Holiday houses in South Side Flats

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Top-rated holiday rentals in South Side Flats

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Guest favourite
A nighttime view of Pittsburgh showcases a vibrant cityscape, with twinkling lights illuminating the skyline. The sloped foreground provides a natural boundary, creating a contrast against the urban setting. The scene captures the essence of life in a historically rich neighborhood.
Home in South Side Slopes
4.9 out of 5 average rating, 146 reviews

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!

Top Guest favourite
A cozy living room is featured, with a dark couch positioned alongside a light-colored wall. A fluffy rug covers the floor, and a mounted television is visible on the wall. A round wicker chair and a small coffee table complete the welcoming atmosphere.
Apartment in South Side Slopes
4.92 out of 5 average rating, 133 reviews

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

Superhost
Home in South Side Flats
4.83 out of 5 average rating, 168 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!

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.
Apartment in East Carson Street
4.97 out of 5 average rating, 233 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 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 East Carson Street
4.94 out of 5 average rating, 207 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.

Guest favourite
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 East Carson Street
4.85 out of 5 average rating, 793 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 favourite
Home in East Carson Street
4.99 out of 5 average rating, 100 reviews

Steel City Retro - Walk to 50+ Restaurants & Pubs

New listing of a totally renovated house, 1 block off historic East Carson Street in Pittsburgh's SouthSide, the entertainment capital of the city. Walking distance to PPG ARENA, many restaurants, shopping and more. 2.2 miles from HEINZ FIELD and the Convention Center. This is a 4 bedroom (4 twin, 2 full, 1 queen bed + sleeper sofa)/ 3 bath home. 1st floor is disability friendly and has an integral 1 car garage. NEED MORE BEDS? Try SOUTH SIDE SPACIOUS - 7 beds + 1 queen sofa + 1 futon.

Guest favourite
Apartment in Pittsburgh
4.87 out of 5 average rating, 338 reviews

Cozy + Modern apartment near the city!

*PLEASE BE HONEST ABOUT THE NUMBER OF GUESTS* There’s outside cameras and you will be required to pay the extra guest charge to stay. 7-10 minute drive to downtown Pittsburgh *Free Permit Parking* 0.5 miles - PPG Paints Arena 0.5 miles - Duquesne University 2 miles - Acrisure Stadium (Heinz Field) 1.1 miles - David L. Lawrence Convention Center This bright & modern two level apartment is ideal for a stay near the city! Located in Uptown, it's on a quiet & mostly residential street.

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 East Carson Street
4.85 out of 5 average rating, 283 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 welcoming living area features a rustic brick fireplace and a mounted flat-screen television. Two stylish brown chairs are positioned beside a black coffee table, while a dining space is visible in the background, complete with a modern kitchen layout.
Townhouse in East Carson Street
4.81 out of 5 average rating, 216 reviews

Homey & Perfectly Located 3BR/2BT - Sleeps 8!

Comfortable, homey and welcoming - Our peaceful and centrally-located property is wonderful for small groups. Open concept living + amenities like a game room to help you rest, relax, and unwind. 3 bedrooms/4 beds + 2 full bathrooms to comfortably sleep 8! South Side location just a short distance to all attractions Pittsburgh has to offer, yet quiet in the evenings. Wonderful property for traveling business partners who want space, family getaways, and small group travelers.

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 East Carson Street
4.91 out of 5 average rating, 434 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 South Side Slopes
4.92 out of 5 average rating, 350 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.

Popular amenities for South Side Flats holiday rentals

When is the best time to visit South Side Flats?

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Avg. price$197 NZD$192 NZD$195 NZD$185 NZD$219 NZD$217 NZD$200 NZD$199 NZD$190 NZD$222 NZD$243 NZD$200 NZD
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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 $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 21,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    330 of South Side Flats holiday 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!