Winchester cabins

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Top-rated cabins in Winchester

Guests agree: these cabins are highly rated for location, cleanliness, and more.

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  1. Entire cabin
  2. Winchester
Majestic Mountain Cabin

Spectacular 100 mile panoramic view from the top of Big Bear Mountain. This well appointed cabin has an open floor plan with an updated kitchen and breakfast bar with seating for four. Living room has comfortable furnishings and a wood burning fireplace with raised hearth. Two spacious bedrooms and custom bathroom. Watch the sunrise and sunset over Shenandoah Valley from the wrap around deck. Comfortable outdoor furniture for relaxing. Close to wineries and historic downtown Winchester.

$150 per night
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  1. Entire cabin
  2. Augusta ( Capon Bridge)
Nirvana, Mountain View

One bed room cabin. Beautiful view , peaceful environment, private, quiet, fresh air, country living, great place for meditation, Everyday sunset view ! Beautiful green and wood surrounding in the spring , summer, golden leaves in the fall season and Snow white and cold in the winter. Minimum 7 days.

$60 per night
  1. Entire cabin
  2. Strasburg
Strasburg Cabin Hideaway!

New Listing-just renovated **4/2022 Peaceful cabin getaway. Pet friendly, grill and hot tub! Approximately 12 minutes from the town of Strasburg, antique capital of Virginia. Hallmark-esque town, quiet and peaceful, great retreat if you’re looking to get away from the city or hiking in the Shenandoah’s. Close to Woodbine Farms And the best coffee at Nancy’s coffee shop. Rain shower, high tech water filtration system. Relax and grill out, play games, etc.

$160 per night

Vacation rentals for every style

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Weekly rentals in Winchester

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  2. Paw Paw
Easygoing
$100 per night
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  2. Strasburg
Cedar River Retreat~ River Access~Hot Tub~King Bed
$193 per night
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  2. Great Cacapon
Modern mountain 3 bedroom cabin with hot tub
$177 per night
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  2. Augusta
Samadhi Mountain View cabin
$71 per night
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  2. Berkeley Springs
Wood Cabin W/WiFi + hot tub + Fire Pit + Pool tbl
$136 per night
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  2. Luray
Shenandoah Hideaway ❤️ Garden Pub & Hot Tub
$186 per night
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  2. Bentonville
TimberWend
$125 per night
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  2. Augusta
Bodhi, Mountain View
$50 per night
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  2. Luray
Blue Moon Log Cabin ❤️ Hot Tub and Walk to River
$174 per night
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  2. Berkeley Springs
Chalet Cabin w Private Creek, Hot Tub, Huge Deck!
$227 per night
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  2. Hedgesville
*NEW LISTING* MID-CENTURY A-FRAME HOT TUB/FIREPIT!
$198 per night
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  1. Entire cabin
  2. Berkeley Springs
Dreamtime - Modern A-Frame Cabin w/ Hot tub
$234 per night

Vacation rentals in Winchester

  1. Entire loft
  2. Winchester
Immerse yourself in Old Town Winchester
$79 per night
  1. Entire loft
  2. Winchester
Immerse Yourself in Old Town #3
$77 per night
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  1. Entire rental unit
  2. Winchester
The Comfortable In-Towner
$71 per night
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  1. Entire rental unit
  2. Winchester
Downtowner
$123 per night
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  2. Winchester
Downtown Renovated 1920's Gas Station
$136 per night
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  1. Private room
  2. Winchester
A Walk into Winchester
$64 per night
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  1. Entire rental unit
  2. Winchester
Pretty Little Apt by the Train II
$92 per night
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  1. Entire townhouse
  2. Winchester
Modern Elegance in Historic Old Town Winchester
$136 per night
  1. Entire guest suite
  2. Winchester
Safe, cozy oasis with private living & bath.
$75 per night
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  2. Winchester
Rosamond downtown studio apt w/free parking
$90 per night
  1. Private room
  2. Stephens City
“Hands-down the Best”
$56 per night
SUPERHOST
  1. Entire guest suite
  2. Winchester
Retro Vibe Studio
$83 per night