Pet-friendly holiday rentals in Jefferson County

A spacious living area features a comfortable gray sectional sofa, accented by decorative pillows. A round coffee table sits at the center on a striped rug. Tall windows allow natural light to fill the room, while a brick fireplace adds warmth, complemented by wall decor.

4.95 out of 5 average rating, 102 reviews

Spacious 4 BD Home | 5 min to Airport • 6 min Expo

Your Louisville home base! Nestled in the highly desirable Upper Highlands this stylish retreat offers convenience, comfort, and charm for families, business travelers, events, and weekend explorers.Whether you're here for the Kentucky Expo, flight at SDF, downtown adventure, or a fam getaway Prime Location: 5 minutes from Louisville Muhammad Ali International Airport Around 6 min to the Kentucky Exposition Center & Freedom Hall Easy drive to downtown’s Bourbon District, Yum! Center, and more

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4.95 out of 5 average rating, 279 reviews

A historic duplex is framed by vibrant greenery and blooming flowers. The elegant structure features a welcoming porch and decorative wood detailing. A Gothic brick church stands adjacent, adding architectural interest to the scene.

Home in Old Louisville

The Kentucky Rose-Old Louisville 4BR/2BA

Beautiful home centrally located-close to EVERYTHING! This elegant home has original stained glass windows, beautiful woodwork, large dining and living rooms with two full kitchens and access to a spacious 2 level deck. Super comfortable beds make this a relaxing stay. Close to all the Urban Bourbon restaurants and Distilleries. Minutes from U of L, Churchill Downs, 4th Street Live, Main Street attractions, YUM Center, Convention Center and many other wonderful Louisville destinations.

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A sophisticated living area features dark walls and a combination of leather and fabric seating. A plush area rug lies beneath a round ottoman, with an accent table and stylish decorative elements enhancing the space. Large windows are dressed with dark curtains, allowing natural light to filter through.

4.96 out of 5 average rating, 104 reviews

The Mashbill | Boutique Bourbon Retreat | Walkable

Boutique luxury retreat inspired by KY bourbon & horse racing. Dark, moody, & walkable - perfect for Expo Center, Derby, and bourbon tours. • Sophisticated bourbon-inspired design • High-thread-count linens • Aveda bath products & hotel-quality towels • Fully equipped kitchen + private chef available • High-speed WiFi for work or streaming • Walkable to coffee shops, bakery & live music • 1.3 miles to KY Expo Center & Highland Festival Grounds • Quick Uber to Churchill Downs (6 min) & NULU

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Top Guest favourite

A single-story brick home is featured, surrounded by well-maintained landscaping. A paved driveway leads to a two-car garage, and a basketball hoop is positioned on the right. The yard offers a grassy area with neatly trimmed bushes and trees providing light shade.

4.89 out of 5 average rating, 225 reviews

Lilly's Pad

Relax and unwind in between all your Louisville activities. We are close (4.4miles) from SDF airport ,and I65 and the Gene Snyder Freeway are less than 8miles away. There are a plethora of activities from shopping to entertainment venues such as horse racing at historic Churchill Downs, Louisville Zoo, Kentucky Kingdom amusement park, Muhammad Ali museum and childhood home, Louisville Slugger Museum, Valhalla golf club, and 36 Bourbon Distilleries as well as cave exploring and fishing.

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The exterior of a charming single-story house is shown, featuring a covered porch and stone columns. Lush green bushes frame the entrance, and two seats are visible on the porch. A modest yard surrounds the house, with a clear sky above.

4.91 out of 5 average rating, 348 reviews

Quiet Neighborhood Home With Outstanding Location

Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

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4.83 out of 5 average rating, 103 reviews

The Washington - Nulu/Butchertown- Lynn Stadium

The Washington sits in the heart of Butchertown/Nulu. Blocks away from the Nulu and Market Street. Neighborhood features artisan chocolates, handmade soaps, quirky homeware, and great cafes. Copper & Kings distillery offers brandy tastings, while 19th-century buildings house trendy Modern American eateries, cocktail bars, and craft beer pubs within walking distance to Lynn Stadium , breweries, and distilleries. Enjoy a stylish experience at this centrally-located place.

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The exterior showcases a historic building with large windows allowing natural light. A welcoming entrance leads to additional outdoor seating. An indoor game area features a shuffleboard table and playful décor. A cozy outdoor space is highlighted by a fire pit, surrounded by modern seating.

4.92 out of 5 average rating, 298 reviews

Best Location in the City-2 Story Patio & Hot Tub

The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.

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A charming brick exterior of a single-story home is framed by a lush green lawn. The front porch is furnished with a white railing and features a small potted plant at the entrance. A wooden fence provides privacy in the background.

4.93 out of 5 average rating, 153 reviews

Derby Dreaming in the Julep House - Churchill/Expo

This stylish home is the perfect space to spend time in the Derby City. Newly appointed furnishings and decor adorn this spacious 4 bedroom, 2 full bath he. Located just minutes from Churchill Downs, The Kentucky Fair & Expo Center, Kentucky Kingdom, The Muhammad Ali International Airport, University of Louisville, The Urban Bourbon Trail, The Convention Center, Waterfront Park, and all of Downtown Louisville's attractions. Enjoy the best of Kentucky!

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Top Guest favourite

Dome in Mount Washington

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

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4.98 out of 5 average rating, 264 reviews

4.87 out of 5 average rating, 321 reviews

A modern kitchen area is highlighted by stainless steel appliances, including a refrigerator and microwave. An island with seating for two faces a cozy living space featuring a fireplace and natural light streaming in from large windows.

Apartment in Louisville

The Point at Story and Frankfort Avenue

The Point is a spacious and completely renovated one bedroom (king) apartment. You will absolutely love the huge sectional couch while watching your favorite shows on the 65" smart TV. Unit very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

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Top Guest favourite

A blue carriage house is viewed from the driveway, surrounded by greenery and blooming trees. Steps lead to an upper balcony, offering outdoor potential. The driveway provides easy access to the garage, emphasizing a sense of space and privacy.

Guesthouse in Louisville

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.

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4.92 out of 5 average rating, 1255 reviews

A cozy living room features large windows dressed in light curtains, allowing natural light. A flat-screen television is mounted above a brick fireplace. A small table with potted plants sits beside a comfortable armchair, and a wooden coffee table occupies the center of the space.