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, 234 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.

Superhost

The front view of the newly renovated house features a white exterior with black trim and a central entrance. A brick porch with inviting planters frames the entryway, while a navy-colored door adds contrast to the facade.

Home in Jeffersonville

4.89 out of 5 average rating, 103 reviews

Little Luxury in Jeffersonville

VisitJeff & Louisville and stay in this newly renovated home! 1 Bed/1 bath. Fenced in patio area & private driveway. Walk to parks, dining & shopping in downtown Jeffersonville. High ceilings, quaint space, modern ammenities! New chef's kitchen, dining table, island seating, queen size bed, comfy couch, LUXURY bathroom w stand alone soaker tub, shower & plenty of vanity space! Perfect for 2 guests (and or a child ) Washer and dryer. We live near by & have another Air B N B across the street!

Apartment in Central Business District

A modern living area features a light gray sofa adorned with decorative pillows and a plaid throw blanket. Two red armchairs complement the space, which is anchored by a dark coffee table. A colorful piece of wall art and large windows allow natural light to fill the room.

4.98 out of 5 average rating, 145 reviews

Downtown Apt – King Bed, Hot Tub, Pool & Parking!

Stay in splendor as you enjoy the endless amenities and stylish touches this apartment has to offer! Enjoy a peaceful night's sleep on a comfortable mattress, and start your day with a complementary cup of coffee. Get a workout in the gym, hang out at the rooftop or walk around downtown. Being in the heart of downtown, the opportunities and activities are endless! To end the night, relax with a glass of wine and watch a movie on Hulu or Disney plus! Don't wait! Book your stay with us today!

5 out of 5 average rating, 119 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

Peppermint Cottage Norton Commons w Breakfast

Step into Peppermint Cottage and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville's excitement, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, and YMCA with pool. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and Friday food truck festivities. Your ideal Louisville adventure awaits at Peppermint Cottage!

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, 206 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!!

4.98 out of 5 average rating, 248 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.

Apartment in Central Business District

The living area features a modern design, anchored by a dark leather sofa adorned with colorful throw pillows. Two elegant armchairs flank a low, wooden coffee table. A large black-and-white artwork adorns the wall above, while natural light filters through large windows, illuminating the warm, earthy tones.

4.94 out of 5 average rating, 121 reviews

4th Street Suites - Serene King Bed Suite

Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, 2 rollaways, a fully stocked kitchen, and a bright living area. Enjoy morning coffee or evening drinks on your private balcony, stroll to nearby restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool. Your launchpad for adventure—or a quiet, stylish escape when it’s time to rest!

4.9 out of 5 average rating, 294 reviews

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 Clifton Heights

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.

4.91 out of 5 average rating, 206 reviews

The home's inviting facade features white clapboard siding and large front windows adorned with classic trim. A welcoming entrance is highlighted by a beautiful door, surrounded by potted flowers and greenery. The well-maintained yard includes a small walkway that leads to the entrance.

Home in Highlands

Cheerful, centrally located 2 bedroom shotgun home

This welcoming home is central to Louisville's most popular and lively neighborhoods, walking distance to many favorite spots. Natural light and unique art fill the home. There is a large deck that overlooks a beautiful cemetery behind the home, and is a perfect place enjoy morning coffee or sunset dinner. A coffee/tea bar is located in the fully equipped kitchen. Charging stations and white noise machines are found in both bedrooms. 2 workstations and a smart TV are also available.

4.94 out of 5 average rating, 235 reviews

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.

Home in Clifton

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.

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, 174 reviews

"The Brook" - Louisville

Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!

5 out of 5 average rating, 141 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

Your stay in the Gigi Airstream at Progress Park will be anything but ordinary. Wake up to stunning views of the water, with the beach sand just outside your door. This 2022 Airstream Flying Cloud has all the bells and whistles and will ensure you are not roughing it while glamping in the city limits! We can't wait to host you! *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Popular amenities for Middletown accommodations with an outdoor patio

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Shepherdsville

A spacious living area features a black leather sectional sofa and a wooden bar with stools. Tile flooring extends throughout the room, which is illuminated by ceiling lights. Walls are decorated with framed artwork, and there are double doors leading to a closet.

4.92 out of 5 average rating, 149 reviews

For the ones who serve

5 out of 5 average rating, 24 reviews

Apartment in Brooks

Cozy Studio in Brooks

4.97 out of 5 average rating, 71 reviews

A spacious great room features a comfortable sectional sofa and two patterned armchairs, arranged around a round glass coffee table. A wall-mounted television and decorative shelves are seen in the background. Natural light enters through multiple windows, illuminating the stylish decor and flooring.

