Holiday houses in St Matthews

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Quick stats about holiday rentals in St Matthews

  • Total holiday rentals

    Explore 190 holiday rentals in St Matthews

  • Nightly prices starting at

    St Matthews holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,370 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    180 of St Matthews holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across St Matthews rentals

  • 4.9 Average rating

    St Matthews stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in St Matthews

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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

ValueFamilyComfort

4.96 out of 5 average rating, 113 reviews
Top Guest favourite
A two-story brick duplex is seen with white window trim and dark shutters. Lush green grass surrounds the property, complemented by neatly arranged rocks and low shrubs. The front door is accessible via a short set of steps, highlighted by sunlight filtering through nearby trees.
Condo in Louisville

Hidden GEM, newly furnished in a safe, great area

Our “unit” is a great place to stay. Absolutely wonderful neighborhood with beautiful historic setting, cozy, safe and quiet. Short walking distance to many restaurants, shops, coffee houses. Majestic trees line properties and homes. Downtown & NULU 4 miles. Churchill Downs 10 miles, University of Louisville is 13 miles away. Golf & swim center .25 miles this. property is duplex. Very separate accommodations! Private! If you have baby we have supplies, portable crib changing pad upon request!

ValueFamilyBiking

4.96 out of 5 average rating, 168 reviews
Guest favourite
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.
Home in Louisville

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

Your Louisville home base! Nestled in the highly desirable Upper Highlands this stylish retreat offers convenience, comfort, and charm for families, business travelers, events, and weekend explorers.Whether you're here for the Kentucky Expo, flight at SDF, downtown adventure, or a fam getaway Prime Location: 5 minutes from Louisville Muhammad Ali International Airport Around 6 min to the Kentucky Exposition Center & Freedom Hall Easy drive to downtown’s Bourbon District, Yum! Center, and more

LocationValueDecor

4.95 out of 5 average rating, 103 reviews
Top Guest favourite
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.

FamilyLocationAmenities

4.96 out of 5 average rating, 300 reviews
Top Guest favourite
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.
Guest suite in Louisville

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.

LocationValueAmenities

4.95 out of 5 average rating, 333 reviews
Top Guest favourite
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.

ValueFamilyQuiet

4.98 out of 5 average rating, 333 reviews
Top Guest favourite
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.
Home in Louisville

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!

LocationValueCheckout

4.98 out of 5 average rating, 139 reviews
Guest favourite
Apartment in Louisville

Exclusive one-story retreat close to attractions!

Discover this inviting apartment located in the heart of Louisville. Perfect for families or small groups, this thoughtfully equipped home comfortably sleeps up to 6 guests with two queen beds and a sofa bed. Enjoy the convenience of a fully equipped kitchen, flat-screen TVs, and reliable high-speed WiFi. With comfortable living spaces, dedicated parking, and proximity to local attractions, this charming retreat offers an ideal blend of comfort and convenience for your next stay.

ValueFamilyNearby

4.93 out of 5 average rating, 126 reviews
Top Guest favourite
A fenced backyard features a circular stone fire pit surrounded by four Adirondack chairs. A hammock hangs invitingly between two trees, with string lights softly illuminating the area. The lush grass complements the warm ambiance created as the sun sets in the background.
Home in Louisville

Lumos Stays: 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 (~317mbps), 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!

LocationFamilyDecor

4.95 out of 5 average rating, 193 reviews
Guest favourite
Home in Louisville

Derby Favorite! Spacious 4BR Near Churchill Downs

Welcome to your cozy retreat in Louisville’s family-friendly St. Matthews neighborhood. Perfect for families, professionals, or long-term guests, this 3-bedroom home features two king beds, one queen, a full kitchen, laundry, and high-speed Wi-Fi. Relax in the spacious living areas or unwind on the backyard deck with a fire pit and patio seating. Minutes to Churchill Downs, perfect stay to celebrate the Derby Festivities! Book and secure your stay now!!

LocationFamilyHeating

4.85 out of 5 average rating, 101 reviews
Top Guest favourite
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.
Home in Louisville

"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!

FamilyLocationCondition

4.98 out of 5 average rating, 215 reviews
Guest favourite
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.
Home in Louisville

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.

ValueFamilyCheck-in

4.92 out of 5 average rating, 228 reviews

Popular amenities for St Matthews holiday rentals

When is the best time to visit St Matthews?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$184 AUD$200 AUD$216 AUD$325 AUD$375 AUD$197 AUD$254 AUD$191 AUD$293 AUD$204 AUD$216 AUD$246 AUD
Avg. temp2°C4°C9°C15°C20°C25°C27°C26°C22°C16°C9°C4°C

Frequently Asked Questions

  • What are the best places to stay in Saint Matthews?

