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 spacious living area features a comfortable sectional sofa and a large, cozy bean bag styled cushion. Decorative lighting provides a warm glow, and a stone fireplace is centered on a light blue wall. A patterned area rug adds color, while large windows invite natural light.

Home in Louisville

4.99 out of 5 average rating, 169 reviews

Cozy cottage open for Bourbon and beyond

This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

Top 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, 269 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

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.

Apartment in Jeffersonville

4.98 out of 5 average rating, 328 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

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, 157 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.

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.

Apartment in Clarksville

4.92 out of 5 average rating, 122 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 spacious living area is highlighted by expansive floor-to-ceiling windows, offering views of the cityscape. Modern furnishings include a sectional sofa, a coffee table, and stylish chairs. A decorative light fixture hangs overhead, complementing the wood flooring and neutral-toned walls.

Apartment in Central Business District

4.92 out of 5 average rating, 145 reviews

Location! Corner downtown condo!

Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

Guest favourite

A circular gas firepit is surrounded by multiple wooden chairs, creating a cozy gathering space. The warm glow of the flames contrasts with the neutral tones of the patio and the wooden fence in the background.

Home in Jeffersonville

4.96 out of 5 average rating, 113 reviews

Quiet Home w/ Sunroom & Fire Pit Near Downtown

Enjoy a peaceful stay in this charming single-family home in quiet Jeffersonville, IN, perfect for families or groups.This 3-bedroom home is equipped for stays of any length and offers a true home-away-from-home feel. Sleep comfortably in one of three cozy beds, then enjoy your morning coffee in the bright three-season sunroom. Take a short drive to Louisville, enjoy neighborhood walks, or relax with yard games and a gas firepit to end the day!

Superhost

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

4.86 out of 5 average rating, 318 reviews

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.

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.

Apartment in Clarksville

4.98 out of 5 average rating, 115 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.

Guest favourite

A spacious living area is equipped with a large sectional sofa and a wooden coffee table, providing a comfortable gathering space. The modern kitchen features stainless steel appliances and dark cabinetry, while an open layout invites natural light from the adjacent windows.

Home in Germantown

4.94 out of 5 average rating, 200 reviews

The Caldwell Highlands/Germantown

Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.

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.

Apartment in Clarksville

4.95 out of 5 average rating, 102 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!

Guest favourite

A serene bedroom features a spacious bed adorned with plaid and vibrant orange pillows. A bedside table with a small lamp sits next to a window, allowing natural light to fill the room. Inspirational wall art adds a personal touch to the calming blue backdrop.

Guesthouse in Jeffersonville

4.87 out of 5 average rating, 234 reviews

Quiet & Quaint Carriage House: Sabai Sabai

Welcome to our lovely carriage house located in a quiet neighborhood in Jeffersonville, yet close to all downtown Louisville has to offer! You'll be in for a surprise when you're introduced to the relaxing and quaint living quarters that is "Sabai Sabai." Small town feel, big city access. You are only: 7 Minutes from the KFC Yum! Center 10 Minutes from NULU 15 Minutes from Churchill Downs