Pet-friendly vacation rentals in Oldham County

Garden House, a private getaway

Welcome to "The Garden House" a serene retreat nestled on 9 acres in Crestwood. This charming home offers a tranquil escape just 20 minutes from downtown Louisville. This home is a 4-bedroom sanctuary, meticulously renovated to offer modern comforts. Guests can enjoy premium amenities including solar power, Tempurpedic mattresses, and soft bedding for a great night's sleep. Whether you are planning a wedding, exploring the Bourbon Trail, or seeking a getaway, it promises to be a memorable stay.

Cozy hideaway on Yankee creek.

You will love The Cozy Hideaway! A great place to rest and relax, also enjoy this great central location to explore Southern Indiana! Only 20 minutes to Jeffersonville & 20 minutes to the Lewis and Clark bridge to Louisville. Situated in between Charlestown and New Washington. Very near beautiful hiking at Charlestown State Park or head up the Ohio river scenic by-way to Clifty Falls State Park in Madison, Indiana. The Hideaway is close to the Ohio river and there’s room to park a boat.

12 Guest/Top Area /Families/Park

Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

Private Prospect Flat

Two bedroom apartment located on picturesque Covered Bridge Road in Prospect, KY. There is a separate entrance with plenty of parking. Beautiful views of Kentucky landscape from every window. Our property is four acres with a meandering stream, forest, and fields. There is a fully stocked kitchen including a dishwasher. The main bedroom includes a work space area and two closets. Feel free to grab a few eggs for breakfast if there are eggs in the nesting boxes.

Hideaway on the River: Amazing Views, Pirate Ship,

Make memories and experience life on the River! Welcome home to a spacious house which boasts a private dock, covered decks, Coffee Bar, wet bar, pool table, Wifi6 High Speed internet, fire pit, Pirate Ship bed and 4K TVs throughout! Sit with family and friends around the fire pit making S'mores. Wake up to magical views, the sounds and the breeze while sipping your coffee and enjoying the first row seat views and making memories. Welcome to the River Life!

Historical Mansion 7BD Vacation Home in Derby City

Stay in a historic landmark listed on the National Register of Historic Places and recognized by the Kentucky Heritage Council. This fully updated home sits on 7 private acres with a pond, outdoor space, and a private entrance. Perfect for family getaways or group stays. Enjoy peace and privacy while being just minutes from dining, shopping, and local attractions. A rare blend of history, comfort, and convenience.

The Cottage at StoneLedge 2 bedroom/1bath

Nestled on an expansive 80 acre horse farm, the cottage is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. If traveling with pets please note prior approval is required and be sure to read the pet policy in 'other things to note'. Thank you for your consideration.

Welcome to the Nest!

Welcome to THE NEST! We are located very close to great local restaurants, the best outdoor bar/venue I've seen (Third Turn - Oldham Gardens), Artisan Distillery (home of Jefferson's Ocean Bourbon), all major amenity needs, and beautiful Kentucky backroads; all while being easy to access from major highways. Your private retreat is sure to please.

Family-Friendly Cottage | Hot Tub Retreat

Unwind at Crestwood Cottage—a cozy retreat with a private hot tub, dedicated workspace, and spacious backyard perfect for pets or enjoying fall foliage. Just minutes from Louisville, bourbon distilleries, and outdoor adventures. Ideal for families, friends, or remote workers looking for comfort and connection.