Family-friendly vacation rentals in Saint Matthews

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Saint Matthews family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Louisville
4.72 out of 5 average rating, 112 reviews

Hot tub-Expo/Convention Center*Downtown*Zoo*Derby

EmilyRating, 5 stars11 months ago
We enjoyed our stay close to Churchill Downs for Derby Week activities.
A spacious yard is highlighted by a large tree providing shade. A playset with yellow and green slides is visible alongside a well-maintained lawn. Flowerbeds enhance the landscape near a patio area, contributing to the family-friendly outdoor space.
Home in Louisville
5 out of 5 average rating, 13 reviews

Great patio - Northeast Louisville

MaureenRating, 5 stars11 months ago
This house was perfect for our family (8 adults). Julie was very responsive, even when we locked ourselves out of the house late on night. Nice neighborhood too!
A grand two-story brick home is showcased, featuring multiple peaked roofs and expansive windows. Symmetrical landscaping adds to the curb appeal, with neatly trimmed shrubs and a manicured lawn. A wide pathway leads to the front door, framed by steps and elegant railings.
Home in Fern Creek
4.67 out of 5 average rating, 51 reviews

All You Need and More!

BradRating, 5 stars1 week ago
This house is in a very nice neighborhood with plenty of restaurants and shopping nearby. There's plenty of room for a big family/group. I had another Airbnb host cancel my reservation only 2hr before check in. I was already on the highway with my family and Barksdale management moved this property up on their cleaning list as it had just been vacated around noon in order to accommodate us. I can't say enough for how much we appreciated that. Thank you so much for saving our weekend!!!
Top guest favorite
A cozy living area is furnished with a navy blue sectional sofa and two red chairs. Natural light enters through large windows adorned with teal curtains. A round wicker coffee table sits at the center, accompanied by a potted plant, while art is displayed on the walls.
Home in Louisville
4.97 out of 5 average rating, 245 reviews

Bourbon Trail Hot Tub Retreat King Beds, Spacious

ChrisRating, 5 stars3 weeks ago
This house we great for large groups. We originally had 11 people coming but ended up with only 8. The house was older with a ton of character. It looks like it is a very up and coming neighborhood that has had a lot of work done to it. We came in for a work trip at the expo center and this house was only a 5 minute drive to it each day. Hot tub was awesome and back yard was nice. Will look at renting this house again for next years convention.
Superhost
A comfortable living area features a sectional sofa adorned with colorful pillows, complemented by a stylish armchair and an accent chair. Decorative art pieces are displayed on the walls, and natural light filters through the window, highlighting a patterned area rug beneath a coffee table.
Home in Louisville
4.97 out of 5 average rating, 29 reviews

2.0 Southern Comfort Highlands-Cherokee Triangle

RyaneRating, 5 stars6 months ago
One of the best Airbnb’s I’ve stayed in! Lots of extra little amenities, the decor was unique and well thought out, and the location was perfect. We travel to the area often and would definitely book again.
Top guest favorite
A private hot tub is situated on a paved area, surrounded by a wooden fence for added privacy. Colorful flower pots with blooming flowers are positioned nearby, complementing the fresh green grass. Two red chairs sit in the backyard, inviting relaxation.
Home in Louisville
4.99 out of 5 average rating, 242 reviews

NEW Hot Tub, Walk 2 Park, Whole Foods, Movies Mall

BethRating, 5 stars3 weeks ago
Great Airbnb in a cute, quiet neighborhood. The house was spotless! The bedrooms were a nice size with plenty of room. We enjoyed the two living spaces and the large dining room table. We would definitely book again if ever in the Louisville area! Thank you for an enjoyable stay!

