
Family-friendly vacation 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.

Comfortable-relaxed space to find your inspiration
Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

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.

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.

Highlands Lower Level Studio Guest Suite
Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.

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.

Carriage House Loft
Come enjoy our Carriage House loft located in the popular Louisville neighborhood of Crescent Hill. The loft is equipped with wifi internet, TV, and kitchen supplies. You will be within walking distance to some of the most popular establishments in Louisville; including Blue Dog Bakery, Clifton Coffee, and the Parlour Pizza. Short Term License # LIC-STL-24-00014
Popular amenities for St. Matthews family-friendly rentals
Family-friendly home rentals with a hot tub

Butchertown & NuLu's Shantyboathouse

Walking Bridge, Putt Putt House

Southern Comfort-Hottub wlk 2 Resturant Row & Shop

Fall Haven - King Beds, Hot Tub

Germantown Home with Hot Tub

Bourbon Trail, Firepit

Bourbon Trail*Pewee Valley *HOT TUB

Cabin with spectacular views, creek, & hot tub
Family- and pet-friendly home rentals

Private Prospect Flat

Highland Victorian Retreat

2 br home, walking distance to much entertainment

Quaint Highland's Bungalow

Germantown cozy apartment

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

The Getaway!

Cozy Cottage in Smithsonian's of American Gardens!

Peppermint Cottage Norton Commons w Breakfast

4th Street Suites - Deluxe King Bed Suite

The Lyric 185 - Norton Commons

Spacious Riverfront Condo Minutes from Downtown!

10 Min to Lou~Huge Hot Tub~Backyard games~Fire Pit
When is the best time to visit St. Matthews?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 CAD | $251 CAD | $268 CAD | $316 CAD | $459 CAD | $275 CAD | $295 CAD | $226 CAD | $353 CAD | $275 CAD | $236 CAD | $253 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 vacation rentals that are family-friendly 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 3,010 verified reviews to help you choose

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!
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- Family-friendly rentals Jefferson County
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- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
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- Louisville Slugger Field
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