
House vacation rentals in St. Matthews
Find and book unique houses on Airbnb
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.

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.

Cheerful, centrally located 2 bedroom shotgun home
This welcoming home is central to Louisville's most popular and lively neighborhoods, walking distance to many favorite spots. Natural light and unique art fill the home. There is a large deck that overlooks a beautiful cemetery behind the home, and is a perfect place enjoy morning coffee or sunset dinner. A coffee/tea bar is located in the fully equipped kitchen. Charging stations and white noise machines are found in both bedrooms. 2 workstations and a smart TV are also available.

The House with the Orange Door
Located near Churchill Downs, UofL, downtown, the Convention Center and Fairgrounds, and a short distance to restaurants, bars and coffee shops. This single family home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening cocktail on the back deck. The kitchen is fully equipped and the open living space provides a great area for socializing. Locally made art and decor is on display, adding to the uniqueness of the space.

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.

Eclectic/Modern 1 BR in Clifton!
Updated 1 bedroom/1 bathroom stylish retreat right in the heart of the Historic Clifton neighborhood. Clifton is directly off Frankfort Avenue near the Highlands, Nulu, St Mathews, and Old Louisville neighborhoods. This 600 sq ft charming shotgun home was built in the 1900’s and it has a ton of character and “old home” charm, while still having updated features throughout. This home is very close to many restaurants and shops! You can walk, drive, or bike to Frankfort Ave.

Historic Derby Carriage House
Historic Carriage House- 2 BR, 1.5 BA Oasis situated 10 mins to downtown, a 10 min walk to restaurants, shops, and groceries, and a 15 min drive to Churchill Downs. Right across the street from two parks and bike trails for a pleasant escape close to the bustle of Louisville nightlife. Free Parking, Wifi and Smart TV access accommodation as well as spa bathroom with soaking tub, jetted shower, and heated towel rack. Down the street from Cherokee Art Festival.

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.

Bourbon Belle- A Germantown Favorite! Priv Parking
The Bourbon Belle is a newly renovated historic shotgun home in the heart of Louisville's Germantown neighborhood. Lots of natural light and tall ceilings make your stay feel comfy and warm just like home. Sleeps 4 comfortably and has 1.5 bathrooms. W/D. 2 Smart 55" TVs. High speed internet. Parking pad in back for 2 cars. *Please Note- We ask all guests to upload ID, e-sign our rental agreement and send security deposit of $400 at time of booking.

Stay in Historic Butchertown, Blocks From NuLu
With its prime location at 1025 E Main St at the intersection of Louisville's Butchertown and NuLu neighborhoods, you'll be blocks away from the city's most vibrant and exciting districts. With this beautifully renovated, designer-curated home as your base, walk to the area's trendiest shops and restaurants, sample local craft beers at one of the nearby breweries, or enjoy tastings on one of the many bourbon tours that the city is famous for.

"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!

The Highlands Condo/Roof Deck
Our brand new renovated 1 BR condo is located in a famous Highlands’ neighborhood. Conveniently located about 5-8 minutes from Churchill Downs, KFC Yum Center, Cardinal Stadium, Convention Center, Center for the Arts, Downtown Distilleries, Nulu& Germantown area, 12 minutes from the airport. Walking distance to many great restaurants, bars, shops , and parks.
Popular amenities for St. Matthews house rentals
House rentals with a pool

The Getaway!

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

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

Peppermint Cottage Norton Commons w Breakfast

CIRCO LOCO - uNCommon Stay

10 Min to Lou~Huge Hot Tub~Backyard games~Fire Pit

Downtown->Heated Pool, Firepit, Bikes, Grill, Pets
Weekly house rentals

Walk to Bars & Restaurants! | 1BR Highlands Stay

Newly Updated: Spacious Suite/Private Entry

Scandinavian Retreat: Charming Stay near Lou

Lil Blue-Cheerful, fully renovated & updated home

A Charming Cottage with Hot Tub and Fire pit.

Centrally Located•4 Bedrooms•2 Full Baths•Backyard

Highlands Bishop Cottage-Walkable

Hip Highlands Victorian- Sleeps 8- Walk Everywhere
Private house rentals

The Guest House

Little Gem off Frankfort Ave

*Sunny Highlands Loft*Walkable*Bardstown Rd/Baxter

Cozy Home w/ Fully Fenced Yard

Peaceful Modern Retreat • Prime Location!

St Matthews Home - 3 bed, 2 bath

Louisville Private Suite

Prime Location | Spacious 3-BR First Floor Unit!
When is the best time to visit St. Matthews?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $275 CAD | $275 CAD | $285 CAD | $357 CAD | $492 CAD | $322 CAD | $322 CAD | $275 CAD | $384 CAD | $288 CAD | $275 CAD | $282 CAD |
| 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 140 vacation rentals in St. Matthews

Nightly prices starting at
St. Matthews vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 3,770 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
130 of St. Matthews vacation 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!
Destinations to explore
- Western North Carolina Vacation rentals
- Chicago Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Pigeon Forge Vacation rentals
- Downtown Chicago Vacation rentals
- Asheville Vacation rentals
- Indianapolis Vacation rentals
- Southern Indiana Vacation rentals
- St. Louis Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Rentals with a washer and dryer St. Matthews
- Pet-friendly rentals St. Matthews
- Fitness-friendly rentals St. Matthews
- Apartment rentals St. Matthews
- Rentals with breakfast St. Matthews
- Rentals with a fireplace St. Matthews
- Rentals with a patio St. Matthews
- Rentals with a firepit St. Matthews
- Family-friendly rentals St. Matthews
- Rentals with outdoor seating St. Matthews
- House rentals Jefferson County
- House rentals Kentucky
- House rentals United States
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Heritage Hill Golf Club
- Louisville Slugger Field
- Charlestown State Park
- Louisville Slugger Museum & Factory
- Turtle Run Winery
- Falls of the Ohio State Park
- Kentucky Science Center
- Big Four Bridge
- Waterfront Park
- River Run Family Water Park
- Hurstbourne Country Club
- Frazier History Museum
- Big Spring Country Club
- Evan Williams Bourbon Experience
- Rising Sons Home Farm Winery
- Bruners Farm and Winery
- Best Vineyards
- Lovers Leap Vineyards and Winer




