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
    $228
    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. See Details
    $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. See Details
    $192
    +$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. See Details
    $155
    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. See Details
    $136
    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. See Details
    $285
    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. See Details
    $264
    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. See Details
    $357
    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
    $557
    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. See Details
    $226
    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. See Details
    $185
    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. See Details
    $495
    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. See Details
    $328
    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. See Details
    $188
    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. See Details
    $163
    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. See Details
    $204
    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. See Details
    $195
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 2

    The Outpost Suite 3 - Whimsical Farmhouse Retreat

    3.6 Berryville, VA
    The Outpost Suite 3 - Whimsical Farmhouse Retreat Pet Policy This 1-bedroom apartment in Berryville allows 2 dogs of any size for no additional fee. Cats may also be allowed by request. See Details
    $217
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 4

    The Outpost Suite 2

    3.7 Berryville, VA
    The Outpost Suite 2 Pet Policy This 1-bedroom apartment in Berryville allows 2 dogs of any size for no additional fee. Cats are also welcome. See Details
    $147
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 6

    Oakview Point

    3.8 Gerrardstown, WV
    Oakview Point Pet Policy This 3-bedroom cabin in Gerrardstown allows 2 dogs of any size for no additional fee. Sorry, no cats. See Details
    Winchester, VA, US