
House holiday rentals in St Matthews
Find and book unique houses on Airbnb
Quick stats about house rentals in St Matthews

Total holiday rentals
Explore 140 holiday rentals in St Matthews

Nightly prices starting at
St Matthews holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 3,340 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
130 of St Matthews holiday rentals include wifi 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!
Top-rated house rentals in St Matthews
Guests agree: these houses are highly rated for location, cleanliness and more.

Cozy cottage, pets, private, convenient, parking
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.
ValueLocationOutdoor spaces

Kentucky Hug: A Modern Shotgun for Bourbon Elites
A “Kentucky Hug” is the warm feeling one gets after sipping whiskey. Get that feeling at this renovated shotgun home in centrally and conveniently-located Irish Hill! One block away from Baxter Ave-- the original Highlands! One mile to a few urban bourbon distilleries. A quick Lyft to NULU, Butchertown, Clifton, the convention center, and KFC Yum Center. Easy access to I-64, I-65, and I-71. Walking distance to Headliners Music Hall, Gravely Brewing, and other great eats. Permit No: STR926031
FamilyLocationCondition

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.
FamilyLocationLayout

The Shotgun Rye! Your Bourbon home near Downtown
Shotgun Rye is ready to host your stay in Louisville! Located close to everything cool in Germantown and Highlands area! People visit for Bourbon Tours, Ky Derby, Conventions, Expo Ctr, UL graduations and sporting events, live music and so much more! Completely remodeled with all the modern conveniences & a comfortable, casual touch. But with so much to see and do in Louisville you’ll load up your itinerary with unforgettable experiences. Great location walk to bars, restaurants and shopping!
ValueFamilyKitchen

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.
ValueFamilyIndoor spaces

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!
LocationFamilyCleanliness

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!
FamilyValueKitchen

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.
ValueLocationPets

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.
ValueLocationComfort

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!
ValueLocationCheckout

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.
ValueFamilyGrill

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

Louisville KY Home w/Hot Tub & Pool
FamilyValueBack garden

The Getaway!
LocationFamilyPool

Entire Home with Indoor Spa & Pool
FamilyValueGrill

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
FamilyValueGetting around

6 Kings + Hot Tub | Near Expo, Track & Downtown
ValueFamilyGrill

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

CIRCO LOCO - uNCommon Stay
LocationFamilyIndoor spaces

10 min to Lou~Huge Hot Tub~Fenced Backyard~Games
FamilyLocationLaundry
Weekly house rentals

3BR Home Near Zoo & Fairgrounds – Family-Friendly!
FamilyLocationCondition

Newly Updated: Spacious Suite/Private Entry
ValueFamilyAmenities

Convenient & Cozy! Close to everything Louisville!
LocationFamilyComfort

Lil Blue-Cheerful, fully renovated & updated home
FamilyValueNearby

Historic Hideaway w/Free Parking
LocationFamilyAccess

Beachfront River Cottage
LocationValueHospitality

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking
FamilyLocationOutdoor spaces

Highlands Bishop Cottage-Walkable
LocationFamilyCleanliness
Private house rentals

The Guest House
FamilyLocationHospitality

Groovy Hidden Gem w/Park 2 min Walk
FamilyValueKitchen

Relaxing stay near Louisville's top attractions!
ValueLocationView

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

"Call Me Old-Fashioned"in Derby & Bourbon Country!
ValueLocationDecor

Historic Gaffney House, Exclusive River Estate
FamilyLocationCondition

Charming Shotgun Style Home, Great Location
ValueLocationTV

The Cottage @ Mellwood
LocationFamilyHospitality
When is the best time to visit St Matthews?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 SGD | $258 SGD | $264 SGD | $443 SGD | $440 SGD | $262 SGD | $292 SGD | $249 SGD | $348 SGD | $266 SGD | $276 SGD | $313 SGD |
| 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 |
Destinations to explore
- Nashville Holiday rentals
- Chicago Holiday rentals
- Gatlinburg Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- Pigeon Forge Holiday rentals
- St. Louis Holiday rentals
- Asheville Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Chattanooga Holiday rentals
- Knoxville Holiday rentals
- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Kentucky Derby Museum
- Louisville Slugger Field
- Waterfront Park
- University of Louisville
- Kentucky International Convention Center
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Muhammad Ali Center
- Falls of the Ohio State Park
- Castle & Key Distillery
- James B Beam Distilling
- Angel's Envy Distillery
- Big Four Bridge
- Bernheim Arboretum and Research Forest
- Bardstown Bourbon Company
- Frazier History Museum
- Marengo Cave National Landmark
- Cherokee Park
- Four Roses Distillery Llc
- Kentucky Science Center





