
Family-friendly holiday rentals in St. Matthews
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in St. Matthews
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

TINY WUNDERHAUS - A Fun, Hometown Experience
Tiny Spaces are all the rave; Here's a chance to try one. In the heart of Louisville's historic Schnitzelburg, an up and coming area full of neat shotgun cottages, whitewashed, and many historic Louisville pubs. It's only 3.5 miles from downtown and approx. 2 from Churchill Downs. It has a full kitchen, bath, in-unit washer/dryer, and sleeping space for 3 adults. This apartment is sure to meet every vacation need. The comfort-tested mattresses are both new with 1.5 - 2in. memory foam toppers.

Your Cozy Louisville Hideaway in the Highlands
Newly renovated basement apartment in the Highlands. Safe, quiet neighborhood, dedicated off street parking and proximity to some of the best food, shopping and entertainment Louisville has to offer. Easy access to all things Louisville! -Downtown Louisville -Churchill Downs -YUM! Center -Olmstead Park -NULU -Urban Bourbon Trail -Bardstown Road -Germantown -Thriving Music and Art scene -Louisville Convention Center -Great dining and breweries -Louisville International Airport -UofL -And more!

Hide away close to everything
Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

Historic Cabin by Bourbon Trail
Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

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.

DerbyLoft Louisville
Enjoy the best of Louisville in our second floor loft, a studs-up renovation with modern amenities, full kitchen, and a beautiful bathroom. We're in a central location from which guests can easily tour the heart of Louisville. Private entrance Free parking on street Free Wifi 10min (0.5mi) walk to Churchill Downs 25min (1.5mi) walk to Cardinal Stadium 5min (1.8mi) drive to historic Old Louisville 6min (1.9mi) drive to KY Expo Center 12min (3.2mi) drive to Louisville Airport

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!

The Grace Airstream at Progress Park in Derby City
Always wanted to experience the vintage airstream life? Here's your chance! The Grace is a 1974 Airstream Sovereign Land Yacht. All the amenities of a hotel, just on the water's edge. Enjoy your coffee in the hammock, spend your days hiking, fishing, swimming, kayaking or paddle boarding. A hidden gem, right in the city. 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.

Olive Branch Suite with projector screen in E Lou
This suite is a beautiful private retreat complete with a projector for watching your favorite streaming service for the ultimate movie night. Centrally located and within 10-20 minutes of numerous local hospitals, universities, as well as various restaurants and downtown destinations, our guest suite offers a peaceful retreat in a convenient and safe location. We also provide a fold out desk that guests can use for a remote work space if desired.

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.

One Room Apartment with Private Off Street Parking
Room is a stand alone efficiency with a kitchenette, blackout curtains, and reclining queen bed. It has one designated parking space and seperate entrance. Unit has private bath and walk in closet, and kitchenete. Also has refeigerator, coffee maker, work desk microwave, 42" smart tv, Ninja airfryer oven, and couch. Private porch with table and chairs. Close/secure single parking space.

HIghlands Modern Get Away
Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.
Popular amenities for St. Matthews family-friendly rentals
Family-friendly home rentals with a hot tub

Why Not Stay in Louisville? (up to 9 guests)

Butchertown & NuLu's Shantyboathouse

Riverfront Harmony~Views~Cinema~Hot Tub~Pet~Sauna

Bourbon Trail Firepit Hot Tub River Road Picnic

Bourbon Trail*Pewee Valley *HOT TUB

Bourbon Trail Spacious Backyard NEW HotTub Grill!

Best Location in the City-2 Story Patio & Hot Tub

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Family- and pet-friendly home rentals

Private Prospect Flat

Germantown cozy apartment

Quaint Highland's Bungalow

Cottage Park Carriage House. Rest w/Hollyhock

Quiet Upper Highlands 1 min to Bardstown Rd

Cheerful, centrally located 2 bedroom shotgun home

The Caldwell Highlands/Germantown

The Winning Ticket / Track, Concerts and Life
Family-friendly home rentals with a pool

Cherokee Park Oasis with Private Entrance

Lux Riverfront Condo in Louisville/jeff

Peppermint Cottage Norton Commons w Breakfast

CIRCO LOCO - uNCommon Stay

Stylish DT Apt • King Bed, Gym, Pool + Hot Tub

The Lyric 185 - Norton Commons

Spacious Riverfront Condo Minutes from Downtown!

Farmers Market, Brewery, Bardstown 2 Decks & Porch
When is the best time to visit St. Matthews?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 135 | € 153 | € 163 | € 192 | € 279 | € 167 | € 180 | € 137 | € 215 | € 167 | € 143 | € 154 |
| 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 holiday rentals that are family-friendly in St. Matthews

Total holiday rentals
Explore 140 holiday rentals in St. Matthews

Nightly prices starting at
St. Matthews holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 3,010 verified reviews to help you choose

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 washing machine and dryer St. Matthews
- Rentals with a fireplace St. Matthews
- Pet-friendly rentals St. Matthews
- House rentals St. Matthews
- Rentals with breakfast St. Matthews
- Rentals with outdoor seating St. Matthews
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- Rentals with a firepit St. Matthews
- Rentals with a patio St. Matthews
- Family-friendly rentals Jefferson County
- Family-friendly rentals Kentucky
- Family-friendly 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
- Kentucky Science Center
- Falls of the Ohio State Park
- 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




