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Winchester cabins

Book unique cabins, vacation rentals, and more on Airbnb

Top-rated cabins in Winchester

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

Cabin in Winchester
Kona's Cabin — King Bed, Fireplace, Pet Friendly
Kona's cabin offers a cozy escape from the hustle and bustle while providing on-site amenities and all the comforts of home. 20 minutes from historic downtown Winchester, the cabin features 2 bedrooms and a primary bedroom loft with a king bed. A newly renovated and well-equipped kitchen hosts a large eat-in dining table. The community features additional amenities: a lake (fishing/swimming) & beach, fishing ponds, volleyball court, playgrounds, sports fields, and a pet-friendly hiking trail.
$136 per night
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Cabin in Front Royal
Riverhouse, a HOT TUB Mid Century Marvel Escape!
~Break FREE and lift your soul at Riverhouse! Sleeps 5 and only a 60 min drive from Washington, DC and NOVA! Picture HOT TUB relaxation with FRONT ROW RIVER VIEWS, serene privacy, and an eclectic, unforgettable vintage vibe~ Whether relaxing on your private deck or in the NEW hot tub, let the river carry your worries away and the fresh air bring you back to life! To energize, decompress, release your inner creativity, or fall in love ~for the first time or over again, choose Riverhouse!
$284 per night
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Cabin in 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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Stay near Winchester's top sights

Photo of Apple Blossom Mall
Apple Blossom Mall12 locals recommend
Photo of Old Town Winchester
Old Town Winchester25 locals recommend
Photo of Walmart Supercenter
Walmart Supercenter4 locals recommend
Photo of Costco Wholesale
Costco Wholesale3 locals recommend
Photo of Apple Blossom Mall station
Apple Blossom Mall station14 locals recommend
Photo of Shenandoah Valley Discovery Museum
Shenandoah Valley Discovery Museum34 locals recommend

Vacation rentals in Winchester

Rental unit in Winchester
Historic Wisteria House on Old Town Walking Mall
$143 per night
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Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
$123 per night
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Rental unit in Winchester
Downtown Renovated 1920's Gas Station
$129 per night
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Cottage in Winchester
Springtime Cottage Escape! Hot Tub*Privacy*Views!
$213 per night
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Home in Winchester
Newly Renovated Cozy Cottage
$79 per night
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Rental unit in Winchester
Old Town Loft In Highly Desirable Area Downtown
$118 per night
Rental unit in Winchester
Modern Luxe 2 Bed Apt in Old Town Winchester
$143 per night
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Rental unit in Winchester
Escape to Blossom, a EuroLux MidCentury Experience
$139 per night
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Rental unit in Winchester
Pretty Little Apt by the Train I
$111 per night
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Private room in Winchester
Cheerful one bedroom available.
$32 per night
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Private room in Winchester
1-bedroom for rent in a beautiful residential home
$43 per night
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Rental unit in Winchester
Old Town Loft Modern Oasis In Downtown Winchester
$150 per night

Weekly cabin rentals in Winchester

Cabin in Front Royal
Modern River Cabin! Hot Tub*Privacy*Romance*Fun!
$243 per night
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Cabin in Berkeley Springs
+ The Cabin + @ Camp Potomac Peak
$221 per night
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Cabin in Rileyville
Ridgeview Cabin
$199 per night
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Cabin in Front Royal
The Nook: Cozy cabin with wood stove and loft.
$147 per night
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Cabin in Strasburg
Strasburg Cabin Hideaway!
$168 per night
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Cabin in Winchester
The Overlook
$129 per night
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Cabin in Rileyville
Overlook Cabin
$257 per night
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Cabin in Rileyville
Clouds Cabin
$255 per night
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Cabin in Gerrardstown
The Nest Chalet - Deck, Wi-Fi, Grill & Fire Pit
$121 per night
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Cabin in Berkeley Springs
Dreamtime - Modern A-Frame Cabin w/ Hot tub
$279 per night
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Cabin in Front Royal
River Cabin Spring Special! Pets OK
$180 per night
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Cabin in Great Cacapon
Hot Tub, Huge Deck, Fire Pit, WiFi at Chalet Cabin
$154 per night
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Weekly rentals in Winchester

Rental unit in Winchester
Downtowner
$123 per night
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Home in Winchester
City Charmer minutes from Old Town
$114 per night
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Rental unit in Winchester
Merrimans Meadow
$125 per night
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Home in Winchester
Colonial Getaway Near Old Town Historic Winchester
$147 per night
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Rental unit in Winchester
The New Yorker Quiet tucked away 1BR walk to town
$113 per night
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Rental unit in Winchester
Springtime Fun! Modern Twist in Historic Downtown!
$139 per night
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Rental unit in Winchester
Pretty Little Apt by the Train II
$111 per night
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Rental unit in Winchester
Rosamond downtown studio apt w/free parking
$86 per night
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Private room in Winchester
Lovely 1 bedroom casa, 1 living room with office.
$61 per night
Rental unit in Winchester
Dreamweaver Bright 1BR 2 blocks to Walking Mall
$119 per night
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Home in Winchester
Cameron Charmer
$145 per night
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Rental unit in Winchester
The Blue Door steps from Handley Library
$92 per night
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