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

Southside *Sloped* Home Close to Pgh
Quirky South Side Slopes home convenient to Pittsburgh and all local attractions. This property is located in one of Pittsburgh's original industrial neighborhoods which is remaking itself into a fun vibrant community. With fun views from high above the city this neighborhood was home to many Pittsburghers who worked in the steel mills that helped build our great nation. Come get a feel for the way Pittsburghers used to live and enjoy everything Pittsburgh has to offer today, yinzer approved!

Stunning King Suite |Unbeatable Downtown Location!
Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Lovely South Side spacious 1 Bedroom with parking
Centrally located, 2 blocks from historic Carson street in the heart of the South Side. Restaurants, bars, shopping, bus transportation just outside the front door. Convenient to all Pittsburgh sports venues/theater district. Apartment is fully equipped with all kitchen amenities, a spacious bedroom and bath. New tiled shower installed January ‘23. Work space provided. A/c provided in the summer. Small on site reserved parking space makes this a rare find! 4.8 guest rating required to book

South Side Cool in the Heart of the Flats
Our home in the heart of the historic South Side Flats neighborhood, is a five minute drive to revitalized downtown Pittsburgh. Our location offers easy access to all Pittsburgh sports stadiums, the Riverfront Trail and great shopping. Only 10 minutes to all major universities and medical institutions in Oakland. Near major parks and museums. Our first floor, 5 room suite sleeps up to 4 guests with kitchen, 1.5 bathrooms, & small garden. Steps away from Pittsburgh's most exciting neighborhood!

UPSCALE HOME CENTRALLY LOCATED IN SOUTH SIDE FLATS
Centrally located in South Side Flats, many of the most popular S. Side restaurants & bars are a few minutes walk away. The stadiums/arenas are also only a short drive. The home has 1.5 bathrooms & 2 bedrooms (queen bed in each room plus a futon in 2nd BR). Features include air conditioning, 1st floor washer/dryer, private back patio, front porch, & kitchen basics for cooking. I can only register 1 car for parking & it's on-street parking only. There are no assigned spots; 1st come, 1st serve.

South Side Flats - Central to everything!
Artfully decorated, large, and open concept 1 bedroom apartment in the center of the South Side Flats entertainment district. Everything you need is within steps of your front door - restaurants, grocery, and entertainment. 5 min from downtown & within 15 min to anywhere in the city. IMPORTANT: This listing is exclusively for people visiting Pittsburgh. DO NOT book with us if you live in Allegheny County without 1st receiving permission from the host, or your reservation will be cancelled.

Steel City Retro - Walk to 50+ Restaurants & Pubs
New listing of a totally renovated house, 1 block off historic East Carson Street in Pittsburgh's SouthSide, the entertainment capital of the city. Walking distance to PPG ARENA, many restaurants, shopping and more. 2.2 miles from HEINZ FIELD and the Convention Center. This is a 4 bedroom (4 twin, 2 full, 1 queen bed + sleeper sofa)/ 3 bath home. 1st floor is disability friendly and has an integral 1 car garage. NEED MORE BEDS? Try SOUTH SIDE SPACIOUS - 7 beds + 1 queen sofa + 1 futon.

Colorful Southside gem! Off-street parking!
Great 2 story, 2 bedrooms apt located just a few blocks up from the South Works! Tons of shopping, restaurants, bars & coffee shops nearby! The space is bright, colorful & travel-themed. Fully outfitted for short or long term rentals, with plenty of charm & style to make you feel right at home. 2 bedrooms feature 1 King, 1 Full & living room has 1 sofa that lays flat as a twin-sized bed, sleeping 5 comfortably! Eat-in kitchen has new appliances & seating for 4! Ideal location!

Homey & Perfectly Located 3BR/2BT - Sleeps 8!
Comfortable, homey and welcoming - Our peaceful and centrally-located property is wonderful for small groups. Open concept living + amenities like a game room to help you rest, relax, and unwind. 3 bedrooms/4 beds + 2 full bathrooms to comfortably sleep 8! South Side location just a short distance to all attractions Pittsburgh has to offer, yet quiet in the evenings. Wonderful property for traveling business partners who want space, family getaways, and small group travelers.

Urban converted gas station in heart of South Side
My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Spacious Studio w/ Million Dollar City Views
Enjoy a million-dollar view in our cozy studio apartment located on a quiet cul-de-sac with free off-street parking! Just minutes from E Carson Street in the South Side, you'll be close to shopping, dining, and nightlife. Downtown, stadiums, universities, cultural arts venues, and hospitals are all less than 10 minutes away. Plus, with easy access to I-376, you're a short drive to Monroeville or Robinson in about 20 minutes! Perfect for both work and play.

Large 1BR on hill close to everything in Pitt
Experience the ultimate Pittsburgh getaway at this modern and conveniently located space. Perfect for those who love the city life, this unit offers easy access to all the top attractions, restaurants, and bars in the area. Street parking. You'll be minutes away from popular areas. And the best part? There's no cleaning chore list! **Please note that the property is situated on a steep street, so guests must be comfortable with navigating hilly terrain.
Popular amenities for South Side Flats family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub | Free Street Parking | King Bed | BBQ

Luxury: Maison de Pointe Brise Retraite

Mountain Retreat in the Heart of the City

Hot Tub | King Bed | Free Parking | Pac-Man

HotTub/Firepit/Parking! Less than 1mi PNC Park

Private Hot Tub & Fire Pit Near East Carson Street

hot tub fire pit Art & Wellness Retreat

Private Luxury Suite • Spa Bathroom • Parking x2
Family- and pet-friendly home rentals

"The Spa Room" Renovated Flashlight Factory

Large house to relax with friends and family

*Historic Gem* Heart of Southside-Sleeps 10

Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck

Huge Open Concept 2BR by Walnut

Beautiful Strip District Studio w/ Outdoor Loggia

Mount Memento: City Escape w. Grand View/Game Room

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio
Family-friendly home rentals with a pool

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking

Convenient townhome

Renovated Cozy Duplex w/pool, Close to downtown

Monroeville Bella

20 mins to Downtown- pool table & fenced yard

Charming Pittsburgh Getaway - Private Home- 2 Beds

PIT Staycation Retreat with Pool House!

Cozy Home in Pgh area Pool OPEN, Sleeps up to 10
Quick stats about holiday rentals that are family-friendly in South Side Flats

Total holiday rentals
Explore 200 holiday rentals in South Side Flats

Nightly prices starting at
South Side Flats holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 13,470 verified reviews to help you choose

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
200 of South Side Flats holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Side Flats rentals

4.8 Average rating
South Side Flats stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a patio South Side Flats
- Townhouse rentals South Side Flats
- Rentals with a fireplace South Side Flats
- Flat rentals South Side Flats
- Fitness-friendly rentals South Side Flats
- Pet-friendly rentals South Side Flats
- Rentals with a washing machine and dryer South Side Flats
- Rentals with a firepit South Side Flats
- Rentals with outdoor seating South Side Flats
- House rentals South Side Flats
- Family-friendly rentals Pittsburgh
- Family-friendly rentals Allegheny County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- Acrisure Stadium
- David Lawrence Convention Center
- University Of Pittsburgh
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Ohiopyle State Park
- Raccoon Creek State Park
- Sri Venkateswara Temple
- Point State Park
- Kennywood
- Phipps Conservatory and Botanical Gardens
- National Aviary
- Schenley Park
- Stage AE
- Petersen Events Center
- Children's Museum of Pittsburgh
- Carnegie Science Center
- Carnegie Museum of Art
- Cathedral of Learning
- Senator John Heinz History Center





