
Apartment vacation rentals in St Matthews
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Top-rated apartment rentals in St Matthews
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Chic, Luxurious Carriage House in Ideal Location
Selected by Architectural Digest as best Airbnb in Kentucky. Sink into the rounded, studded armchair under exposed wooden beams at a characterful retreat with minimal, modern style. This historic space contrasts deluxe touches including the 6-foot soaking tub with sash windows and a sliding barn door. This fully furnished apartment is perfect for a getaway weekend or for short to medium rental as an executive apartment. The historic property has been lovingly renovated as a luxurious apartment with high-end finishes while maintaining the historic character of its past as a carriage house. You enter the apartment through a hallway that houses a dedicated washer and dryer. Upstairs features a large living/working space, a beautiful kitchen with brand new-high end appliances, and a 50" 4K smart TV. The sliding barn door separates the bedroom, where you will also find a large walk-in closet, a marble bathroom with a 6 foot soaking tub, and a brand new queen sized Tuft and Needle mattress. We will meet our guests and orient them to the house and neighborhood, or provide self check-in depending on preference. For the remainder of your stay, we will be close by for any additional needs. Cherokee Triangle is one of the most historic neighborhoods in Louisville, built in the late 19th century and part of the larger Highlands area. The tree-lined streets are a short walk from the restaurants, bars, and boutiques on Bardstown Road. You do not need a car around here - everything is a short walk away. Parks, restaurants, shops, grocery stores are all within 5 minutes on foot. Downtown or Churchill Downs are is a 5-10 minute drive away. Street parking is available.

Apartment on Frankfort Ave: Walkout Basement
This walkout basement apartment is just 3 doors down from all that Frankfort Avenue has to offer: food, drinks, entertainment, shopping, and much more! Apartment offers a full kitchen, full bathroom, living room with Roku TV and dining nook. Enjoy coffee on the patio overlooking a large yard. Full kitchen: gas stove, refrigerator/freezer, double sink, microwave, toaster, Keurig coffee maker, electric water kettle. Full bath: full shower/bath and hair dryer Proud to be LGBTQ+ friendly hosts!

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

Stylish groovy condo minutes from Churchill Downs
Welcome to Groovy Louis, a funky and eclectic condo in Louisville’s vibrant NuLu district. Sleeping up to 4 guests, this stylish retreat is just a short walk from Whiskey Row, the Louisville Slugger Museum, UofL, and a quick ride to Churchill Downs. Explore art galleries, antique shops, specialty stores, and one of the city’s top culinary scenes right outside your door. With modern amenities and unique charm, Groovy Louis offers the perfect blend of comfort, culture, and convenience. Book now!

Downtown Luxury 1BR Apt near Louisville KY
Stylish 1BR apartment in the heart of Downtown New Albany Indiana. This apartment is centrally located to great shops and fantastic dining in downtown New Albany all within walking distance, 10 minutes to Downtown Louisville and the KFC Yum Center, and a short drive to Caesar's Casino. The space features a Queen Bed and Luxury pull out sofa to sleep 4, a well appointed kitchen and plenty of soft towels, 70" Flat Screen TV. Check availability of APT 1 for bigger parties looking to stay close.

Highlands Happy Place, Downtown, EXPO, highlands
Look no further, you have found Your HAPPY PLACE! Welcome to the Cherokee Triangle, the safest & most walkable neighborhood close to downtown Louisville! This charming apt. home is the entire 2nd floor of this adorable cottage style Highland's home. 3 bedrooms and 2 baths - this home contains 4 beds, 1 King, 1 Queen, 1 full and 1 twin bed (plus 1 twin roll away bed). Great for business travelers, or 4 or 5 friends/family members that all need their own bed! You have found your HAPPY PLACE!

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.

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.

1920 Craftsman Charm • Prime Highlands Location
Step into the warmth and character of this beautifully restored 1920s bungalow in Louisville’s beloved Historic Highlands. Thoughtfully updated for modern comfort while preserving its vintage charm, this space offers the perfect mix of history and hospitality. You’ll be just steps from the city’s best local restaurants, cafés, and boutiques. Downtown Louisville and NuLu are just minutes away. 5 ml to Churchill Downs Make this gem your home base for experiencing the best of Louisville

Seneca View
700 ft² (70m²) of Open, light & airy space with modern amenities. Plz, NO smoking, toking , vaping, or any drug/cigarette use in/on property-- $300 fine. Convenient location in a quiet, sought-after neighborhood, yet within a few minutes of a bustling, busy Bardstown Road with many places to eat, shop and browse. Easy access from all major interstates: I-71, I-65 and I-64. Come stay for a week, on business (work desk is set up), or use for a fun, getaway weekend.

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.

The Point at Story and Frankfort Avenue
The Point is a spacious and completely renovated one bedroom (king) apartment. You will absolutely love the huge sectional couch while watching your favorite shows on the 65" smart TV. Unit very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.
Popular amenities for St Matthews apartment rentals
Weekly apartment rentals

Highlands Haven I

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Flawlezz Stays

2 bedroom getaway w/class privacy and personality!
Private apartment rentals

Stylish Loft in Vibrant Neighborhood

Bright Choice /Near Downtown /Long term Stay unit

2 Bd/2Ba w/Priv Parking. Book for MATS, Derby 2026

Buddha's Bungalow above the Highlands

King Bed Suite with Free Wi-fi & Coffee near NULU

Amazing location condo on Main st !

Studio Apt Near Downtown Louisville

Brick Alley Haus - 3 mile Derby
Apartment rentals with a hot tub

4th Street Suites - Luxury King Bed Suite

4th Street Suites - Comfortable King Bed Suite

ꕥTriple CrownꕥSlp 6, HOT TUB, POOL, King Bds,&Fire

Cozy 3-Bedroom Apartment in Historic Louisville KY

4th Street Suites - Ali King Bed Suite

4th Street Suites - Deluxe King Bed Suite

Stylish DT Apt • King Bed, Gym, Pool + Hot Tub

4th Street Suites - Opulent King Bed Suite
Quick stats about apartment rentals in St Matthews

Total vacation rentals
Explore 10 vacation rentals in St Matthews

Nightly prices starting at
St Matthews vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Wi-Fi availability
10 of St Matthews vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St Matthews rentals

4.9 Average rating
St Matthews stays are highly rated by guests—averaging 4.9 out of 5!
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- Buffalo Trace Distillery
- Kentucky Derby Museum
- Kentucky Exposition Center
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- Louisville Slugger Museum & Factory
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- James B Beam Distilling
- Evan Williams Bourbon Experience
- University of Louisville
- L&N Federal Credit Union Stadium
- Four Roses Distillery Llc
- Kentucky International Convention Center
- Castle & Key Distillery
- Jefferson Memorial Forest
- Marengo Cave National Landmark
- Abraham Lincoln Birthplace National Historical Park




