Pet-friendly vacation rentals in Oldham County

Sugarbeet's Suites

Located in the heart of charming La Grange, Kentucky, Sugarbeet’s Suites offers a warm and inviting retreat where modern comfort meets small-town hospitality. Just steps from the historic downtown district, guests can experience the unique sights and sounds of La Grange -from quaint boutiques and local dining to the famous trains that roll right down Main Street. Whether you’re here for a relaxing weekend getaway, a family visit, or a special event,Sugarbeet's Suites is your home away from home.

Walkability · Outdoor spaces · Decor

5 Stars Sweet Retreat Wheelchair Accessible

Former bakery completely renovated into a "sweet retreat" for your visit to La Grange, the Kindness Capital of Kentucky! Just steps from the only railroad that still runs down an active Main Street. Wheelchair accessible—two bedrooms, two tiled baths, sleeps 8. Historic Downtown La Grange boasts unique shops, restaurants, a train viewing tower with over 30 trains/day, parks and the Alley Loop (a fun interactive art walk). Nearby horse farms, Churchill Downs, Bourbon Trail, 20 mins to Louisville.

Walkability · Pets · Hospitality

The Log Cabin at StoneLedge

Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin 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. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING

Pets · Outdoor spaces · TV

The Riverside Retreat - Your Coastal Getaway

Take it easy at this unique and tranquil getaway, perfectly situated with the Ohio River right in your backyard. Relax on the spacious back deck and enjoy stunning river views while unwinding in a peaceful setting. This home has been recently updated with a refreshed kitchen, flooring, modern lighting, updated bedrooms, and a renovated shower, making it a comfortable and inviting retreat for the duration of your stay. The Riverside Retreat is the perfect place to recharge and enjoy the scenery

Outdoor spaces · Pets · Location

Exclusive Buckner retreat w/ theater & game room!

Welcome to this inviting 3-bedroom, 3-bath Buckner home, ideal for families and groups seeking relaxation and fun. This 1,790 sq ft retreat features multiple entertainment areas: a theater-style family room, a game room with bar, and a dedicated basement gym. The open kitchen is fully equipped, paired with a cozy second-floor living room with fireplace and dining area. Unwind in the private backyard, with ample parking, full-home WiFi, and easy access to Buckner and Louisville attractions.

Outdoor spaces · Location · Hot tub

Cozy Hideaway

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. We are dog friendly , only one dog and a pet fee required.

Pets · Outdoor spaces · Indoor spaces

Charming suite in Bourbon Country

A great base for bourbon tours, the Derby, Louisville and Central KY attractions. Easy access to I-71, 25 minutes from downtown Louisville. 5 minutes from distillery, brewery, and botanical gardens in scenic Oldham County. A beautiful spot off the beaten path to relax and recharge. Private two bedroom basement suite with natural light, dedicated entrance, and privacy. Shared outside covered deck and yard with mature trees. 1 queen, 2 twin beds, 1 queen air mattress.

Outdoor spaces · Pets · Amenities

Creekside Quarters - Fully stocked and private!

In the heart of horse country, lays a quaint and private 8 Stall horse barn with cozy one-bedroom, one-bath apartment nestled inside! We converted this space from the original tack room into a comfortable private retreat for two! Surrounded by the peaceful countryside, you’ll cross a picturesque creek bridge to reach your getaway, where open fields, mature trees, and the sounds of nature create the perfect setting to unwind.

Pets · Outdoor spaces · Pool

...Happy Trails House in Derby City

4 bedroom, 2 full baths, 1 half bath, ( bedrooms on 2nd floor, none on 1st floor ). Our home is on a dead end street steps away to a walking trail, fenced yard, 2 patios, charcoal grill. Only 15 to 20 min. drive to Downtown, Churchill Downs, Hospitals, Airport, close to major highways. Near restaurants, shopping centers, grocery, liquor store etc. pets welcome with $10 fee per pet per night. Washer/dryer and dishwasher

Walkability · Pets · Bathroom

Riverfront Cottage

Wake up to peaceful Ohio River views at this charming 2-bed, 1 bath waterfront cottage, where mornings start with coffee on the screened porch and evenings end watching the sunset over the water. With private dock access, cozy indoor spaces, and a quiet setting just 25 minutes from downtown Louisville, this home is perfect for couples, small families, or anyone looking to unplug and relax by the river.

Outdoor spaces · Pets · Long stay

Bourbon Trail*Tesla EV charger* HOT TUB

Welcome to the Bourbon Bungalow, a tastefully restored farmhouse on the famous Kentucky Bourbon Trail. This southern retreat is on the outskirts of Louisville in the quaint city of Pewee Valley. A short drive to some of the states most sought after locations such as Churchill Downs, bourbon distilleries, horse parks, caves, Shelbyville, Bardstown, & more! The Bourbon trail is waiting for you!

Pets · Walkability · Condition

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.

Pets · Outdoor spaces · Parks