    Saint Matthews has residential neighborhoods with tree-lined streets, making them popular for vacation rentals that suit families, solo travelers, or groups. Many stays are near local parks, shopping areas, and dining, contributing to a comfortable and convenient visit.

  • What are the best things to do in Saint Matthews with kids?

    Families often explore neighborhood playgrounds, visit local parks, or participate in community events geared toward children. Some public libraries and recreation centers in Saint Matthews host engaging programs and activities for young visitors.

  • What are some of the best things to do in Saint Matthews?

    Explore locally owned shops, stroll through neighborhood parks, or visit community galleries. Saint Matthews frequently suggests its vibrant dining scene and seasonal events for a taste of the area’s local character.

  • How is the weather in Saint Matthews?

    Saint Matthews has cold winters around 28–44°F (-2–6°C), and warm, humid summers with highs near 89°F (32°C). Spring and fall are often mild, making outdoor activities popular throughout much of the year.

  • When is the best time to visit Saint Matthews?

    Late spring through early fall is often recommended for visiting Saint Matthews, with mild weather and abundant community events. This season brings lively outdoor markets, festivals, and comfortable conditions for exploring the city.

  • What are the best places to visit in Saint Matthews?

    Many visitors enjoy the parks, botanical gardens, and public art found around Saint Matthews. Shopping centers and independent boutiques are also frequently suggested for those looking to discover local finds.

  • What are some hiking trails in Saint Matthews?

    Saint Matthews has park trails suitable for walking, jogging, or family outings, often surrounded by mature trees and open spaces. For more challenging paths or nature hikes, consider nearby regional parks and nature reserves.

  • What are some family activities we can do in Saint Matthews?

    Families enjoy playgrounds, picnic spots, and interactive library programs across Saint Matthews. Weekly farmers markets, free concerts, or community art events give all ages a chance to experience local culture.

  • What are some of the best day trip ideas from Saint Matthews?

    Consider exploring Louisville’s cultural districts, regional parks, or historic sites located around Saint Matthews. Scenic byways and nearby nature reserves invite guests to experience Kentucky’s landscapes and local traditions.

  • Are there any pet friendly accommodations available in Saint Matthews?

    Many vacation rentals in Saint Matthews are pet friendly and welcome travelers with dogs or other companions. Several area parks provide outdoor spaces where pets and their people can enjoy time together.

  • What are some local tips for visiting Saint Matthews?

    Many recommend exploring on foot to enjoy tree-lined neighborhoods and stopping by weekly markets for local goods. Early mornings can be peaceful in area parks, and seasonal festivals provide a glimpse of the city’s community spirit.

  • What is Saint Matthews known for?

    Saint Matthews is known for its lively shopping districts, welcoming neighborhoods, and community parks. The area has a strong sense of local character, with farmers markets and eateries that highlight regional flavors.

  • What are the best hidden gems to explore in Saint Matthews?

    Discover independent coffee shops, tucked-away art spaces, or quiet garden corners that locals enjoy. Neighborhood walking tours and specialty food stores can give a deeper sense of the area’s everyday rhythm.

  • What are the best foods to try in Saint Matthews?

    Locally, Southern favorites like barbecue, fried chicken, and comfort food sides are frequently suggested, along with regional pies and handmade ice cream. Many restaurants feature farm-to-table menus and seasonal Kentucky ingredients.

  • What should I bring for a trip to Saint Matthews?

    Pack layers, as temperatures change notably with the seasons. Bring comfortable shoes for exploring, a rain jacket for spring showers, and sun protection during warmer months in Saint Matthews.

  • What is the nightlife in Saint Matthews like?

    Saint Matthews has a social nightlife scene with inviting pubs, neighborhood bars, and casual live music venues. Dining spots often feature locally sourced menus, and some venues host trivia nights or themed gatherings.

  • What are the most popular events or festivals in Saint Matthews?

    Saint Matthews hosts community festivals, farmers markets, and seasonal celebrations, especially in spring and summer. Events often feature local vendors, music, and activities for all ages, creating a lively town atmosphere.

  • Are there family friendly vacation rentals in Saint Matthews?

    Saint Matthews has a range of vacation rentals suitable for families, including homes with multiple bedrooms, kitchens, and access to parks. Many properties are located on quiet streets near playgrounds or local attractions.