitchen
Washer
Gruner Bungalow at Otium Cellars
Purcellville VA
Located in Purcellville, this vacation home is in a rural location, a 3-minute drive from Franklin Park and 7 minutes from Fireman's Field.
Pool
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
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Linden VA
$363 nightly
The price is $400 total per night
$400 total
Feb 17 - Feb 18
Total with taxes and fees
Located in Linden, this vacation home is in the mountains, within a 10-minute drive of Fox Meadow Winery and Tuckers Lane Trailhead.
Hot Tub
Kitchen
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery
Delaplane VA
Located in Delaplane, this vacation home is in a rural location, within a 15-minute walk of Barrel Oak Winery and Blue Valley Vineyard And Winery.
Hot Tub
Kitchen
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Harpers Ferry WV
Located in Harpers Ferry, this vacation home is in the mountains, within a 5-minute drive of Shenandoah River and Bolivar Community Park.
Hot Tub
Kitchen
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Harpers Ferry WV
Located in Harpers Ferry, this vacation home is on a river, within a 5-minute drive of Bolivar Community Park and Shenandoah River.
Hot Tub
Kitchen
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Great Cacapon WV
Located in Great Cacapon, this vacation home is on a river, a 3-minute drive from Lost River and 8 minutes from Cacapon Resort State Park.
Hot Tub
Kitchen
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Harpers Ferry WV
$444 nightly
The price is $494 total per night
$494 total
Jan 20 - Jan 21
Total with taxes and fees
Located in Harpers Ferry, this vacation home is in the mountains, within a 5-minute drive of Shenandoah River and Shannondale Springs Wildlife Management Area.
Kitchen
Washer
Historic Queen Anne Family Home w Modern Comforts
Harpers Ferry WV
$332 nightly
The price is $359 total per night
$359 total
Jan 20 - Jan 21
Total with taxes and fees
With a stay at this vacation home in Harpers Ferry, you'll be within a 5-minute walk of Harpers Ferry Children's Park and Storer College Campus.
Kitchen
Air conditioning
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 | $359 |
Highest Price | $494 |
Popular accommodation | Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Terra Alta - Incredible River Views and Hot Tub!, Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!, Gruner Bungalow at Otium Cellars, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, 🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries, Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery, Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex, Hot Tub, Campfire Ring, Convenient Location, Large Groups!!, Charming mountaintop cabin with hot tub, pool table, and breathtaking views, Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry, Historic Queen Anne Family Home w Modern Comforts |