
House vacation rentals in St Matthews
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Top-rated house rentals in St Matthews
Guests agree: these houses are highly rated for location, cleanliness, and more.

Walking Bridge, Putt Putt House
NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

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

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 River's Edge Oasis, close to downtown
Welcome to your oasis on the water! Relax and unwind at the River's Edge. This home is about as close as you can get to paradise in Louisville Ky (also known as River City)! Perfect getaway for a romantic weekend or the best place to relax after a long day of work! Voted #1 Vacation rental in KY by Dreamy Stays!! This unique home is designer decorated and updated with all the amenities! An 8 minute drive to downtown Louisville, the oasis offers the best of both worlds. Book today!

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!

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.

Private EAST END gem, minutes to everything!
Cozy, East End cottage just minutes from Top Golf, shopping malls, restaurants, entertainment, and other amenities. Easy access to the expressway. Home is well appointed with granite countertops, stainless appliances, hardwood floors, and more. A seasonal creek across from the house can be heard giving the impression of a cabin in the woods with privacy and seclusion, with the convenience of city living at your fingertips. There is also a beautiful park steps away from the house.

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!

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.

HOUSE ON HERRICK
Fully renovated home in the heart of Historic Middletown. Hardwood and tile floors throughout. Queen size memory foam mattresses in both bedrooms and a full-size blowup mattress can be used in the living room if needed. 3 blocks from Main Street where you will find restaurants, shopping, and antiques! 15 minutes from Churchill Downs! Less than 1 mile to Interstate 64 with a quick Uber ride to downtown, Crescent Hill, and the Highlands.

Whiskey Business
Renovated, Derby/bourbon themed rustic farmhouse. Fabulous location, just steps away from 6 night clubs and over 40 restaurants. It's rated for 16 guests and has 6 bedrooms with 9 beds and 4 pull out couches (and 4 baths). In the finished lower level there is foosball, e-pinball, a multigame and a home theatre where the kids can fall asleep to a movie. FYI there is a no cancellation policy for Derby, LTL & Bourbon & Beyond concerts.

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.
Popular amenities for St Matthews house rentals
House rentals with a pool

Louisville KY Home w/Hot Tub & Pool

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

The Getaway!

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

The Boathouse: A Peaceful Paradise

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

CIRCO LOCO - uNCommon Stay

Relaxing River Retreat with Private Pool
Weekly house rentals

"The Brook" - Louisville

Colonel Lou Lou's

Convenient & Cozy! Close to everything Louisville!

The Lakehouse at Progress Park in Derby City

Derby City Bourbon Bungalow - by Germantown & UofL

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking

The Curated Chateau—short drive to Louisville

Crescent Hill near downtown
Private house rentals

Groovy Hidden Gem w/Park 2 min Walk

Derby Favorite! Spacious 4BR Near Churchill Downs

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck

Louisville Getaway

Relaxing stay near Louisville's top attractions!

Historic Gaffney House, Exclusive River Estate

Newly Updated: Spacious Suite/Private Entry

Charming Bungalow on 1.5 Acres in Amazing Location
When is the best time to visit St Matthews?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,100 GYD | G$42,263 GYD | G$43,100 GYD | G$52,933 GYD | G$73,019 GYD | G$47,703 GYD | G$47,703 GYD | G$40,798 GYD | G$56,909 GYD | G$43,518 GYD | G$45,192 GYD | G$51,260 GYD |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 9°C | 4°C |
Quick stats about house rentals in St Matthews

Total vacation rentals
Explore 150 vacation rentals in St Matthews

Nightly prices starting at
St Matthews vacation rentals start at G$6,277 GYD per night before taxes and fees

Verified guest reviews
Over 3,870 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
140 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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- Rentals with a fire pit St Matthews
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- Kentucky Exposition Center
- Buffalo Trace Distillery
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- Kentucky International Convention Center
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- University of Louisville
- Waterfront Park
- Muhammad Ali Center
- Jefferson Memorial Forest
- Angel's Envy Distillery
- Big Four Bridge
- Against The Grain Brewery & Smokehouse
- Bernheim Arboretum and Research Forest
- James B Beam Distilling
- Castle & Key Distillery
- Kentucky Science Center
- Frazier History Museum
- Marengo Cave National Landmark
- Four Roses Distillery Llc
- Cherokee Park





