Airbnb, Cabins, Vacation Rentals in Winchester, VA

Compare 384 available vacation home properties, starts from $27

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Airbnb, Vacation rentals and hotel deals in Winchester, VA

Motel 6-Front Royal, VA
Motel 6-Front Royal, VA
Motel 6-Front Royal, VA
Motel 6-Front Royal, VA
6.0 (164 reviews)
Motel 6-Front Royal, VA
Hotel · 2 Guests · 1 Bedroom
$66 /night
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Doubletree By Hilton Front Royal Blue Ridge Shadows
Doubletree By Hilton Front Royal Blue Ridge Shadows
Doubletree By Hilton Front Royal Blue Ridge Shadows
Doubletree By Hilton Front Royal Blue Ridge Shadows
8.8 (287 reviews)
Doubletree By Hilton Front Royal Blue Ridge Shadows
Hotel · 2 Guests · 1 Bedroom
$102 /night
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Super 8 by Wyndham Martinsburg
Super 8 by Wyndham Martinsburg
Super 8 by Wyndham Martinsburg
Super 8 by Wyndham Martinsburg
5.6 (217 reviews)
Super 8 by Wyndham Martinsburg
Motel · 2 Guests · 1 Bedroom
$50 /night
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Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Hotel · 2 Guests · 1 Bedroom
$84 /night
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Hampton Inn Winchester-University/ Mall
Hampton Inn Winchester-University/ Mall
Hampton Inn Winchester-University/ Mall
Hampton Inn Winchester-University/ Mall
8.8 (126 reviews)
Hampton Inn Winchester-University/ Mall
Hotel · 2 Guests · 1 Bedroom
$101 /night
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Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hotel · 2 Guests · 1 Bedroom
$115 /night
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Quality Suites Martinsburg
Quality Suites Martinsburg
Quality Suites Martinsburg
Quality Suites Martinsburg
6.8 (165 reviews)
Quality Suites Martinsburg
Hotel · 2 Guests · 1 Bedroom
$75 /night
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Super 8 by Wyndham Front Royal
Super 8 by Wyndham Front Royal
Super 8 by Wyndham Front Royal
Super 8 by Wyndham Front Royal
7.6 (242 reviews)
Super 8 by Wyndham Front Royal
Hotel · 2 Guests · 1 Bedroom
$77 /night
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Motel6 Winchester, VA
Motel6 Winchester, VA
Motel6 Winchester, VA
Motel6 Winchester, VA
7.7 (333 reviews)
Motel6 Winchester, VA
Hotel · 2 Guests · 1 Bedroom
$61 /night
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The Getaway that's Just Far Enough
The Getaway that's Just Far Enough
The Getaway that's Just Far Enough
The Getaway that's Just Far Enough
9.6 (84 reviews)
The Getaway that's Just Far Enough
Holiday home · 2 Guests · 1 Bedroom
$102 /night*
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Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
Motel · 2 Guests · 1 Bedroom
$62 /night
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Holiday Inn Express Stephens City, an IHG Hotel
Holiday Inn Express Stephens City, an IHG Hotel
Holiday Inn Express Stephens City, an IHG Hotel
Holiday Inn Express Stephens City, an IHG Hotel
Holiday Inn Express Stephens City, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$87 /night
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Travelodge by Wyndham Charles Town - Harpers Ferry
Travelodge by Wyndham Charles Town - Harpers Ferry
Travelodge by Wyndham Charles Town - Harpers Ferry
Travelodge by Wyndham Charles Town - Harpers Ferry
6.0 (6 reviews)
Travelodge by Wyndham Charles Town - Harpers Ferry
Hotel · 2 Guests · 1 Bedroom
$91 /night
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Tru By Hilton Winchester, Va
Tru By Hilton Winchester, Va
Tru By Hilton Winchester, Va
Tru By Hilton Winchester, Va
8.9 (304 reviews)
Tru By Hilton Winchester, Va
Hotel · 2 Guests · 1 Bedroom
$100 /night
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Hampton Inn Inwood
Hampton Inn Inwood
Hampton Inn Inwood
Hampton Inn Inwood
8.9 (105 reviews)
Hampton Inn Inwood
Hotel · 2 Guests · 1 Bedroom
$99 /night
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Hilton Garden Inn Martinsburg
Hilton Garden Inn Martinsburg
Hilton Garden Inn Martinsburg
Hilton Garden Inn Martinsburg
9.1 (189 reviews)
Hilton Garden Inn Martinsburg
Hotel · 2 Guests · 1 Bedroom
$111 /night
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Comfort Inn & Suites
Comfort Inn & Suites
Comfort Inn & Suites
Comfort Inn & Suites
9.3 (239 reviews)
Comfort Inn & Suites
Hotel · 2 Guests · 1 Bedroom
$107 /night
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Knights Inn Martinsburg
Knights Inn Martinsburg
Knights Inn Martinsburg
Knights Inn Martinsburg
7.0 (81 reviews)
Knights Inn Martinsburg
Hotel · 2 Guests · 1 Bedroom
$71 /night
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Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
4.8 (140 reviews)
Baymont by Wyndham Front Royal Near Shenandoah National Park
Hotel · 2 Guests · 1 Bedroom
$75 /night
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The Knolls
The Knolls
The Knolls
The Knolls
10 (16 reviews)
The Knolls
Motel · 2 Guests · 1 Bedroom
$98 /night
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Vacation Destinations Near Winchester, VA

