Holiday rentals in South Side Flats

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in South Side Flats

  • Total holiday rentals

    Explore 340 holiday rentals in South Side Flats

  • Nightly prices starting at

    South Side Flats holiday rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 19,890 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    330 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!

Top-rated holiday rentals in South Side Flats

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
A cozy living room area is depicted, featuring a large couch and a black coffee table. A mounted 65-inch Smart TV is visible on the wall, while a shelf showcases decorative items and toys. Light wood flooring complements the neutral wall color.
Home in South Side Flats
4.96 out of 5 average rating, 83 reviews

Steel City of South Side Flats

This newly renovated gorgeous property with gated private parking is conveniently located in the middle of South Side. The house is everything you could want, allowing you easy access to the various neighborhoods and stadiums throughout the city, including Downtown, Oakland, PPG Arena, Acrisure Stadium, Pitt , Duquesne and more! You'll find the place cozy enough for a reset and recharge weekend, but also inspiring for gatherings and celebrations. One of the few places with gated private parking!

Top guest favourite
A spacious living area features a plush sectional couch positioned around a low coffee table. Light enters through a window dressed with blinds, highlighting the patterned area rug beneath. The wall is adorned with a large clock, adding a functional element to the room.
Flat in South Side Flats
4.97 out of 5 average rating, 247 reviews

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

Superhost
The living area features exposed brick walls complemented by modern decor. A cozy seating arrangement is provided by a plush teal sofa and an armchair. A round glass coffee table sits at the center, and a contemporary chandelier adds illumination, while a fireplace serves as an eye-catching focal point.
Townhouse in South Side Flats
4.78 out of 5 average rating, 274 reviews

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

Experience the splendor of a recently renovated townhome on the vibrant Southside. This charming and inviting property embraces you with its warm ambiance, featuring exposed brick and delightful touches that will make you feel instantly at ease. With four bedrooms and five beds (including one King and four Queen), along with 2.5 bathrooms, there is ample space for everyone. Unwind in the outdoor area, complete with a grill and comfortable furniture, providing the perfect retreat for relaxation.

Top guest favourite
A front porch is featured, with wooden railings and two chairs facing a small table. A large window offers a view into the interior space, while nearby siding presents a neutral tone. Greenery is noted at the base of the porch posts.
Home in South Side Flats
4.94 out of 5 average rating, 213 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.

Superhost
Home in South Side Flats
4.81 out of 5 average rating, 175 reviews

King Bed | Garage Door Patio | Free Parking

✓ 1 King Bed, 2 queen, 1 rollaway twin ✓ Free parking ✓ On Carson St-nightlife & entertainment district ✓ Arcade / Fire Pit / Patio ✓ White noise machines ✓ 10 mins to Acrisure, PNC Park, PPG Rank One Stays presents, Dacha, a charming urban retreat in the heart of Pittsburgh's vibrant Southside neighborhood! This hidden gem has been thoughtfully designed to capture the cozy essence of a cabin while offering all the modern amenities you crave. Book your stay today & experience it for yourself!

Guest favourite
Flat in South Side Flats
5 out of 5 average rating, 7 reviews

South Side Gem | Elevator | Sleeps 4 | Fast Wifi

Welcome to your perfect stay in the heart of Pittsburgh’s vibrant South Side—located right on iconic Carson Street, where nightlife, restaurants, and city energy are just steps away. Whether you’re visiting for a Steelers game, a weekend getaway, or a longer stay, this stylish 1-bedroom apartment is designed for comfort, convenience, and experience. Stay in one of Pittsburgh’s most lively neighborhoods—walk to bars, restaurants, coffee shops, and entertainment right outside your door.

Guest favourite
A private fenced backyard is featured, showcasing a wooden deck with a fire pit at its center. Relaxing blue chairs are positioned on the deck, and a covered seating area is visible nearby. Lush greenery surrounds the perimeter, contributing to a peaceful outdoor environment.
Home in South Side Flats
4.89 out of 5 average rating, 82 reviews

House 3bed Free Parking Walk to Bars & Shops

FREE STREET PARKING for our guests. Modern luxury home located on a quiet street at one of the most vibrant neighborhoods in Pittsburgh. Walking distance to bars & restaurants, grocery stores and local coffee shops. Private fenced backyard perfect for families with kids and pets. Two floor house, sleeps 6-7 with 3 bedrooms, 2.5 baths & private backyard & a fire pit. The space 🏈 7 min drive to Stadium & Downtown I New Modern Luxury Home I Private Backyard I Fast WiFi I Fire pit

Top guest favourite
The living room features bold teal walls and large windows, allowing natural light to fill the space. A comfortable gray sofa is adorned with decorative pillows, complemented by a gold coffee table atop a textured black rug. Stylish curtains frame the windows, enhancing the inviting atmosphere.
Townhouse in South Side Flats
4.86 out of 5 average rating, 292 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!

Guest favourite
A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.
Home in South Side Flats
4.91 out of 5 average rating, 445 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).

Superhost
A spacious rooftop deck showcases a comfortable seating area with plush cushions and a coffee table, overlooking a vibrant cityscape. A large umbrella provides shade, while the surrounding rooftops are illuminated by soft evening light.
Loft in South Side Flats
4.85 out of 5 average rating, 103 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!

Superhost
A contemporary living area features a large black sofa, an ornate wooden coffee table, and a vibrant area rug. A striking wall art piece displays a portrait. A flat-screen TV is mounted on the wall, and accent lighting highlights the room's decor.
Flat in South Side Flats
4.87 out of 5 average rating, 147 reviews

South side apartment with game room

If you are looking for a hidden gem close to the restaurants, shops, and pubs of Southside, with lots of personality, this may be the place. This apartment boasts a loft game room with an air hockey table, arcade games, board games, a TV and a convertible sofa. Not included in the photos are the desk and chair in the living room, and a small deck outside the sliding glass doors of the living room. The cozy ambience of this apartment will have you feeling right at home.

Guest favourite
A modern gray sectional couch is positioned against a light-colored wall. Above the couch, three framed Pittsburgh-themed prints add color. A ceiling fan is visible overhead, and a front door is seen in the background, providing natural light to the open space.
Flat in South Side Flats
4.89 out of 5 average rating, 339 reviews

Convenient 1BR in the South Side

Enjoy easy access to everything the city of Pittsburgh has to offer from this cozy space! This is the second floor apartment (2 on door) Conveniently close to downtown, public transportation, and plenty of amenities including shopping & dining. Within a 5 mile radius of all local sports arenas and concert venues. Includes 1 queen sized bed + a pull out couch for additional sleeping space. We look forward to hosting yinz!

Popular amenities for South Side Flats holiday rentals