Vacation rentals with a patio in Middletown

Guest suite in Jeffersonville

An outdoor fire pit is surrounded by several wooden chairs, providing a gathering space for relaxation. The calm waters of the Ohio River reflect the night sky, with soft lights from boats creating a serene atmosphere. Low greenery and gentle clouds frame the scene.

4.95 out of 5 average rating, 252 reviews

RIView 103. Modern Waterfront Suite Kentucky Derby

Guests can enjoy scenic views of the mighty Ohio River from any room in their private suite. Catch a beautiful sunrise or relax while sitting on the porch watching the boats and barges cruise the river. Close drive to interstate to get you to downtown Louisville to enjoy a dinner, museum, basketball game or concert in the KFC YUM Center and the world famous Churchill Downs! 1 mile away from River Ridge. We do offer a Tesla only charger or you can bring your own standard attachment for a charge.

4.96 out of 5 average rating, 109 reviews

A modern cabin features a large deck surrounded by lush greenery, showcasing expansive glass windows that provide ample natural light. The structure has a sloped roof and is partially nestled among tall trees, highlighting the serene forest setting.

Cabin in New Pekin

Anjuna House - a Scandi riverfront forest getaway

Welcome to the enchanting retreat of "Anjuna," nestled among a sprawling forest in the heart of southern Indiana. This modern 4-bedroom, 3 bathroom luxury cabin features 14' floor-to-ceiling windows, and 1000+ sqft deck! Outside there are 12 acres of forest to explore, an outdoor shower and a tranquil river which meanders through the property. Anjuna is near Knobstone trail, Marengo Cave, and the bourbon trail in Louisville. Bring family, friends or just yourself to relax or explore at Anjuna!

4.98 out of 5 average rating, 151 reviews

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

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.

4.98 out of 5 average rating, 308 reviews

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

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.

A cozy living space features a brown sectional sofa adorned with a cushion displaying the phrase 'CALL ME OLD FASHIONED.' Green plants are positioned beside the couch, while patterned wall art and a decorative sign contribute to the inviting decor.

4.99 out of 5 average rating, 249 reviews

"Call Me Old-Fashioned"in Derby & Bourbon Country!

Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!

5.0 out of 5 average rating, 129 reviews

An inviting open kitchen showcases modern appliances and a spacious countertop, perfect for meal preparation. A cozy living room features a plush sofa, complemented by natural light from nearby windows and tasteful decor that enhances the comfort of the space.

Home in Prospect

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

Step into Peppermint Cottage ( breakfast included) and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, 3 pools and YMCA. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and summer Friday food trucks with live music . Your Louisville adventure awaits !

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, 340 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.

4.94 out of 5 average rating, 119 reviews

A cozy living area features wooden walls and a stone fireplace, creating a rustic ambiance. Comfortable seating includes a couch and two armchairs, with a coffee table placed centrally. Natural light enters through a window, highlighting decorative elements and a soft area rug on the floor.

Cabin in New Albany

The Writer’s Den

Take it easy at this unique and tranquil cabin getaway. Nestled on a wooded hillside overlooking the Louisville skyline, The Writer’s Den is a great place to call home. Located just off interstate 64 and 10 minutes from downtown Louisville, the cabin gives peaceful seclusion and location convenience for those looking to explore the area. With a screened in porch, back deck lounge, loft space and all the comfort amenities, you’ll be on your way to writing the next great novel!

The living area features a comfortable dark gray couch, an accent coffee table with a vintage trunk design, and two bright orange chairs. Natural light filters through large windows, accentuated by soft blue curtains. A colorful area rug adds warmth, with decorative wall art enhancing the space.

4.91 out of 5 average rating, 172 reviews

The Jungalow: 65" 4K TV, memory foam, kid-friendly

Michael and Ashley (Lumos Stays) welcome you to Louisville, home of bourbon! Centrally located, minutes from the interstate, and close to downtown and the bourbon trail, this is your home base for adventure. Enjoy the 65" 4K Roku TV, fast wifi (~387mbps), green tea memory foam mattresses, modern kitchen, kid-friendly amenities… and did you see that outdoor space? Solo Stove fire pit, hammock, propane grill, and games. Enjoy the private fenced-in backyard and large driveway!