Apartment in Louisville

second floor 1 bedroom + office W/D & easy parking

4.9 out of 5 average rating, 58 reviews

The bedroom features a spacious bed with a decorative headboard, accompanied by a stylish chair and desk. A ceiling fan provides airflow, while plants and soft curtains add a touch of nature and color. The wall behind the bed showcases intricate wallpaper patterns.

Apartment in Louisville

Courtyard View w/ Free Wifi & In Unit Washer/Dryer

4.92 out of 5 average rating, 201 reviews

A modern kitchen area features stainless steel appliances, including a refrigerator and dishwasher, complemented by white cabinetry. A cozy living space is visible with a comfortable sofa and a coffee table, while natural light enters through a sliding glass door leading to a small balcony.

Apartment in Clarksville

Modern stay overlooking downtown

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, 150 reviews

Falls City Loft - Free parking!

Apartment in New Albany Downtown Historic District

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.

4.98 out of 5 average rating, 110 reviews

Downtown Luxury 1BR Apt near Louisville KY

4.98 out of 5 average rating, 144 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

House rentals with an outdoor patio

4.93 out of 5 average rating, 124 reviews

A vibrant bedroom is presented with a spacious bed dressed in a white comforter. A decorative headboard is paired with side tables featuring lamps. The walls are adorned with colorful art, enhancing the room's character, while natural light filters through a window with sheer curtains.

Home in New Albany

Bright, fun, and colorful home

Superhost

A cozy living area features a gray sofa adorned with blue cushions and a decorative throw pillow. A light-colored armchair with a floral pattern complements a round coffee table, while a plant and lamp are positioned on a side table. Natural light enters through the windows.

Home in Camp Taylor

4.81 out of 5 average rating, 151 reviews

Sugar Maple Corner: 5min to KY Expo Center and Zoo

A spacious, single-story residence is showcased, featuring a welcoming porch with seating. The driveway accommodates multiple vehicles and is framed by well-maintained landscaping. The exterior is a mix of brick and siding, with a gently sloping yard and a wooden staircase leading to the entrance.

5 out of 5 average rating, 42 reviews

Entire House in Middletown - Trailers/RVs access

4.99 out of 5 average rating, 128 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

4.9 out of 5 average rating, 119 reviews

The living area features a spacious sectional sofa arranged around a round wooden coffee table. Natural light filters through sheer curtains, illuminating the room. Decorative shelves are mounted on the walls, and a ceiling fan is present for comfort.

Home in Crestwood

12 Guest/Top Area /Families/Park

Superhost

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.

Home in Camp Taylor

4.92 out of 5 average rating, 289 reviews

Camp Taylor Hideaway Close to Audubon Hospital

A modern living area features a soft pink sofa embellished with decorative floral pillows. A glass coffee table is centered on a multi-colored area rug. Light enters from large windows outfitted with sheer curtains, creating a bright and inviting space. Artwork adorns the nearby walls.

4.94 out of 5 average rating, 199 reviews

Highlands Bishop Cottage-Walkable

4.95 out of 5 average rating, 118 reviews

Home in New Albany

The Old McDonald Lane

Condo rentals with a patio

4.92 out of 5 average rating, 59 reviews

The living room features a cozy arrangement with a light-colored sectional sofa and a coffee table on a decorative rug. A flat-screen TV is mounted above a modern fireplace, while built-in shelves display various decorative items. The kitchen is visible in the background.

Condo in Highlands

Perfect Location! Huge Space in Walkable Highlands

Condo in Cherokee Triangle

A modern kitchen is visible, featuring stainless steel appliances and navy blue cabinetry. Natural light floods the space through large windows, illuminating a dining table with seating for four. A cozy living area is adjacent, furnished with a gray sofa and a patterned area rug.

5 out of 5 average rating, 9 reviews

Luxury 1-Bed Oasis In Heart Of Highlands W/ Free P

Condo in Central Business District

5 out of 5 average rating, 22 reviews

Bitters Suite-New on Bourbon Trail! BRAND NEW!

Condo in Cherokee Triangle

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.

4.95 out of 5 average rating, 19 reviews

Cherokee Park / Highlands Charm

Condo in East Market District

A spacious living area features large windows allowing natural light to fill the room. A modern gray sofa is accompanied by two green accent chairs. A stylish coffee table sits in the center on a textured rug. A gallery wall displays a collection of framed black and white photographs.

4.94 out of 5 average rating, 84 reviews

2BR | 2BA - Downtown Apt in NuLu w Private Parking

Condo in Central Business District

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 out of 5 average rating, 31 reviews

Corner Penthouse at the Historic Levy Building

4.8 out of 5 average rating, 5 reviews

A two-story building is shown, featuring a covered porch that wraps around the front. The exterior walls are painted white, contrasted by black trim. A large yard and open fields surround the property, with clear blue skies overhead.

Condo in New Castle

The Bunker