Airbnb, Vacation House with Air Conditioning in Winchester, VA

Mountain Home Bed & Breakfast
Mountain Home Bed & Breakfast
Mountain Home Bed & Breakfast
Mountain Home Bed & Breakfast
Air Conditioning
Mountain Home Bed & Breakfast
B & B · 2 Guests · 1 Bedroom
$161 /night
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Ovoka Farm Bunkhouse
Ovoka Farm Bunkhouse
Ovoka Farm Bunkhouse
Ovoka Farm Bunkhouse
Air Conditioning
Ovoka Farm Bunkhouse
Farmhouse · 2 Guests · 1 Bedroom
$360 /night
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Hillbrook Inn & Spa
Hillbrook Inn & Spa
Hillbrook Inn & Spa
Hillbrook Inn & Spa
Air Conditioning
9.6 (41 reviews)
Hillbrook Inn & Spa
B & B · 2 Guests · 1 Bedroom
$314 /night
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What Are The Well Liked Rental Amenities in Winchester, VA?
Best Amenities in Winchester, VA
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Above shows the popular amenities in Winchester and the number of the rental properties associated with each amenity. In Winchester, 184 rentals offer Air Conditioning, 179 rentals offer Heater, 176 rentals offer Internet or Wifi. So, if you need Air Conditioning during your vacation, use the Air Conditioning filter to compare these properties. Two amenities that are not typical are Pool, Hot Tub.
How Does The Vacation Home Rental Price Look Like in Winchester, VA?
Vacation House & Cabin Rental Price Information in Winchester, VA
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The graph shows the percentages of vacation homes in each price bucket. Winchester has the largest percentage (22.34%) of homes in $150 - $200 price range.
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What Are The Most Liked Rental Accommodations in Winchester, VA?
Rental Accommodation Info in Winchester, VA
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In Winchester, 43.75% of listings are House, which is the most popular accommodation out of 19 total accommodation types. Avg price per night for House is around $292. And the most searched amenities for House accommodation is Pool.The least popular accommodation in Winchester is Bungalow rentals
How Many Rental Accommodations Are Pets Friendly in Winchester, VA?
Percentage of Pet Friendly Rental Properties in Winchester, VA
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43.23% of vacation homes in Winchester are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Trail Recommendations in Winchester, VA Area?
Top Trails In Winchester, VA
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Here are the trails we recommend in Winchester: Buzzard Hill Via Appalachian Trail, Virginia State Arboretum - Blandy Experimental Farm, Third Battle of Winchester Trail, Winchester - Warrenton Scenic Drive, Sky Meadows Gap Run Via North and South Ridge Loop, North Ridge Trail, Ambassador Whitehouse Trail, South Ridge Trail Loop, Piedmont Overlook Trail, Shockeys Knob Loop.
Best Campgrounds in Winchester, VA?
Top Rated Campgrounds In Winchester, VA
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The best RV campgrounds here in Winchester are: Harpers Ferry / Civil War Battlefields KOA, Stickpile Hill HBO Campsite, Purslane Run HBO Campsite, Candy Hill Campground, Huckleberry Hill HBO Campsite, North Fork Resort, Front Royal RV Campground, Killiansburg Cave HBO Campsite, Big Woods HBO Campsite, Opequon Junction HBO Campsite.

