
Family-friendly holiday rentals in South Side Flats
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in South Side Flats

Total holiday rentals
Explore 190 holiday rentals in South Side Flats

Nightly prices starting at
South Side Flats holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 11,960 verified reviews to help you choose

Pet-friendly accommodation
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
190 of South Side Flats holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
Top-rated family-friendly rentals in South Side Flats
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Amazingly Homey w/Garage + Outdoor Space! 5B/2B
Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property recently underwent a full renovation which preserved it's character & charm, but added wonderful modern amenities. Located in one of the best locations in Pittsburgh, just a short walk to the Southside Strip. The property has a lovely outdoor patio with furniture and grill. It's a wonderful property for traveling business partners who want space, families, and small groups alike
4.88 out of 5 average rating, 313 reviews
Cultural District new King Suite whirlpool tub
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!
4.9 out of 5 average rating, 389 reviews
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!
4.95 out of 5 average rating, 164 reviews
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.
4.94 out of 5 average rating, 215 reviews
Beautifully Restored Home in a Historic District
Experience the best of Pittsburgh’s vibrant South Side, right outside your door. This prime Historic District location puts you within easy walking distance of it all—from the shops, restaurants, and nightlife of East Carson Street and SouthSide Works to the scenic Great Allegheny Passage. Enjoy convenient access to Pittsburgh’s top attractions, with countless dining, entertainment, and shopping options just steps away. Off-street and garage parking are available for added convenience.
4.99 out of 5 average rating, 140 reviews
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!
4.86 out of 5 average rating, 295 reviews
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).
4.9 out of 5 average rating, 450 reviews
Skyline Views | Rooftop & Game Room | Sleeps 8!
Stunning 2BR apt in South Side, sleeps 8. High-end kitchen, arcade room, and massive rooftop deck with panoramic views of Pitt. Ideal for families! Book now to experience best view in town! ✔ 4 Comfortable Queen Beds ✔Massive Balcony Overlooking The City ✔Fun Arcade Room With Air Hockey, Board Games, and Pac Man ✔ Fully Equipped Modern Kitchen With Amazing View Of Pittsburgh ✔ Professionally Cleaned and Sanitized ✔ Free Street Parking ✔ Free Keurig Coffee Learn more below!
4.85 out of 5 average rating, 106 reviews
High-End South Side 4 Bedroom House, sleeps 15!
Newly Remodeled, Gorgeous High-End 4 Bedroom, 3 Full Bathroom entire house in the heart of Pittsburgh's historic South Side neighborhood; SLEEPS UP TO 15 PEOPLE; Pets welcome; Private/Enclosed Patio Hardwood floors, raised tin ceilings on first floor; open floor plan living room/kitchen with stainless-steel appliances, marble-counter-tops, Keurig, 70 inch TV, WiFi, Convenient 2nd floor laundry facilities,HD Televisions in every bedroom w/ Cable, Luxurious Memory Foam Beds
5.0 out of 5 average rating, 247 reviews
Pittsburgh Gem | 5BR | Downtown Deck View
This place is a real gem, and you're gonna love it! When you walk in, you'll enjoy the cool blue design that gives the whole place a unique vibe. We have plenty of room with 5 bedrooms, so bring your friends, family, kiddos, or whoever you wanna have a blast with! Enjoy fun and games indoors, check out Pittsburgh's best night-life just steps away, go visit Pittsburg attractions nearby, and let us know how we can make your stay the best it can be!
4.91 out of 5 average rating, 111 reviews
Breathtaking View of Pittsburgh! 3bd, king suite!
Wow! Enjoy Pittsburgh’s charm at this upscale home with spectacular views of downtown, nestled on a quiet hill in an ideal location a short drive from nearby attractions. A wonderful combination of professional design and modern amenities makes this the perfect place to stay whether you're traveling for work or pleasure. 6 Min Drive to Mount Washington 9 Min Drive to Phipps Conservatory & Botanical Gardens 9 Min Drive to PNC Park
4.85 out of 5 average rating, 197 reviews
King Bed | Free Parking | BBQ | Fire pit | Arcade
✓ King Suite w/ Private Bath on ground floor ✓ Free parking ✓ 10 mins to Acrisure, PNC Park, PPG ✓ Arcade / BBQ / Fire Pit / Patio ✓ On Carson St - nightlife ✓ White noise machines Rank One Stays presents Carson Street Manor, an elegantly designed home located in the heart of South Side on Carson Street. You’ll be within walking distance to some of the best restaurants, nightlife, & entertainment that Pittsburgh has to offer.
4.95 out of 5 average rating, 230 reviewsPopular amenities for South Side Flats family-friendly rentals
Family-friendly home rentals with a hot tub

Pittsburgh's Tropicana w/ outdoor hot tub
4.97 out of 5 average rating, 198 reviews
Hot Tub & Fire Pit Home Near Grandview Ave
4.95 out of 5 average rating, 109 reviews
HotTub/Firepit/Parking! Less than 1mi PNC Park
4.94 out of 5 average rating, 200 reviews
Luxe Campus Retreat – Sauna, Hot Tub, Park & Walk
5.0 out of 5 average rating, 99 reviews
Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
4.96 out of 5 average rating, 139 reviews
Country Club Cottage - 20 minutes from downtown
4.94 out of 5 average rating, 103 reviews
Hot tub & renovated house 9 minutes from downtown!
4.88 out of 5 average rating, 148 reviews
Secluded Cozy 3 Bedroom Fun Bungalow
4.97 out of 5 average rating, 116 reviewsFamily- and pet-friendly home rentals

Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck
4.83 out of 5 average rating, 277 reviews
Cozy + Modern apartment near the city!
4.87 out of 5 average rating, 353 reviews
South side apartment with game room
4.86 out of 5 average rating, 148 reviews
Modern Middle of Southside Flats Home
4.81 out of 5 average rating, 175 reviews
Allegheny River Aqua Villa
4.99 out of 5 average rating, 116 reviews
Scenic Haven: Downtown 3BR/2BA w/Parking + Patio
4.97 out of 5 average rating, 200 reviews
Huge Open Concept 2BR by Walnut
4.93 out of 5 average rating, 196 reviews
Immaculate Double King Suite w/ Rooftop Terrace
4.99 out of 5 average rating, 140 reviewsFamily-friendly home rentals with a pool

Renovated Cozy Duplex w/pool, Close to downtown
4.81 out of 5 average rating, 108 reviews
Rooftop Deck | Perfect for Entertaining | Upscale!
5.0 out of 5 average rating, 24 reviews
The Burgh Beach House
4.8 out of 5 average rating, 20 reviews
Heated Pool Oasis • Free Parking • 5 min to PGH
4.88 out of 5 average rating, 26 reviews
20 mins to Downtown- pool table & fenced yard
4.95 out of 5 average rating, 84 reviews
Cozy Home in Pgh area, Sleeps up to 10
4.96 out of 5 average rating, 24 reviews
FIDO PLUS TWO 1.5 miles to Acrisure Stadium
4.92 out of 5 average rating, 13 reviews
Charming Urban Pittsburgh Retreat!
4.78 out of 5 average rating, 114 reviewsDestinations to explore
- PNC Park
- Acrisure Stadium
- Seven Springs Mountain Resort
- Fallingwater
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Ohiopyle State Park
- Sri Venkateswara Temple
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Kennywood
- Schenley Park
- Carnegie Science Center
- PPG Paints Arena
- National Aviary
- Laurel Hill State Park
- McConnells Mill State Park
- Children's Museum of Pittsburgh





