Family-friendly vacation rentals in St Matthews

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.

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.

FamilyKitchenWifi

4.95 out of 5 average rating, 110 reviews

An exterior view of the private apartment building features a welcoming entrance with a covered porch and an attractive staircase leading to the second floor. Surrounding greenery enhances the setting. Designated parking spaces are visible, with wheelchair accessibility indicated.

Apartment in St Matthews

Swanky Fully Equipped St. Matthews Apartment

Swanky East End Private Apartment. Completely renovated in 2018. New Shower, fully equipped kitchen. Huge walk in closest, FlatScreen TV and WIFI all included. Party Deck and Spaceous Living Room are ready for your Visit. King Bed and Queen Sleeper Sofa with spacious living, await up to 4 guests. Great venue for Trinity Football, University of Louisville Sporting events, Churchill Downs, or simply hitting the Bourbon Trail. 10 min. Uber to Whiskey Row and Distillery And/or and Nulu District

KitchenFamilyCheck-in

4.96 out of 5 average rating, 298 reviews

A spacious, walk-in shower is enclosed in glass, showcasing stylish Carrara marble walls and a built-in bench. Multiple shower fixtures, including an overhead showerhead, are visible. A plush gray towel is hung neatly on a glass panel, enhancing the modern and elegant design.

Condo in St Matthews

The Sweet Spot! - Live Like a Local

Live like a local in one of Louisville’s most sought-after neighborhoods, young professionals and families alike. Rich in history and surrounded by wall-to-wall dining, shopping, and entertainment, this vibrant area is known for its charm, energy, and premium appeal. Originally built as a single condo over two decades ago, the owner later acquired the neighboring unit and completely reimagined the entire second level. The result is a thoughtfully crafted space that truly feels like a retreat.

FamilyIndoor spacesShared spaces

A colorful living area is furnished with a patterned sectional sofa and a round glass coffee table. Natural light enters through multiple windows, illuminating the artful wall decor. A kitchenette area with modern appliances is visible in the background, enhancing the space's functionality.

4.95 out of 5 average rating, 330 reviews

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

Indoor spacesFamilyDecor

4.98 out of 5 average rating, 331 reviews

A spacious living area is furnished with dark leather sofas, positioned around a rustic wooden coffee table. Colorful artwork adorns the green walls, while a vibrant patterned rug adds warmth to the floor. Natural light enters through a nearby window, enhancing the inviting space.

Apartment in Louisville

Spacious & Artsy Highlands 3 Bedroom for Up to 6

There is more room than meets the eye in this surprisingly spacious and uniquely designed space! The lower level of our house (technically the basement) is designed to be an apartment, offering 1400 sq. ft. of relaxing and spacious fun. This is a great space and value for up to six people. The space is closed off from the rest of the house with total privacy. We’re located in a quiet neighborhood in the Highlands and conveniently located to a diverse set of restaurants, highways and grocery.

FamilyIndoor spacesWifi

A modern kitchen space features white cabinetry and open shelving, displaying neatly arranged dishes and plants. A breakfast bar with four metal stools offers a casual dining area, complemented by a window that allows natural light to brighten the room.

4.97 out of 5 average rating, 263 reviews

502 House @ Progress Park w/ Game Room

Skip the packing & extra costs - everything you need is already here. Perfect for groups, families, or midweek getaways. The 502 house combines comfort, convenience, & a one of a kind outdoor experience. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Show up, settle in, and start relaxing. 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.

FamilyIndoor spacesCheck-in

A cozy living area features a stone fireplace with a wooden mantel, complemented by a modern television mounted above. An acoustic guitar is positioned next to a comfortable armchair, with light streaming through sheer curtains over large windows, illuminating the space.

4.98 out of 5 average rating, 136 reviews

3 bedroom Crescent Hill cottage

Located on a wide, tree-lined avenue, this comfortable, stylish, and well-appointed Dutch Colonial is only a few minutes drive from Louisville's most popular entertainment districts, restaurants, and boutique shops along Frankfort Ave, Bardstown Rd, NULU and Downtown. Guests will enjoy the surroundings of one of Louisville's most desirable neighborhoods with Whitehall and Boyce College within walking distance and Garden Court, as well as historic Cherokee Park just a short drive away!

