Holiday houses in South Side Flats

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in South Side Flats

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

%{current} / %{total}1 / 1
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 Pittsburgh
4.9 out of 5 average rating, 134 reviews

*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!

Top Guest favourite
A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.
Home in Pittsburgh
4.94 out of 5 average rating, 224 reviews

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Superhost
The living area features a fold-out sofa adorned with a colorful floral cover, accompanied by two upholstered chairs and a wooden writing desk. A rectangular coffee table sits at the center, with light streaming in through large windows that enhance the space's brightness.
Apartment in Pittsburgh
4.83 out of 5 average rating, 420 reviews

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.

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 Pittsburgh
4.85 out of 5 average rating, 775 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
A comfortable living area is highlighted by a sectional sofa and a recliner, complementing a modern coffee table. Exposed brick walls and custom shelving add character. A large TV is mounted on the wall, and light enters the space through a window, enhancing the cozy ambiance.
Home in Pittsburgh
4.93 out of 5 average rating, 54 reviews

Convenient 1 BR close southside

Experience the best of Pittsburgh with this stylish and centrally-located home. Relax in the large bedroom with a king-size bed, enjoy the convenience of a full kitchen and soak up the plush entertainment of 2 large TVs. The Southside Flats are located .5 miles away and downtown just 2 miles away. Enjoy a hassle-free experience with no stairs within the property (There are steps to enter the house) Chore free checkout! *This is a lower unit in a duplex. The drive does involve steep hills!

Top Guest favourite
A modern studio features a spacious layout with large windows showcasing views of the Pittsburgh skyline. The room includes a comfortable king size bed with plush blankets, a sleek kitchen area, and a cozy seating space with a green couch. Thoughtful design accents are evident throughout.
Apartment in Pittsburgh
4.98 out of 5 average rating, 50 reviews

Grandview Studio | Skyline Views | Private Parking

Our newly renovated studio features amazing views of the Pittsburgh skyline right from your king size bed! Featuring ~400sq ft of living space right on Grandview Ave, you can't beat this location. Just a block to Shiloh St., park for free in our off-street spot, and don't move your car the whole stay! Every nook was thoughtfully remodeled, from the electric fireplace to the spacious kitchen. Our bathroom also features a rain shower & custom copper sink, great for getting ready!

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 Pittsburgh
4.91 out of 5 average rating, 414 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).

Guest favourite
The exterior of a charming three-story house is presented, featuring a white facade with gray trim. Large windows allow natural light to fill the space. A covered porch with white railings is visible at the entrance, providing access to the front door.
Home in Pittsburgh
4.92 out of 5 average rating, 112 reviews

Contemporary and beautiful 1 bedroom unit

This lovely place has a style of its own. Contemporary living at its best! It is Conveniently located in Mt Washington on the bus line, walking distance to the trolly, and close to all major highways; you won’t have any issues getting around. Comes with both on and off street parking, brand new stainless steel appliances in the kitchen including a dishwasher. New furniture. Large new smart flat screen TVs in the bedroom and living room. This place is definitely a must!

Superhost
Apartment in Pittsburgh
4.84 out of 5 average rating, 409 reviews

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!

Guest favourite
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
4.93 out of 5 average rating, 341 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.

Superhost
A modern living space features a light-colored sofa and a white coffee table. A kitchenette is visible with a microwave and a refrigerator. A flat-screen television is mounted on the wall, and soft lighting from a floor lamp adds warmth to the room. Natural light illuminates the area.
Apartment in Pittsburgh
4.82 out of 5 average rating, 222 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (B2)

This Basement Mini Studio is for anyone needing a modern, clean, bright place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a small bathroom with a private entrance on the ground level of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

Top Guest favourite
A cozy living room features a green sofa and a round dining table with two chairs. A patterned area rug lies beneath, adding warmth to the space. Natural light is invited through the front door, adorned with a colorful window design.
Apartment in Pittsburgh
4.94 out of 5 average rating, 218 reviews

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!

Popular amenities for South Side Flats holiday rentals