
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.

*z 2231 1BR 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!

Walkable Southside Flats Fun
Within 2 blocks of all the fun the Southside has to offer. This fully equipped apartment is all yours. Sights and sounds of the city right outside your very private front door. Queen puffy lux hybrid bed, comfy living room space with room for a 3rd person on the coach. Great eat-in-kitchen. All you are missing is a dishwasher :) Laundry center provided in unit. Tub/shower combo. High speed internet, workspace desk, 2 Roku ready TVs just bring your streaming account info and call this home

Grandview Ave Luxe | City Views | Amenities Galore
Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

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.

*2100r Southside Slopes affordability!*
Convenient Slopes location with many updates. Not so walkable but a short Uber/lyft away from everything Pittsburgh. This space has everything you need to enjoy Pittsburgh affordably. This property features Verizon fios fiber optic high speed internet. Bring your provider passwords and stream your favorite premium stations with the Roku player. If you don’t have passwords enjoy the local stations on the 55 inch 4K TV in the family room. Perfect for bussiness travelers and nurses.

Off-street Parking | Retro 1-bed | Great Area
Welcome home to Mt. Washington! Inspired by the retro diners that make Pittsburgh unique, you'll find vintage & locally sourced details at every turn in our newly renovated, bright and cheery apartment. The spacious bedroom and living room provide more than enough space for 1-2 people. Enjoy breakfast from our fully-equipped kitchen, then have your coffee on our front deck, and enjoy Netflix from the couch. Our place also features one off-street parking spot (a real treat in Pittsburgh!)

Free Parking!★ Private Gym★ Great Views!
Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home at your desk with 400mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

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.

PRIVATE FULL STUDIO IN PITTSBURGH (C2)
This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown
Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

Spacious&Modern 2Bdr Apt Pittsburgh
Welcome to our modern 2-bedroom apartment, centrally located on East Carson Street in the vibrant South Side. Surrounded by shopping, dining, and entertainment, this is the perfect spot to experience the city. Downtown and the stadiums are less than 10 minutes away. The apartment features two King beds, a Full Kitchen, and a Smart Security System, ensuring a comfortable and secure stay.
Popular amenities for South Side Flats family-friendly rentals
Family-friendly home rentals with a hot tub

"The Spa Room" Renovated Flashlight Factory

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

420 friendly Luxury loft apt w jet tub & balcony

NEW! Luxurious 5bdr w/ a hot tub. Walk to stadiums

HOT TUB KING bed Luxurious 2 bed in PRIME location

Mountain Retreat in the Heart of the City

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

Gorgeous Southside slopes house w/outdoor hot tub
Family- and pet-friendly home rentals

Entire home near Kennywood without extra fees.

"April's Retreat" Regent Square King Bed Frick Prk

Spacious, warm, private apartment near CMU /Pitt

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

Industr Loft 5min Shadyside East Liberty Oakland 6

Amazing views! Free Parking!

The Bellevue Suite *Free parking 10mins to dwntwn

North Side Loft – Perfectly Situated & Private
Family-friendly home rentals with a pool

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

Posh Pittsburgh

Convenient townhome

Renovated Cozy Duplex w/pool, Close to downtown

PIT Staycation Retreat with Pool House!

20 mins to Downtown- pool table & fenced yard

Kasa | Family 2BD with Gym & Sauna | SoSide Flats

3BR Home w/ Pool, Deck, Scenery, near Pittsburgh
When is the best time to visit South Side Flats?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155 SGD | $156 SGD | $163 SGD | $182 SGD | $216 SGD | $207 SGD | $191 SGD | $181 SGD | $174 SGD | $228 SGD | $208 SGD | $186 SGD |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Quick stats about holiday rentals that are family-friendly in South Side Flats

Total holiday rentals
Explore 170 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 12,510 verified reviews to help you choose

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
170 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
- Fitness-friendly rentals South Side Flats
- Flat rentals South Side Flats
- Rentals with a washing machine and dryer South Side Flats
- Rentals with a patio South Side Flats
- Rentals with a firepit South Side Flats
- House rentals South Side Flats
- Townhouse rentals South Side Flats
- Rentals with outdoor seating South Side Flats
- Pet-friendly rentals South Side Flats
- Rentals with a fireplace South Side Flats
- Family-friendly rentals Pittsburgh
- Family-friendly rentals Allegheny County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Carnegie Mellon University
- PNC Park
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Raccoon Creek State Park
- Kennywood
- National Aviary
- Ohiopyle State Park
- Point State Park
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Senator John Heinz History Center
- Schenley Park
- Children's Museum of Pittsburgh
- Bella Terra Vineyards
- Cathedral of Learning
- Laurel Mountain Ski Resort
- Randyland




