Pet Friendly Vacation Rentals in Winchester, KY

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.

Kathy's Place

4.8 Lexington, KY

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.

Secluded Log Cabin Home on 17 Acres

4.9 Waco, KY

Secluded Log Cabin Home on 17 Acres Pet Policy

This 5-bedroom cabin in Waco allows 2 dogs of any size for an additional fee of $20 per pet, per night. Cats are also welcome, but pets are not permitted in the bedrooms and must be approved in advance. There are three chickens on the property that live in a coop.

Cute Home in a Great Location

5.0 Richmond, KY

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.

The Kentucky Dream Estate

5.0 Richmond, KY

The Kentucky Dream Estate Pet Policy

This 13-bedroom estate in Richmond allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request.

Hot Tub Home Close to Downtown

4.9 Lexington, KY

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.

Downtown Luxury Home with Hot Tub & Patio

5.0 Lexington, KY

Downtown Luxury Home with Hot Tub & Patio Pet Policy

This 5-bedroom house in Lexington allows dogs of any size for an additional fee. Cats may also be allowed by request.

Home in Downtown with Luxe Beds & Ping Pong

4.9 Lexington, KY

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.

Pond Cottage

5.0 Lexington, KY

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.

The Ridge at Red River Gorge

4.9 Clay City, KY

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.

Modern House with a Great Porch View

5.0 Lexington, KY

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.

Warfield Manor

4.9 Lexington, KY

Warfield Manor Pet Policy

This 4-bedroom house in Lexington allows 2 dogs under 25 kg for an additional fee of $25 per pet, per stay. Sorry, no cats. All pets must be approved in advance.

The Yalla Yeah-La House

4.9 Lexington, KY

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.

2-Bedroom Gunnison Home

4.8 Lexington, KY

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.

3/3 House with Fireplace

5.0 Lexington, KY

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.

Kirkland Cabin

4.9 Lexington, KY

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.

Luxury on Main / North

5.0 Richmond, KY

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.

Lexington Getaway With Backyard Deck

4.8 Lexington, KY

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.

Lovely 3 BDRM Home W/Free Parking Close to I-75

5.0 Lexington, KY

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.

Kentucky Dream

5.0 Lexington, KY

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.

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Pet Friendly Vacation Rentals in Winchester, KY

Bungalow Bill's

Kathy's Place

Secluded Log Cabin Home on 17 Acres

Cute Home in a Great Location

The Kentucky Dream Estate

Hot Tub Home Close to Downtown

Downtown Luxury Home with Hot Tub & Patio

Home in Downtown with Luxe Beds & Ping Pong

Pond Cottage

The Ridge at Red River Gorge

Modern House with a Great Porch View

Warfield Manor

The Yalla Yeah-La House

2-Bedroom Gunnison Home

3/3 House with Fireplace

Kirkland Cabin

Luxury on Main / North

Lexington Getaway With Backyard Deck

Lovely 3 BDRM Home W/Free Parking Close to I-75

Kentucky Dream

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