Other Vacation Rentals Ideas

Airbnb, Vacation House with Fireplace, and Other Rental Options in Winchester, VA

Hillbrook Inn & Spa
Hillbrook Inn & Spa
Hillbrook Inn & Spa
Hillbrook Inn & Spa
Fireplace
9.6 (41 reviews)
Hillbrook Inn & Spa
B & B · 2 Guests · 1 Bedroom
$314 /night
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The McCoy House at the Harpers Ferry/Civil War Battlefields KOA
The McCoy House at the Harpers Ferry/Civil War Battlefields KOA
The McCoy House at the Harpers Ferry/Civil War Battlefields KOA
The McCoy House at the Harpers Ferry/Civil War Battlefields KOA
Fireplace
9.6 (19 reviews)
The McCoy House at the Harpers Ferry/Civil War Battlefields KOA
Holiday home · 2 Guests · 1 Bedroom
$699 /night*
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Hidden View - Rent the Inn (5 Rooms, 6 bathrooms, 10 Guests)
Hidden View - Rent the Inn (5 Rooms, 6 bathrooms, 10 Guests)
Hidden View - Rent the Inn (5 Rooms, 6 bathrooms, 10 Guests)
Hidden View - Rent the Inn (5 Rooms, 6 bathrooms, 10 Guests)
Fireplace
10 (14 reviews)
Hidden View - Rent the Inn (5 Rooms, 6 bathrooms, 10 Guests)
Holiday home · 2 Guests · 1 Bedroom
$1,667 /night*
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Airbnb, Log Cabin Rentals with Full Kitchen, and Other Rental Options in Winchester, VA

Rustic Log Cabin w/ Updated Interior & Deck!
Rustic Log Cabin w/ Updated Interior & Deck!
Rustic Log Cabin w/ Updated Interior & Deck!
Rustic Log Cabin w/ Updated Interior & Deck!
Full Kitchen
Rustic Log Cabin w/ Updated Interior & Deck!
Cottage · 2 Guests · 1 Bedroom
$194 /night
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Bedrooms 4, Bathrooms 2, Sleeps 10
Bedrooms 4, Bathrooms 2, Sleeps 10
Bedrooms 4, Bathrooms 2, Sleeps 10
Bedrooms 4, Bathrooms 2, Sleeps 10
Full Kitchen
9.0 (23 reviews)
Bedrooms 4, Bathrooms 2, Sleeps 10
Cabin · 2 Guests · 1 Bedroom
$480 /night*
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Mountaintop Cabin w Amazing Mtn Views, Deck, WiFi
Mountaintop Cabin w Amazing Mtn Views, Deck, WiFi
Mountaintop Cabin w Amazing Mtn Views, Deck, WiFi
Mountaintop Cabin w Amazing Mtn Views, Deck, WiFi
Full Kitchen
9.2 (9 reviews)
Mountaintop Cabin w Amazing Mtn Views, Deck, WiFi
Chalet · 2 Guests · 1 Bedroom
$177 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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