Family- and pet-friendly home rentals

Superhost
Home in Butchertown
4.93 out of 5 average rating, 296 reviews

Guesthouse on Story- Bourbon Trail

CarolynRating, 5 stars1 month ago
This was our second stay at Guest House on Story, and was definitely as good, if not better than the first. Kim is an excellent and responsive host who strives to make sure your stay is exactly what you need. We had a large group of adults visiting Louisville to celebrate a birthday weekend, and we had plenty of space to spread out and relax. The area has fun walkable bars, breweries, and cocktail lounges, along with restaurants! Highly recommend Tartan House and Biscuit Belly. Guests should be aware as others have mentioned that given the location in Butchertown, there is occasionally a notable smell outside. It very much depends on the direction of the wind and day/time of the week. Do know though that you cannot smell this inside the house! We caught a whiff outside here and there, but definitely not the entire time. Highly recommend Guest House on Story, and I'm sure we will stay again when in Louisville with a large group.
Superhost
A cozy library area features two plush armchairs facing a dark wood bookshelf filled with books. Artwork adorns the walls, and natural light filters in through the two windows, creating a warm and inviting reading space.
Home in New Albany
4.95 out of 5 average rating, 194 reviews

Spacious Historic Home, Louisville Adjacent

JavenRating, 5 stars1 week ago
This was my first time visiting Kentucky and this Airbnb was amazing. Chose to the city but far enough for orange and quiet.
Superhost
The bathroom features a modern design with a shower area, showcased by a colorful shower curtain. A large round mirror enhances the space above a sleek vanity. A combination of neutral tones and natural light completes the tranquil atmosphere.
Apartment in Central Business District
4.76 out of 5 average rating, 123 reviews

Downtown Convenience with Privacy!!

TerrenceRating, 5 stars3 weeks ago
Had a very good stay, conveniently located to get around and visit .
Guest favorite
A wooden sign is displayed on a wall, featuring the text 'Welcome to Our Nest' in an elegant cursive font. The sign has a rustic design with a whitewashed finish, and a pink ribbon is tied at the top for hanging.
Loft in Crestwood
4.88 out of 5 average rating, 185 reviews

Welcome to the Nest!

Ashley Rating, 5 stars6 days ago
The Nest was perfect for our family of five’s weekend getaway. We love the area and felt safe and comfortable in the neighborhood. Scott was a great host and very responsive to our questions. We will definitely stay here again.
Guest favorite
A charming carriage house is surrounded by autumn foliage, with a large tree providing a colorful backdrop. The peaceful street is lined with trees, and a black wooden fence adds privacy to the property. Clear blue skies enhance the serene ambiance.
Guesthouse in Crescent Hill
4.89 out of 5 average rating, 131 reviews

Cottage Park Carriage House. Rest w/Hollyhock

GerardoRating, 5 stars1 month ago
We loved our stay, we felt right at home. The neighborhood is amazing. The kitchen had everything we needed and more!
Guest favorite
An antique wooden dresser is positioned against a patterned wall, featuring a large central mirror flanked by two vintage glass lamps. A decorative basin is placed in the center, with intricate details on the dresser's front and wooden floorboards visible below.
Bungalow in Louisville
4.83 out of 5 average rating, 109 reviews

Sweet Highlands Victorian 2Blocks off Bardstown Rd

TaylorRating, 5 stars1 month ago
Sandee is one of the best hosts I've ever had staying somewhere! She was so thoughtful with all of her actions and communication. Such a great spot for karaoke and bar hopping, we ate at Ramsi's Cafe and Gralehaus for breakfast. At the heart of the highlands this really is the perfect place, lots of history in the home and a very relaxing vibe.
Guest favorite
A spacious bedroom features a king-sized Sleep Number bed with neutral bedding and decorative pillows. Soft light is provided by bedside lamps, illuminating the artwork above the bed. Natural light enters through a window, and a door leads to the adjoining area.
Home in Highlands
4.89 out of 5 average rating, 523 reviews

Charming home in the Highlands

ShawnaRating, 5 stars4 weeks ago
Great place, love the outdoor sitting and easy parking. Great communication, Easy entry , close to YUM CENTER
Top guest favorite
Home in New Albany
4.98 out of 5 average rating, 167 reviews

Family-friendly! Walkable to downtown shops!

