Places to stay near Derby Dinner Playhouse

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Top-rated holiday rentals near Derby Dinner Playhouse

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A cozy living area features a black leather sofa with decorative pillows and a single red armchair. Double doors open to a spacious deck with a river view. A glass coffee table sits on a patterned rug, with a TV mounted on the wall and a small console table nearby.

Flat in Jeffersonville

4.98 out of 5 average rating, 325 reviews

Renovated Riverfront Apartment with Elevated Deck

Completely remodeled 1820's riverfront apartment with a direct view of the Ohio River from the elevated deck. Enjoy a quick walk to restaurants, bars, shops, the Jeffersonville Ampitheater and the Big Four Walking Bridge to Louisville, KY. Minutes from KFC Yum Center, Louisville Slugger Field, Museum Row, Kentucky International Convention Center and the Louisville City Soccer Stadium. Perfect, unobstructed view for Thunder over Louisville. Also great for The Kentucky Derby. On site parking.

Guest favourite

The exterior view showcases a welcoming front porch with a white door framed by wooden posts. A light fixture is mounted beside the door. The house features light-colored siding and a security camera is located near the entrance.

Home in Jeffersonville

4.94 out of 5 average rating, 267 reviews

Cheerful 2 bedroom home, close to downtown

2 bedroom home & 1.5 bath. Fenced private courtyard. Walk to parks, dining & shopping in downtown Jeffersonville. Across the bridge from Louisville! Lots of light, chef's kitchen w kitchen wares and expandable dining table. 2 bedrooms (queen beds), and a comfy couch. Street parking w designated spot. We live on the street & use a security camera to confirm your arrival, departure, # of reserved guests. Non Smoking home. 8 min drive: Yum!Center/Convention Center/Bourbon distilleries/ restaurants

Guest favourite

A welcoming exterior view of a stylish house features a covered front porch with seating and decorative elements. The spacious interior showcases a cozy living area with comfortable seating and art on the walls. A well-maintained outdoor space includes a putting green. Natural light brightens the rooms.

Home in Jeffersonville

4.98 out of 5 average rating, 153 reviews

Walking Bridge, Putt Putt House

NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

Top guest favourite

A spacious bedroom features a king-size bed with striped bedding, complemented by an orange accent pillow. The exposed brick wall adds character, while a small nightstand with a lamp sits alongside. Natural light filters through the window, illuminating the warm wood flooring.

Loft in Central Business District

4.97 out of 5 average rating, 981 reviews

Bourbon City Loft - Free downtown parking!

If this loft is booked, please check out my other listings.. www.airbnb.com/h/derby-city-loft www.airbnb.com/h/river-city-loft www.airbnb.com/h/falls-city-loft Spacious 950 sq. ft. loft located in the heart of downtown Louisville. Walking distance to shops, restaurants, bars and 1 block from 4th Street Live! Located 4 blocks from the YUM! Center, 2 blocks from the Kentucky International Convention Center, and less than 10 minutes from Churchill Downs! Free parking in a secured parking garage!

Top guest favourite

A modern living area is presented with a grey sofa accented by patterned cushions. A light marble coffee table is centered on a patterned rug. A potted plant adds a touch of greenery, while natural light streams through window treatments, illuminating the space.

Home in Jeffersonville

4.99 out of 5 average rating, 154 reviews

Lil Blue-Cheerful, fully renovated & updated home

Enjoy your stay at Lil Blue! You'll have the entire 2 bedroom, 1 bath home which is comfy, cozy and fully appointed. We are located 1/2 block away from The Carriage House at Howard Steamboat Museum, and just a mile away from all that downtown Jeffersonville has to offer. We are a bridge away from Louisville KY, less than 10 miles from Churchill Downs (Kentucky Derby) and less than 3 miles to the YUM Center (great concerts, events, & UofL basketball). Everything in this home is BRAND NEW!

