
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

Groovy Retro Get-Away
With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including keurig coffee, WiFi & a smart TV for streaming.

1 Bed, idyllic, stadiums, free parking, & Pets OK
Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

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.

Sleek Apt in the Heart of Downtown| Stunning views
Welcome to Pittsburgh!! Stay in our newly remodeled luxury downtown apartment! This home has the most spectacular view and is located in the center of downtown Pittsburgh, nestled just across from the beautiful hotels of downtown! Offering top-tier amenities, and today’s modern conveniences. Ideally situated minutes from Pittsburgh's best shopping, stadiums, convention center and restaurants. Our intimate 1 bedroom home is comfortable and secure for family, friends and business people alike.

*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.

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!

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).

Bloomfield/Shadyside KING Suite! OffStreet Parking
OFF STREET PARKING SPOT! Brand new KING Suite on a quiet tree lined street in Bloomfield! 1 block to West Penn hospital, and a short walk to UPMC! On site parking makes the short drive to Shadyside, CMU & Pitt a breeze! The building was gutted and remodeled, everything is brand new! Free laundry in the unit! Private patio! Fully stocked for long and short term stays! Dozens of restaurants, shops, coffee shops, and fitness studios close by. Make your reservation today!

Uptown Apartment - right up from Pittsburgh!
**PLEASE BE HONEST ABOUT THE NUMBER OF GUESTS** *Pets are welcome! One time $40 pet fee* Uptown is a mixed residential & commercial area that’s right up from downtown Pittsburgh! It’s up and coming, a unique neighborhood that has all the benefits of being near the heart of the city! The apartment is close to the city center, art and culture, and public transport. You’ll love my place because of the location, coziness, and cleanliness. All types of travelers welcome!

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.
Popular amenities for South Side Flats family-friendly rentals
Family-friendly home rentals with a hot tub

"The Spa Room" Renovated Flashlight Factory

420 friendly Luxury loft apt w jet tub & balcony

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

Mountain Retreat in the Heart of the City

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

Hot Tub | Light & Bright w/Deck | Walk to Butler!

Gorgeous Southside slopes house w/outdoor hot tub

hot tub fire pit Art & Wellness Retreat
Family- and pet-friendly home rentals

Entire home near Kennywood without extra fees.

Seneca Place: A historic home in Mount Lebanon.

Hilltop Suite, Quiet Street

King bed, no cleaning fees, dedicated parking

The Bellevue Suite *Free parking 10mins to dwntwn

Beautiful Strip District Studio w/ Outdoor Loggia

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

Cozy! Micro Loft apartment! in N Oakland, sleeps 1
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

PIT Staycation Retreat with Pool House!

20 mins to Downtown- pool table & fenced yard

4BR Victorian House in Shadyside Off of Walnut St

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

3BR, 2 Bath Home -Pool, Deck, near Pgh, Sleeps 10
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 | $153 SGD | $154 SGD | $160 SGD | $180 SGD | $213 SGD | $204 SGD | $189 SGD | $178 SGD | $172 SGD | $225 SGD | $205 SGD | $184 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
- Rentals with a patio South Side Flats
- Townhouse rentals South Side Flats
- Rentals with a firepit South Side Flats
- Flat rentals South Side Flats
- Rentals with outdoor seating South Side Flats
- House rentals South Side Flats
- Rentals with a washing machine and dryer 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
- PNC Park
- Strip District
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Children's Museum of Pittsburgh
- Bella Terra Vineyards
- Laurel Mountain Ski Resort
- Randyland
- Cathedral of Learning




