Pet Friendly Vacation Rentals
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    Pet Friendly Vacation Rentals in Winchester, VA

    There are 3 pet friendly vacation rentals in Winchester, and 124 more nearby. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

    $99+
    No pet fee
    Big dogs OK
    2+ pets OK

    Pet-Friendly Airbnb Rentals

    Winchester, VA
    $230
    No pet fee
    Big dogs OK
    2+ pets OK

    Winchester Airbnb Rentals

    Winchester, VA
    Winchester Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Winchester, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
    $48
    No pet fee
    Big dogs OK
    2+ pets OK

    VRBO Winchester

    Winchester, VA
    VRBO Winchester Pet Policy Pet policies are determined by the individual owner of each Vrbo property. For more information on the pet fee, weight limit and other restrictions at a dog-friendly Vrbo in Winchester, please contact the owner directly or read the 'House Rules' section of their listing. Also be sure to include your pet(s) in the 'Guest' field when making your reservation, so the pet fee can be included. If applicable, it will be usually be displayed in the 'On-site Fees' or 'Owner Fees' sections during checkout. Some owners will also wait until you arrive in Winchester to collect the pet fee. Visit Website
    $194
    +$60 pet fee
    38 kg max
    1 pet max
    Sleeps 6

    Kona's Cozy Cabin

    4.9 Winchester, VA
    Kona's Cozy Cabin Pet Policy This 3-bedroom house in Winchester allows 1 dog under 75 lbs for an additional fee of $60 per stay. Sorry, no cats. There is a dog friendly hiking trail in the community. Visit Website
    $782
    +$50 per pet
    25 kg max
    3 pets max
    Sleeps 8

    Skyline Yurt

    5.0 Front Royal, VA
    Skyline Yurt Pet Policy This 3-bedroom yurt in Front Royal allows 3 dogs under 50 lbs for an additional fee of $50 per pet, per stay. Cats are also welcome, but all pets must be approved in advance. Please include a photo and details about your pet with your booking request. Visit Website
    $749
    +$50 per pet
    Big dogs OK
    2 pets max
    Sleeps 10

    Whitetail Summit

    5.0 Front Royal, VA
    Whitetail Summit Pet Policy This 4-bedroom chalet in Front Royal allows 2 dogs of any size for an additional fee of $50 per pet, per stay. Sorry, no cats. A dog crate, bed, and bowls are provided. The yard is fenced. Visit Website
    $357
    +$30 per pet
    Big dogs OK
    2 pets max

    Creekview Cabin - A Perfect Escape

    Berkeley Springs, WV
    Creekview Cabin - A Perfect Escape Pet Policy This 3-bedroom house in Berkeley Springs allows 2 dogs of any size for an additional fee of $30 per pet, per stay. Please note that pets cannot be left unattended. Sorry, no cats or exotic pets. See Details
    $156
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 4

    Sweet Pea Cottage

    4.5 Front Royal, VA
    Sweet Pea Cottage Pet Policy This 2-bedroom vacation rental in Front Royal is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $137
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 4

    Rustic Cabin on Cacapon River for Private Getaway

    4.8 Paw Paw, WV
    Rustic Cabin on Cacapon River for Private Getaway Pet Policy This 1-bedroom cabin in Paw Paw is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $287
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 6

    River Retreat

    4.8 Front Royal, VA
    River Retreat Pet Policy This 3-bedroom chalet in Front Royal is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $239
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 6

    Historic 'Hammond House' W/ Wine Country View

    4.9 Strasburg, VA
    Historic 'Hammond House' W/ Wine Country View Pet Policy This 2-bedroom house in Strasburg is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $360
    No pet fee
    Big dogs OK
    2+ pets OK

    Guest House at Mt Independence

    5.0 Delaplane, VA
    Guest House at Mt Independence Pet Policy This guesthouse in Delaplane is pet friendly! Dogs of any size are allowed for no additional fee. Cats are also welcome. Food and water bowls are provided. There is an off-leash area for dogs on the property. See Details
    $562
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 10

    Virginia Wine Country Retreat

    5.0 Markham, VA
    Virginia Wine Country Retreat Pet Policy This 4-bedroom house in Markham is dog friendly! Dogs of any size are allowed for no additional fee. All pets must be approved in advance. Sorry, no cats. Visit Website
    $251
    No pet fee
    Big dogs OK
    1 pet max
    Sleeps 6

    Black Bear Cabin

    4.6 Berkeley Springs, WV
    Black Bear Cabin Pet Policy This 3-bedroom vacation rental in Berkeley Springs is pet friendly! Dogs of any size are welcome for no additional fee. Sorry, no cats. Visit Website
    $165
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 8

    Hillside Hideaway

    4.7 Berkeley Springs, WV
    Hillside Hideaway Pet Policy This 2-bedroom cabin in Berkeley Springs allows 2 dogs of any size for no additional fee. Sorry, no cats. Visit Website
    $499
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 14

    The Outpost

    4.3 Berryville, VA
    The Outpost Pet Policy This 3-bedroom vacation rental in Berryville is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $331
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 10

    River Front Retreat

    4.4 Front Royal, VA
    River Front Retreat Pet Policy This 6-bedroom vacation rental in Front Royal allows 2 dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
    $189
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 4

    Forest Haven

    5.0 Gerrardstown, WV
    Forest Haven Pet Policy This 2-bedroom chalet in Gerrardstown allows 2 dogs of any size for no additional fee. Sorry, no cats. Visit Website
    $165
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 6

    Stone Chalet

    4.6 Gerrardstown, WV
    Stone Chalet Pet Policy This 2-bedroom cabin in Gerrardstown allows 2 dogs of any size for no additional fee. Sorry, no cats. Visit Website
    $205
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 12

    Modern Cabin with Hot Tub & Pond

    4.4 Berkeley Springs, WV
    Modern Cabin with Hot Tub & Pond Pet Policy This 3-bedroom cabin in Berkeley Springs allows 2 dogs of any size for no additional fee. Sorry, no cats. Visit Website
    Winchester, VA, US