Top guest favourite

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

4.98 out of 5 average rating, 313 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Guest favourite

A living area is depicted with a light-colored sofa adorned with patterned cushions. A wooden coffee table displays decorative items, including plants and a small floral arrangement. Wall art featuring geometric designs is framed above the sofa, enhancing the room's decor.

Flat in Jeffersonville

4.93 out of 5 average rating, 194 reviews

Riverside Cozy Apt: Walk to Big Four Bridge

Wake steps from the Ohio River with Big Four Bridge walkway access. Stylish 1-bed features plush king memory-foam bed, queen sleeper sofa, two smart TVs & fully stocked kitchen. Complimentary coffee included. 10-min walk to the bridge for stunning skyline views. Just 5-7 min drive to downtown Louisville's best restaurants, bars, live music venues & riverfront attractions all while staying on a peaceful, tree-lined residential street. Perfect for couples, solo travelers & small families!

Guest favourite

A spacious living area features a comfortable gray sofa adorned with decorative cushions, positioned next to large windows offering expansive water views. A glass coffee table rests on tiled flooring, surrounded by light-colored decor accents. Natural light fills the space, enhancing the serene atmosphere.

Home in Louisville

4.96 out of 5 average rating, 179 reviews

The River's Edge Oasis, close to downtown

Welcome to your oasis on the water! Relax and unwind at the River's Edge. This home is about as close as you can get to paradise in Louisville Ky (also known as River City)! Perfect getaway for a romantic weekend or the best place to relax after a long day of work! Voted #1 Vacation rental in KY by Dreamy Stays!! This unique home is designer decorated and updated with all the amenities! An 8 minute drive to downtown Louisville, the oasis offers the best of both worlds. Book today!

Guest favourite

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.

Home in Louisville

4.91 out of 5 average rating, 343 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.

Guest favourite

A modern living area features two sleek black sofas adorned with decorative pillows. A small round table sits in front, complemented by a potted plant. Natural light enters through large windows, framed by striped curtains that create a contemporary feel.

Flat in Clarksville

4.92 out of 5 average rating, 119 reviews

Louisville Luxury Stay facing the City & River

Modern luxury stay just 8 mins from Downtown Louisville with beautiful Ohio River views. Enjoy a vibrant upscale community with weekend live music, food trucks, brewery, juice bar, hair and nail salons, barber shop, flower shop, tattoo studio, and nearby CrossFit gym for fitness lovers. Only 3 mins from the riverfront for walking, jogging, and skyline views. Close to restaurants, nightlife, bourbon tours, Churchill Downs, and top Louisville attractions. Free parking included.

Top guest favourite

A cozy bedroom features a spacious bed with a textured white coverlet. An illuminated headboard casts a soft glow, while a decorative tray with a candle and a small plant is placed on the bed. Black and white accents enhance the calming atmosphere.

Flat in Clarksville

4.99 out of 5 average rating, 112 reviews

Flawlezz Stays

Kick back and relax in this calm, stylish space. Flawlezz Stays provides a home away from home, with gorgeous views of the downtown louisville skyline. This unit is very spacious, safe, very clean and accommodated with everything you will need during your luxurious stay. It's rooftop accessible with a entertainment hub and more. Scenic trails along the Falls of Ohio State Park. Some of the best restaurants just minutes away.

Top guest favourite

A modern living area is showcased, featuring a blue sofa positioned toward a wall-mounted television. A bright, colorful wall art piece adds a touch of character. Natural light filters through large windows, offering a view of the balcony area.

Flat in Clarksville

4.95 out of 5 average rating, 100 reviews

Studio Apt Near Downtown Louisville

Kick back and relax in this calm, stylish river-view apartment. A peaceful place to stay with countless entertainment nearby. Seconds away from major highways and in walking distance from downtown Louisville. Opportunities to conduct business downstairs in the meeting rooms, with luxury amenities for your visit such as clubhouse access and beautiful rooftop with view of downtown Louisville. Book your stay today!