Indoor spacesFamilyNearby

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.

4.9 out of 5 average rating, 178 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!

KitchenIndoor spacesAccuracy

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.

4.92 out of 5 average rating, 298 reviews

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.

KitchenFamilyLayout

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, 211 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!

FamilyIndoor spacesQuiet

A spacious living area features a comfortable sofa adorned with orange pillows, positioned on a patterned area rug. The open layout allows visibility into the kitchen, which includes wood cabinetry and dining space. A ceiling fan and light fixtures enhance the room's functionality.

4.92 out of 5 average rating, 220 reviews

St. Matthews Gem *Pinball *Private Parking

Welcome to your home away from home! This charming 2-bedroom house is located on our property but offers private access and private fenced area. The house features a pinball machine, board games, a Nintendo Switch, and an Xbox—perfect for relaxing after a day of exploring Louisville. Tucked away on a quiet dead-end street, this home offers private driveway parking and convenient highway access.

FamilyIndoor spacesAmenities

4.97 out of 5 average rating, 154 reviews

A comfortable living area is furnished with a light grey sofa and a matching armchair. A round wooden coffee table is positioned in the center, adorned with a decorative tray. Natural light enters through two large windows, framed by soft curtains.

Apartment in St Matthews

cozy two bedroom apartment

Welcome to this charming 2-bedroom, 2-bathroom second-floor apartment in the quiet St. Matthews neighborhood. Featuring beautiful hardwood floors throughout and large windows that fill the space with natural light, this home offers comfort and convenience. Enjoy being just 10–15 minutes from Frankfort Avenue, downtown Louisville, and a variety of shopping, dining, and entertainment options.

Indoor spacesFamilyQuiet

Popular amenities for St Matthews family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A covered outdoor space features a hot tub and comfortable seating arrangements. Styled with a patterned rug, the area is enhanced by string lights overhead. A secure wooden fence surrounds the backyard, ensuring privacy and safety for guests.

4.88 out of 5 average rating, 181 reviews

Best of the Ville’s Modernised

FamilyKitchenComfort

A backyard is displayed, featuring a hot tub and a gas fire pit surrounded by four outdoor chairs. Patio heaters provide warmth, and the space is framed by a fence. The modern home is visible in the background, illuminated by evening light.

4.95 out of 5 average rating, 313 reviews

Hot Tub | Fenced-in Yard | King Bed | Walk to Nulu

FamilyIndoor spacesAccuracy

A relaxing outdoor seating area features a framed gas fire pit at the center, surrounded by plush seating. Scenic water views are complemented by string lights and the warm hues of sunset, creating a tranquil atmosphere for evening gatherings.

4.97 out of 5 average rating, 145 reviews

Luxe Waterfront w/Cinema Hot Tub Sauna Pet Views

Indoor spacesFamilyValue

4.99 out of 5 average rating, 244 reviews

Butchertown & NuLu's Shantyboathouse

KitchenFamilyGetting around

A spacious living area features a navy blue couch adorned with patterned pillows, accompanied by an ottoman. Light wood flooring flows throughout, leading to an open kitchen with stainless steel appliances and light-colored cabinetry. The area is brightened by recessed lighting and wall art.

4.93 out of 5 average rating, 241 reviews

Awesome Louisville/Nulu Getaway!

FamilyKitchenPets

4.99 out of 5 average rating, 123 reviews

Bourbon Lounge in NULU>Hot Tub>King Beds>Fire Pit!

Indoor spacesKitchenCheckout

Apartment in Central Business District

A comfortable living room features a dark leather sofa with accent pillows, a coffee table positioned at its center, and a medium-sized television mounted on the wall. Natural light filters in through large windows covered by patterned curtains, while a door leads to a small balcony.

4th Street Suites - Comfortable King Bed Suite

Indoor spacesKitchenLayout

4.92 out of 5 average rating, 205 reviews

The exterior of the home features a light blue facade with decorative circular elements. A wide stone pathway leads to the entrance, bordered by neatly manicured shrubs and flower pots. The porch provides an inviting space for relaxation amidst greenery.

4.97 out of 5 average rating, 139 reviews

Highlander House: Louisville's Bourbon Trail Home!

