Pet Friendly Vacation Rentals in Winchester, KY

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There are 4 pet friendly vacation rentals in Winchester, and 44 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. All pet policy information is guaranteed and there are no booking fees!

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. Visit Website
Home in Downtown with Luxe Beds & Ping Pong Pet Policy This 4-bedroom house in Lexington allows dogs of any size for an additional fee. Cats may also be allowed by request. The yard is fenced. Visit Website
Spacious 5/2 Home Pet Policy This 5-bedroom house in Lexington allows 2 dogs of any size for an additional fee of $50 per pet, per stay. Cats are also welcome. Visit Website
Pond Cottage Pet Policy This 3-bedroom vacation rental in Lexington allows 2 dogs under 50 lbs for an additional fee of $20 per pet, per stay. Sorry, no cats. Visit Website
The Ridge at Red River Gorge Pet Policy This 1-bedroom cabin in Clay City allows 2 dogs of any size for an additional fee of $100 per pet, per stay. Sorry, no cats. Crated pets may be left unattended, and all pets must be approved in advance. Visit Website
Modern House with a Great Porch View Pet Policy This 3-bedroom house in Lexington allows 3 dogs of any size for an additional fee of $50 per pet, per stay. Sorry, no cats. The yard is fenced. Visit Website
The Yalla Yeah-La House Pet Policy This 3-bedroom house in Lexington allows 3 dogs under 50 lbs for an additional fee of $50 per pet, per stay. Pets are not permitted on the furniture and must be crated if left unattended. Due to the presence of a retired working dog on a neighboring property, dogs must be supervised outdoors. Sorry, no cats. Visit Website
2-Bedroom Gunnison Home Pet Policy This 2-bedroom vacation rental in Lexington allows dogs of any size for an additional fee of $100 per pet, per stay. Sorry, no cats. Visit Website
3/3 House with Fireplace Pet Policy This 3-bedroom vacation rental in Lexington allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
Kentucky Dream Pet Policy This 4-bedroom house in Lexington allows 2 dogs of any size for an additional fee of $30 per pet, per stay. Cats may also be allowed by request. The yard is fenced. Visit Website
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. Visit Website
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. Visit Website
Lexington Getaway With Backyard Deck Pet Policy This 3-bedroom vacation rental in Lexington allows dogs under 50 lbs for an additional fee of $106 per pet, per stay. Cats may also be allowed by request. There is a fenced yard. Visit Website
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. Visit Website
Lovely & Lively Home Convenient to Everything Pet Policy This 2-bedroom house in Lexington allows 2 dogs under 50 lbs for an additional fee of $150 per pet, per stay. Cats are also welcome, but all pets must be approved in advance. Please clean up after your pets and dispose of waste in the designated trash receptacles. Visit Website
Kentucky River Cottages Pet Policy This 3-bedroom vacation rental in Lexington allows 1 dog of any size for an additional fee of $100 per stay. Pets are not allowed upstairs. Sorry, no cats. Visit Website
The Pink Pearl Pet Policy This 2-bedroom house in Lexington allows 2 dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request. Visit Website
Right Off Interstate Pet Policy This 5-bedroom house in Lexington allows 2 dogs of any size for an additional fee of $35 per pet, per stay. Sorry, no cats. Pets are not permitted on the furniture and should not be washed inside the house. Please clean up after your pets to avoid an additional fee. Visit Website
Cute 3BR Bungalow in Fairwood Neighborhood Pet Policy This 3-bedroom house in Lexington allows 2 dogs under 50 lbs for an additional fee of $50 per pet, per stay. Sorry, no cats. Please clean up after your pets. The backyard is fenced. Visit Website
Winchester, KY, US