Holiday rentals with a patio in St Matthews

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, 253 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.

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, 225 reviews

Highlands Bishop Cottage-Walkable

Walkable Highlands Cottage in the Irish Hills neighborhood. Newly renovated with charm! Close to NULU (.5 mi), Butchertown (.6 mi), downtown (1 mi). Just 4 mi to the Yum Center, 5 mi to the Expo Center, 5.2 mi to Churchhill Downs, and 5.7 mi to the airport. Walkable to breweries, restaurants, parks and Cave hill Cemetery. You can even view the bridge over Ohio River from the end of the street. 1 on property small parking spot off alleyway with additional street parking on side streets

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!

If this loft is booked, please check out my other listings... https://www.airbnb.com/h/derby-city-loft https://www.airbnb.com/h/river-city-loft https://www.airbnb.com/h/bourbon-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! You'll be 4 blocks from the YUM! Center, 2 blocks from the Convention Center, and 10 minutes from Churchill Downs! Free parking in a secured parking garage.

4.98 out of 5 average rating, 310 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.

4.99 out of 5 average rating, 152 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

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!

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.

4.98 out of 5 average rating, 173 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

Welcome to the Haus on Speed! Please note that if you have mobility issues, the apartment is on the 2nd floor and you will need to be able to climb about 20 carpeted steps. There are also 6 exterior steps when walking up from the sidewalk. Walk to anything from our charming 100+ year old Highlands home in one of Louisville's more vibrant & loved neighborhoods! This home is thoughtfully furnished to include all the comforts you could need during your stay.

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.

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, 140 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!

4.93 out of 5 average rating, 132 reviews

A spacious living area is equipped with a comfortable sectional sofa and accent chairs arranged around a decorative area rug. A flat-screen TV is mounted above a cozy fireplace, with natural light streaming through large windows. A small nook offers a seating space for relaxation.

Apartment in Louisville

Cozy Bardstown Rd Apt | W/D, Fast WiFi, Parking

Whether you're sampling local cuisine, discovering unique boutiques, or simply soaking in the vibrant atmosphere, this delightful retreat allows you to immerse yourself in Louisville's Highlands neighborhood. This inviting 1 BR 1 BA 1st-floor unit is ideally positioned on Bardstown Rd for easy access to all. Need extra space? There is a queen pullout couch in the living room and a couple air mattresses. Looking for bourbon tours? We have connections!

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

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.

Campervan/RV in Louisville

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.

5.0 out of 5 average rating, 161 reviews

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 St Matthews Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.99 out of 5 average rating, 112 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

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

4.91 out of 5 average rating, 152 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!

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

4.84 out of 5 average rating, 129 reviews

Beach Vibes 2 mile to Whiskey Row Bourbon City

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

A spacious living area features a comfortable blue sofa and white accent chair, positioned over a soft area rug. Stainless steel appliances coordinate with modern cabinetry in the kitchen space. A dining table is visible in the background, and a brick wall adds character to the room.

4.87 out of 5 average rating, 151 reviews

Whiskey Row | 1 Min to Yum | 1 Bed | 1BR | 4 Sleep

A modern studio apartment features a cozy king bed with vibrant red and black bedding. A stylish sofa adorned with decorative pillows is positioned in front of the bed. A fully equipped kitchenette is visible in the background, along with warm overhead lighting that enhances the inviting atmosphere.

4.92 out of 5 average rating, 339 reviews

4th Street Suites - Ali King Bed Suite

4.92 out of 5 average rating, 123 reviews

A spacious and uniquely decorated studio features hardwood floors and warm yellow walls. A cozy bed is positioned against a wall adorned with artwork, while a vintage wardrobe and eclectic furniture pieces add character to the space. Natural light filters in from a nearby window.

Apartment in Louisville

Heart of the Highlands- Derby Weekend available.

Holiday House Rentals with a Verandah

4.99 out of 5 average rating, 109 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

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

4.91 out of 5 average rating, 197 reviews

The living area features a comfortable sofa adorned with decorative cushions, set against a backdrop of large windows with colorful stained glass accents. A contemporary television is mounted on the wall, while a rustic coffee table sits atop an ornate area rug, accompanied by a cozy armchair.

Home in Highlands

Historic Hideaway w/Free Parking

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

4.91 out of 5 average rating, 136 reviews

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

Little Luxury in Jeffersonville

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, 173 reviews

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

4.95 out of 5 average rating, 112 reviews

A comfortable living area is furnished with a leather recliner and a wooden coffee table. A television is mounted on the wall opposite the open kitchen, where light cabinetry and seating at the counter are visible. Natural light enters the room, creating a warm ambiance.

Home in Jeffersonville

Cozy Neighborhood Home - 10 min to Louisville!

4.99 out of 5 average rating, 131 reviews

A light-filled living area features a tufted beige sofa with blue patterned throw pillows. A dark coffee table holds decorative items, while a patterned area rug adds warmth. Natural light streams through two windows, illuminating the inviting space.

Home in New Albany

Lovely home minutes from Louisville

Holiday condos with a patio

Condo in Central Business District

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

Superhost

A living area showcases a combination of modern and rustic elements. A leather sofa faces a brick wall with a decorative sign. A vibrant area rug adds color, while a blue armchair and a wooden coffee table provide seating and surface space. A breakfast bar is visible in the background.

Condo in Louisville

4.8 out of 5 average rating, 121 reviews

Nulu/Butchertown 2 BR, along urban bourbon trail

4.98 out of 5 average rating, 64 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

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.

5.0 out of 5 average rating, 44 reviews

Corner Penthouse at the Historic Levy Building

4.88 out of 5 average rating, 69 reviews

The living room features a light-colored sofa and armchair, complemented by wooden side tables. A large wall-mounted TV and a ceiling fan are visible, along with a plush area rug. Natural light comes from the door leading to an outdoor space.

Condo in Crestwood

Luxury Apartment/Near Louisville/EV Charger

Condo in Central Business District

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!

4.92 out of 5 average rating, 48 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