KitchenIndoor spacesLong stay

Family- and pet-friendly home rentals

A spacious living area features a comfortable gray sectional sofa, accented by decorative pillows. A round coffee table sits at the center on a striped rug. Tall windows allow natural light to fill the room, while a brick fireplace adds warmth, complemented by wall decor.

4.95 out of 5 average rating, 102 reviews

Spacious 4 BD Home | 5 min to Airport • 6 min Expo

Indoor spacesKitchenCheck-in

4.83 out of 5 average rating, 103 reviews

The Washington - Nulu/Butchertown- Lynn Stadium

FamilyIndoor spacesCleanliness

A cozy efficiency room features a spacious bed covered in patterned bedding and a comfortable couch. A mirror and decorative artwork adorn the walls, with bedside tables and soft lighting from lamps. The en-suite bathroom is partially visible in the background.

4.96 out of 5 average rating, 185 reviews

One Room Apartment with Private Off Street Parking

FamilyKitchenBackyard

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, 147 reviews

Quaint Highland's Bungalow

FamilyKitchenLocation

A fenced backyard features a gravel seating area with four white Adirondack chairs arranged around a central fire pit. Lush greenery lines the perimeter, and a spacious lawn stretches toward the back, providing an inviting outdoor space for relaxation.

4.84 out of 5 average rating, 141 reviews

Walk to Clifton: Pet-Friendly Home, Fenced Yard

KitchenIndoor spacesParking

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, 348 reviews

Quiet Neighborhood Home With Outstanding Location

FamilyIndoor spacesGetting around

The exterior of the home features a front porch with steps leading to the entrance. A small table and chairs are positioned on the porch, surrounded by greenery. The yard is open with a gravel driveway and additional foliage visible along the perimeter.

4.96 out of 5 average rating, 348 reviews

Thompson Hideaway

KitchenFamilyComfort

A cozy seating area features a daybed with colorful cushions and a contrasting metal chair. A gas fireplace is positioned beside a television, which is mounted above a decorative stone surround. Vintage decor elements, including signs and lamps, enhance the inviting space.

4.95 out of 5 average rating, 361 reviews

Highlands Lower Level Studio Guest Suite

Indoor spacesFamilyBackyard

Family-friendly home rentals with a pool

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.

4.95 out of 5 average rating, 114 reviews

Cozy Neighborhood Home - 10 min to Louisville!

FamilyKitchenAccess

A heated saltwater swimming pool is surrounded by a concrete patio and lush greenery. The area features a spacious cabana with seating, a chaise lounge, and colorful pool floats. Nearby, a small garden and manicured lawn enhance the outdoor setting.

4.96 out of 5 average rating, 407 reviews

Cherokee Park Oasis with Pool and Hot Tub

Indoor spacesFamilyBreakfast

Guest suite in Jeffersonville

Come explore Jeffersonville & Louisville

KitchenFamilyLaundry

4.94 out of 5 average rating, 191 reviews

Apartment in Central Business District

A cozy living area is featured with a large light-colored sofa adorned with various decorative cushions. Two lamps sit on either side of a wooden coffee table, which displays a decorative "hello" sign. Three wall art pieces showcasing plant designs are displayed above the sofa.

Downtown | Walk to Restaurants, Free Parking

FamilyIndoor spacesSolo travel

4.96 out of 5 average rating, 158 reviews

4.99 out of 5 average rating, 70 reviews

A colorful living area features a striking red ceiling and vibrant wall art depicting a circus theme. Seating includes a gray sofa, a round dining table, and unique patterned chairs. Large windows allow natural light to fill the space, enhancing the playful decor.

Home in Prospect

CIRCO LOCO - uNCommon Stay

FamilyIndoor spacesLaundry

A split-level home is displayed, featuring a combination of brick and siding. A well-maintained garden with vibrant flowers lines the front. A mature tree provides shade, and the house is accented with dark shutters beside the windows. A welcoming sign is visible in the yard.

4.94 out of 5 average rating, 36 reviews

The Getaway!

FamilyIndoor spacesCheck-in

4.75 out of 5 average rating, 4 reviews

DERBY! The Ville Getaway! Centrally Located

BackyardHospitalityPool