Pet Friendly Vacation Rentals in Winchester, KY

There are 3 pet friendly vacation rentals in Winchester, and 38 more nearby. Need help to decide where to stay with your dog? 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!

Pet Friendly VRBO Winchester
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
Pet Friendly 2BR Historic Downtown Apartment
2BR Historic Downtown Apartment Pet Policy
This 2-bedroom vacation rental in Winchester allows 1 dog under 50 lbs for an additional fee of $15 per night. Sorry, no cats.
See Details
Pet Friendly Cute Home in a Great Location
Cute Home in a Great Location Pet Policy
This 2-bedroom house in Richmond allows 2 dogs under 50 lbs for an additional fee of $25 per pet, per stay. Cats are also welcome. Please clean up after your pets.
See Details
Pet Friendly Kirkland Cabin
Kirkland Cabin Pet Policy
This 2-bedroom vacation rental in Lexington allows 1 dog under 50 lbs for an additional fee of $20 per stay. Cats may also be allowed by request.
See Details
Pet Friendly Kathy's Place
Kathy's Place Pet Policy
This 2-bedroom vacation rental in Lexington allows dogs of any size. The pet fee is $100 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.
See Details
Pet Friendly Downtown 2BR Cozy Home Near Rupp Arena
Downtown 2BR Cozy Home Near Rupp Arena Pet Policy
This 2-bedroom house in Lexington allows 2 dogs under 50 lbs for an additional fee of $75 per pet, per stay. Sorry, no cats.
See Details
Pet Friendly Bungalow Bill's
Bungalow Bill's Pet Policy
This 3-bedroom vacation rental in Lexington allows dogs of any size for an additional fee of $75 to $250 per pet, depending on length of stay. Cats may also be allowed by request, but all pets must be approved in advance.
See Details
Pet Friendly Loft 941
Loft 941 Pet Policy
This 2-bedroom vacation rental in Lexington allows 1 dog up to 20 lbs for an additional fee of $100 per stay. Sorry, no cats.
See Details
Pet Friendly Luxury on Main / North
Luxury on Main / North Pet Policy
This 1-bedroom vacation rental in Richmond allows 2 dogs under 50 lbs for an additional fee of $35 per pet, per stay. Cats may also be allowed by request.
See Details
Pet Friendly Peaceful Mt Sterling Cabin Deck & Fire Pit
Peaceful Mt Sterling Cabin Deck & Fire Pit Pet Policy
This 2-bedroom cottage in Mount Sterling allows 2 pets of any size for an additional fee of $102 per stay. Sorry, no cats.
See Details
Pet Friendly JW's Loft
JW's Loft Pet Policy
This 1-bedroom vacation rental in Lexington allows dogs of any size for an additional fee of $75 to $250 per pet, depending on the length of stay. The yard is enclosed by a picket fence. Cats may also be allowed by request, but all pets must be approved in advance.
See Details
Pet Friendly Hot Tub Home Close to Downtown
Hot Tub Home Close to Downtown Pet Policy
This 5-bedroom house in Lexington allows dogs of any size for an additional fee. Cats may also be allowed by request.
See Details
Pet Friendly Kathy's Place
Kathy's Place Pet Policy
This 2-bedroom house in Lexington allows 2 dogs up to 40 lbs for an additional fee of $150 per stay. Please note that pets cannot be left unattended. Sorry, no cats.
See Details
Pet Friendly 705 Main St in Downtown Paris
705 Main St in Downtown Paris Pet Policy
This 1-bedroom vacation rental in Paris allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request.
See Details
Pet Friendly Luxury on Main / South
Luxury on Main / South Pet Policy
This 1-bedroom vacation rental in Richmond allows 2 dogs under 50 lbs for an additional fee of $35 per pet, per stay. Cats may also be allowed by request.
See Details
Pet Friendly 3/2 Chateau with Outdoor Space
3/2 Chateau with Outdoor Space Pet Policy
This 3-bedroom vacation rental in Georgetown allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request, but pets are not allowed on the furniture. Please clean up after your pets.
See Details
Pet Friendly Lovely 3 BDRM Home W/Free Parking Close to I-75
Lovely 3 BDRM Home W/Free Parking Close to I-75 Pet Policy
This 3-bedroom house in Lexington allows 4 dogs of any size for an additional fee of $80 per pet, per stay. Cats may also be allowed by request.
See Details
Pet Friendly Urban Studio
Urban Studio Pet Policy
This 1-bedroom apartment in Lexington is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
See Details