JennaRating, 5 stars2 days ago
What a beautiful home!! We stayed here to break up a drive home from Florida and we all loved it. We had everything we needed, the house was clean, and the beds were comfy. The kids loved playing in the “treehouse”. Brad was kind and communicative. We would love to stay here again!

Family-friendly home rentals with a pool

Top guest favorite
A heated saltwater swimming pool is surrounded by a concrete patio and lush greenery. The area features a spacious cabana with seating, a chaise lounge, and colorful pool floats. Nearby, a small garden and manicured lawn enhance the outdoor setting.
Guest suite in Louisville
4.96 out of 5 average rating, 369 reviews

Cherokee Park Oasis with Private Entrance

AmyRating, 5 stars9 months ago
Beautiful neighborhood and wonderful pool area! The place was exactly as described and the host provided clear, easy to follow instructions to get in. My kids loved the pool especially! We’d definitely stay again if in Louisville!!
Guest favorite
Guest suite in Jeffersonville
4.93 out of 5 average rating, 182 reviews

Come Explore Jeffersonville & Louisville

JulieRating, 5 stars2 months ago
I can't thank Melissa enough! The place is beautiful, spotless and had everything I needed for my stay. Melissa is a wonderful hostess... thoughtful, super helpful with recommendations, quick to respond and answer all my questions. The place far exceeded my expectations! Would stay here again in a heartbeat!
Top guest favorite
A serene backyard is highlighted by a rectangular swimming pool surrounded by a tiled patio. Lounge chairs are positioned beside the pool, and structured seating areas with metal chairs provide space for relaxation. The area is adorned with greenery and a small shed is visible in the background.
Home in Louisville
4.97 out of 5 average rating, 34 reviews

Highlands Oasis- Summer and Winter Retreat

JacksonRating, 5 stars1 week ago
A wonderful home hosted by wonderful people. I can’t thank Amy and Carol enough for being incredible hosts and opening their home to us. Would certainly recommend this to anyone considering staying in the area!
A spacious living area features a comfortable sofa and armchair arranged around a coffee table, with a grand piano visible in the background. Natural light fills the space, highlighting decorative artwork and a handmade rug underfoot, complemented by elegant light fixtures and architectural arches.
Home in Louisville
4.91 out of 5 average rating, 149 reviews

Sleeps 16, Highlands Area, Heated Pool, Hot tub

TarrahRating, 5 stars4 weeks ago
This place makes you feel right at home! We host a radio broadcast from this place once a year and it’s perfect for our entire team to stay and to host guests! Beautiful property!
A cozy playroom features a large sectional sofa with decorative cushions. Two small armchairs in soft colors provide seating, while a television is mounted on the wall. Various toys and colorful storage bins are visible, enhancing a family-friendly environment.
Home in Louisville
5 out of 5 average rating, 3 reviews

Derby Week in the Heart of the Bluegrass

HopeRating, 5 stars36 months ago
Lovely home in a nice neighborhood. Communication with the owner was great. Would stay there again
Top guest favorite
Home in Louisville
5 out of 5 average rating, 28 reviews

Entire House in The Highlands. Private Pool.

SarahRating, 5 stars7 months ago
We loved our stay here! The off-street parking was great. We also loved using the pool and just hanging out in the various spaces! We really appreciated how helpful our hosts were when we needed to communicate with them. They went out of their way to make sure we were comfortable and were very accommodating. Pro Tip: The upstairs shower has better water pressure than the downstairs one. :) This place is wonderful & we'd love to stay again if/when we're in town.

Quick stats about vacation rentals that are family-friendly in Saint Matthews

  • Total rentals

    150 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    150 properties include access to wifi

Destinations to explore