A comfortable living area features a light grey sofa and two matching armchairs, arranged around a circular coffee table on a textured area rug. A ceiling fan hangs above, and natural light filters through the large window, illuminating black and white framed photographs on the walls.

5.0 out of 5 average rating, 143 reviews

Quaint Highland's Bungalow

Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

4.99 out of 5 average rating, 111 reviews

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

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.

5.0 out of 5 average rating, 159 reviews

The interior of the Airstream showcases a modern layout with a cozy dining area featuring a dark table and beige seating. A spacious bed is visible in the background, complemented by neutral tones and warm lighting. Large windows allow natural light to fill the space.

Camper/RV in Louisville

The GiGi Airstream, Lakeside at Progress Park

This Gigi is a 2022 Airstream Flying Cloud w/ all the bells and whistles. Everything you need is already here. Perfect for groups, families, or midweek getaways. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Popular amenities for Middletown patio rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Superhost

A cozy living area features a light beige sectional sofa adorned with a white pillow and a brown accent pillow. A sleek stainless steel refrigerator stands beside modern kitchen cabinetry. Two framed artworks depicting serene waves are displayed on the wall, enhancing the inviting space.

Apartment in Clarksville

4.83 out of 5 average rating, 127 reviews

Beach Vibes 2 mile to Whiskey Row Bourbon City

4.98 out of 5 average rating, 172 reviews

A comfortable sleeping area features a well-made bed with soft linens and a decorative throw pillow. Two bedside tables with turquoise lamps provide soft lighting. Tall curtains frame the window, allowing natural light to fill the space while offering a glimpse of greenery outside.

Apartment in Louisville

Haus on Speed, charming 2nd floor apartment

Apartment in Central Business District

A living area features a dark leather sofa and a patterned area rug. A coffee table sits at the center, with a teal cup on top. Light fills the space from large glass doors that open to a balcony, and a modern kitchen is visible in the background.

4.96 out of 5 average rating, 205 reviews

Falls City Loft - Free parking!

Apartment in Central Business District

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.

4.92 out of 5 average rating, 139 reviews

Location! Corner downtown condo!

4.99 out of 5 average rating, 135 reviews

A cozy living area features large windows allowing natural light to fill the space. A comfortable gray sofa is complemented by accent chairs. A coffee table sits in front of the seating area, and a modern kitchen island with a sleek countertop is in the foreground.

Apartment in New Albany

Downtown Luxury 1BR Apt near Louisville KY

4.91 out of 5 average rating, 151 reviews

A cozy living area features a blue sectional sofa complemented by decorative pillows. A glass coffee table sits on a patterned area rug. Two white chairs are positioned nearby, with a flat-screen TV mounted on the wall and a sliding glass door opening to a balcony.

Apartment in Clarksville

Ju'Elle Blue Luxury One Bedroom Apartment!

Apartment in East Market District

An inviting entryway showcases an assortment of framed artwork and photographs. A wicker chair is positioned beside a small table with a lamp. The view opens to a warm living area filled with natural light, with soft decor and a glimpse of a dining space in the background.

4.97 out of 5 average rating, 191 reviews

An Unhurried Stay in Butchertown · Steps from NuLu

Apartment in Shepherdsville

A spacious living area features a mix of seating options, including a black leather sofa and a brown couch, centered around a coffee table. Wall art and memorabilia adorn the light-colored walls, and a ceiling fan provides airflow in the bright room.

4.91 out of 5 average rating, 145 reviews

Blast from the Past

House rentals with a patio

4.97 out of 5 average rating, 111 reviews

The exterior of the home features brick siding with white trim and dark blue shutters. Lush green grass surrounds the property, complemented by mature trees. A set of steps leads to the front door, which is framed by small hedges on either side.

