Vacation rentals in South Side Flats

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in South Side Flats

  • Total vacation rentals

    Explore 340 vacation rentals in South Side Flats

  • Nightly prices starting at

    South Side Flats vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 21,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    330 of South Side Flats vacation rentals include wi-fi 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 vacation rentals in South Side Flats

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

1 of 1 pages1 / 1
Top guest favorite
An aerial view captures the contemporary home surrounded by lush greenery. The structure showcases a mix of wood and metal siding, with a spacious deck featuring outdoor seating and dining options, as well as a grassy area below, inviting relaxation amidst nature.
Home in Pittsburgh
4.99 out of 5 average rating, 185 reviews

Cliffside Luxury with Spectacular City Views

Amazing views, rooftop patio w/fire pit, contemporary design and furnishings are just the beginning for your amazing stay at our cliffside paradise. This architecturally stunning home offers a fully equipped kitchen, two decks to dine and relax on. Beyond its walls, you can visit the nearby Station Square shops and restaurants, 2 Inclines, Pittsburgh Zoo and PPG Aquarium, Warhol Museum, the Rivers Casino, or watch the Penguins at PPG Arena, Steelers at Heinz Field, and the Pirates at PNC Park!

Top guest favorite
Apartment in Downtown Pittsburgh
4.89 out of 5 average rating, 174 reviews

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!

Top guest favorite
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.
Apartment in South Side Flats
4.97 out of 5 average rating, 239 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

Top guest favorite
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, 208 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
A spacious living area features a navy blue couch and a large coffee table on a decorative area rug. Two lamps provide soft lighting, while a mirrored accent wall enhances the room's openness. The dining area is visible in the background, with a large table and chairs.
Apartment in South Side Flats
4.85 out of 5 average rating, 798 reviews

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.

Top guest favorite
The living room features a comfortable leather sofa, two modern chairs, and a coffee table. A cozy fireplace is framed by light-colored tiles. Lush greenery and decorative art pieces add visual interest, while warm wooden flooring enhances the inviting atmosphere.
Home in South Side Flats
4.95 out of 5 average rating, 103 reviews

King Bed, Artist's Flat

Kick back and relax in this calm, stylish space. Enjoy the evening around the fire pit or home theatre. 4 blocks to the exciting Riverfront and Southside Works stores, parks, restaurants and bars. 10 min. to Oakland or Downtown. The home has a newly remodeled kitchen, laundry and half bath on the main level. Upstairs is a spacious bedroom with a king bed, TV room, and a full bathroom. Out back is a lovely deck and Adirondack chairs around the fire pit. Perfect for a couple or young family.

Guest favorite
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
4.85 out of 5 average rating, 287 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 favorite
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, 439 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 stunning view captures the Pittsburgh skyline during sunset, with vibrant hues of pink, purple, and orange illuminating the sky. The foreground features lush greenery, while the cityscape showcases a mixture of modern buildings and bridges along the river, creating a picturesque urban scene.
Apartment in Pittsburgh
4.92 out of 5 average rating, 352 reviews

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.

Guest favorite
Home in Pittsburgh
4.84 out of 5 average rating, 108 reviews

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.

Superhost
Home in South Side Flats
4.96 out of 5 average rating, 225 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.

Top guest favorite
Apartment in South Side Flats
4.93 out of 5 average rating, 29 reviews

Sarah Street Retreat

This Air B&B is on a residential street yet it is a minute away from a grocery store and within minutes of the popular South Side Works which includes restaurants, stores and entertainment venues. It is just a short distance to the universities and hospitals in Pittsburgh's Oakland neighborhood and also close to Downtown which includes PPG Paints Arena and Pgh's North Shore where PNC Park and Acrisure Stadium are located!

Popular amenities for South Side Flats vacation rentals