
House holiday 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.

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.

Bourbon Trail Spacious Backyard NEW HotTub Grill!
The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

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.

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.

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.

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

Htd Pool & Hot Tub, Arcade, Karaoke, Dogs Welcome

Louisville KY Home w/Hot Tub & Pool

The Getaway!

The Boathouse: A Peaceful Paradise

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

CIRCO LOCO - uNCommon Stay

Relaxing River Retreat with Private Pool

6 BR Highlands- King Beds- 2 Kitchens-Walkable
Weekly house rentals

Groovy Hidden Gem w/Park 2 min Walk

The Guest House

Historic Gaffney House, Exclusive River Estate

Newly renovated! Walk to shops & restaurants!

St Matthews Home - 3 bed, 2 bath

Derby-ready home near Churchill Downs with parking

SuperHost ~ Beautiful NEW Condo Near Louisville!

The Cottage @ Mellwood
Private house rentals

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

Radiant Louisville Getaway

NEW 3BR Near Everything | King Beds | Game Room

Briar Creek Cottage

Swanky, Retro, Artist's Home, St Matthews, KY.

Retreat on Bardstown Road | Yard | Highly Walkable

The Mashbill | Boutique Bourbon Retreat | Walkable

The Mash Lou- Adventure days, Frankfort Ave nights
When is the best time to visit St Matthews?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $250 SGD | $250 SGD | $259 SGD | $325 SGD | $448 SGD | $293 SGD | $293 SGD | $250 SGD | $349 SGD | $267 SGD | $277 SGD | $315 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 |
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 $39 SGD per night before taxes and fees

Verified guest reviews
Over 3,790 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!
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- Rentals with a firepit St Matthews
- Rentals with a fireplace St Matthews
- Family-friendly rentals St Matthews
- Rentals with breakfast St Matthews
- Rentals with a patio St Matthews
- Pet-friendly rentals St Matthews
- Rentals with a washing machine and dryer St Matthews
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- Flat rentals St Matthews
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- Buffalo Trace Distillery
- Kentucky Exposition Center
- Kentucky Derby Museum
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Valhalla Golf Club
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Kentucky Science Center
- Falls of the Ohio State Park
- Waterfront Park
- L&N Federal Credit Union Stadium
- Evan Williams Bourbon Experience
- James B Beam Distilling
- Kentucky International Convention Center
- University of Louisville
- Castle & Key Distillery
- Bernheim Arboretum and Research Forest
- Frazier History Museum
- Four Roses Distillery Llc
- Jefferson Memorial Forest




