
House vacation rentals in St. Matthews
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Top-rated house rentals in St. Matthews
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2 br home, walking distance to much entertainment
Home located in the historic Irish Hill neighborhood, just a short walk to popular Baxter Ave and Bardstown Rd, famous for its restaurants, coffee shops and nightlife. Downtown and Nulu are a very short drive away, many great bars and distilleries are walking distance. Home built in 1879, entirely renovated with a modern kitchen, fully fenced backyard, private parking and fire pit.Master bedroom has a king size bed and it’s own bathroom with jetted tub. We look forward to your visit, thank you!

Highlands Gem – 2BR, King Bed & Coffee Bar!
Enjoy a stay in this cozy home minutes from the fun of the Highlands! This 2 bed 1 bath house with a fenced in backyard is perfect for families, friend groups, and business travelers looking to stay in Louisville for all kinds of reasons! Get a good night's sleep on a memory foam mattress, and enjoy a complimentary cup of coffee before heading to work, to tour the Highlands and the city, or to have a fun board game and a movie day! Book your stay with us today for a wonderful experience!

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.

The Lakehouse at Progress Park in Derby City
A hidden piece of paradise on 12 acres within city limits of Louisville. The Lakehouse sits on a 2 acre pond, perfect for boating & fishing. Boats & lifejackets are provided. 3BR/1BA, sleeps 8 comfortably in the bedrooms with 2 twin murphy beds in the living room. The back yard has a covered tent & patio has a firepit & gas grill. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Fall Haven - King Beds, Hot Tub
* 3 Bedrooms, 5 Beds, 2 Living Rooms. * 2 1/2 Baths * 2,500 sq ft (235sqm) * Private patio * (2) 60” Smart TV's w/Bluetooth speaker * Attached garage * Fully equipped Kitchen, upgraded appliances & sink * Flat screen TV in each bedroom & cable * Safe neighborhood * Close to local spots shopping malls in Louisville, gym, and St. Matthews *Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required*

Best Location in the City-2 Story Patio & Hot Tub
The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.

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.

Centrally Located•4 Bedrooms•2 Full Baths•Backyard
Looking for a place to stay in Louisville with your family? This 4 Bedroom House is perfect! With a central location and private yard, this property offers everything you need for a comfortable stay. • 1 Bedroom with 1 King bed • 1 Bedroom with 1 Queen Bed • 1 Bedroom with 1 Queen Bed • 1 Bedroom with 2 Queen Beds • Private deck and yard • Central heat and air • Roku TV and Amazon TV • FREE Parking *Bowflex in the basement can be used at your own risk!

"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!

Waterfront Harmony|Views|Hot Tub|Cinema|Pets|Sauna
Welcome to Maya’s Bourbon Riverfront, an exclusive retreat offering luxury riverfront living just minutes from Louisville and Jeffersonville. This stylish escape boasts 4 elegant bedrooms, 3 spa-inspired baths, upscale amenities and serene outdoor spaces with scenic views. Perfectly located near Churchill Downs, the Bourbon Trail and top attractions, it blends comfort, sophistication and adventure for an unforgettable getaway.

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

The Getaway!

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Louisville Country Manor - Pool & Pickleball!

Countryside Getaway

Germantown Gem - 3BR/2BA Home with Stock Tank Pool

Stay@Peppermint Cottage Norton Commons w/breakfast

CIRCO LOCO - uNCommon Stay

Relaxing River Retreat with Private Pool
Weekly house rentals

The Guest House

Newly Updated: Spacious Suite/Private Entry

The Highlands Condo/Roof Deck

Historic Hideaway w/Free Parking

Cozy Two Bedroom Home in the Heart of Germantown

Hip Highlands Victorian- Sleeps 8- Walk Everywhere

Crescent Hill near downtown

Prime Location | Spacious 3-BR First Floor Unit!
Private house rentals

Newly Renovated House Near Everything!!

Groovy Hidden Gem w/Park 2 min Walk

Little Gem off Frankfort Ave

Convenient & Cozy! Close 2 it all in Louisville!

Brand New House! Prime Location!

Newly Renovated 5BR • 2 Living Rooms • Sleeps 10

Historic Woodlawn Park Home

Louisville Private Suite
Quick stats about house rentals in St. Matthews
Total rentals
150 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Heritage Hill Golf Club
- Turtle Run Winery
- Charlestown State Park
- Waterfront Park
- Falls of the Ohio State Park
- Big Four Bridge
- Kentucky Science Center
- River Run Family Water Park
- Frazier History Museum
- Evan Williams Bourbon Experience
- Big Spring Country Club
- Rising Sons Home Farm Winery
- Bruners Farm and Winery
- McIntyre's Winery
- Lovers Leap Vineyards and Winer
- Best Vineyards