Home in La Grange

The Squirrel's Nest - 3 bed/2 bath with hot tub

4.99 out of 5 average rating, 151 reviews

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

Lil Blue-Cheerful, fully renovated & updated home

4.98 out of 5 average rating, 124 reviews

Home in Prospect

LUX Waterside Retreat|Geo Dome+Outdoor Fire Table

The exterior view of the red-themed house is shown, emphasizing the sloped roof and welcoming front porch. A spacious deck features seating options and a grill. Lush greenery surrounds the area, contributing to a peaceful outdoor environment.

4.99 out of 5 average rating, 119 reviews

Colonial Hideout | Perfect for bourbon tours!

4.93 out of 5 average rating, 193 reviews

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

The Caldwell Highlands/Germantown

A large wooden dining table is centered in the room, surrounded by wooden chairs. Two framed vintage world maps hang on the walls, adding an earthy tone to the space. A simple vase with greenery sits atop the table, enhancing the natural decor.

4.98 out of 5 average rating, 210 reviews

"The Brook" - Louisville

4.89 out of 5 average rating, 280 reviews

Home in Jeffersonville

Relaxing house / Hot Tub/ Arcades

4.99 out of 5 average rating, 108 reviews

A serene sunset is captured over rolling hills, where the sun casts warm orange and yellow tones across the sky. Wispy clouds are visible, enhancing the natural beauty of the horizon. The foreground features lush greenery, creating a peaceful ambiance.

Home in Floyds Knobs

Home with Breathtaking View

Condo rentals with a patio

4.96 out of 5 average rating, 271 reviews

A stylish living area features a warm, orange-brown sofa and a black armchair, complemented by a vibrant area rug. Exposed brick walls and modern cabinetry create a cozy yet contemporary vibe. Natural light fills the space, filtered through dark curtains.

Condo in Jeffersonville

The Greatest penthouse in the heart of city

The rooftop patio features a relaxing seating area with wicker furniture, including a couch and a stylish hanging chair. A coffee table sits in the center, complemented by potted greenery. The space is surrounded by a decorative railing and offers an inviting atmosphere for outdoor enjoyment.

4.95 out of 5 average rating, 141 reviews

Downtown Penthouse Loft- Free Parking & Elevator

4.98 out of 5 average rating, 62 reviews

A cozy bedroom is presented, featuring a spacious bed covered with a handmade quilt. Two bedside tables with lamps flank the bed, while natural light enters through window treatments on either side. A ceiling fan adds comfort to the serene space.

Condo in Louisville

Cherokee Park / Highlands Charm

A spacious living area is highlighted by original exposed brick walls and large windows that allow natural light to fill the space. A round wooden dining table is surrounded by six chairs. Comfortable seating is arranged nearby, complemented by modern lighting fixtures.

5.0 out of 5 average rating, 42 reviews

Corner Penthouse at the Historic Levy Building

4.91 out of 5 average rating, 46 reviews

The panoramic view showcases the illuminated Louisville skyline at night, reflecting in the water below. Various colored lights from buildings create a vibrant display against the dark sky, while the bridge structure adds depth to the scene.

Condo in Jeffersonville

BEST View of Louisville

A modern living area showcases a light-colored sofa and matching chairs paired with subtle accent pillows. A low coffee table is centered on a natural fiber rug, while large windows invite natural light. Decorative art and plants enhance the inviting environment.

5.0 out of 5 average rating, 35 reviews

Bitters Suite@The 713, Bourbon Trail!

The open-concept living area features high ceilings with wooden beams and exposed brick walls. A modern kitchen with stainless steel appliances is complemented by a spacious dining table surrounded by orange barstools. A cozy seating area is present, providing a welcoming spot for relaxation.

4.93 out of 5 average rating, 58 reviews

Whirlaway Loft - Heart of Downtown/NuLu