House vacation rentals in South Side Flats

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Quick stats about house rentals in South Side Flats

  • Total vacation rentals

    Explore 190 vacation rentals in South Side Flats

  • Nightly prices starting at

    South Side Flats vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    180 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 house rentals in South Side Flats

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

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Guest favorite
Home in South Side Flats
4.88 out of 5 average rating, 127 reviews

Unique 4Bed/3.5 Bath Townhouse/Garage+Rooftop Deck

Welcome to this beautiful and newly improved 4 bed, 3.5 bath townhouse! This gem offers open concept living with spacious kitchen and unbeatable roof deck views. For your convenience we provide 1 car garage parking, and sleeping arrangements accommodating up to 9 guests. Located in popular South Side neighborhood of downtown Pittsburgh, you're just a short distance to all attractions the city has to offer. Great for traveling business partners who want space, family getaways, and group travelers

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, 190 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!

Guest favorite
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
4.91 out of 5 average rating, 153 reviews

*y 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!

Guest favorite
A six-person hot tub is set in a private outdoor area, surrounded by a white wooden fence. Gentle water jets create ripples in the clear blue water. Potted ferns hang from the fence, adding a touch of greenery to the tranquil space.
Home in South Side Flats
4.97 out of 5 average rating, 197 reviews

Pittsburgh's Tropicana w/ outdoor hot tub

Family owned and managed, immaculate high end, tropical inspired home located on the historic Southside. Only 3 blocks from Carson Street Close to downtown (2.8 miles) universities, sport/concert venues(3.9 miles) Keep your cars safely parked in our huge driveway with security camera! No need to drive around looking for spaces! Fantastic outdoor area with grill and jacuzzi! It's like you are in your own private little resort *Check out our other 5 star house Gorgeous Southside Slopes House*

Top guest favorite
A modern kitchen features a large, central island with seating for several guests. Equipped with stainless steel appliances, it showcases sleek cabinetry and a mosaic backsplash. Natural light filters through multiple windows, creating a bright and welcoming atmosphere for meal preparation and gatherings.
Home in Mount Washington
4.97 out of 5 average rating, 194 reviews

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

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, 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.

Top guest favorite
The kitchen features warm wood cabinetry and stylish granite countertops. A large dining table with multiple chairs is positioned in the center. Natural light is provided by a glass door leading to an outdoor space. An elegant staircase with decorative iron railings is visible in the background.
Home in South Side Flats
4.99 out of 5 average rating, 105 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.

Superhost
A rooftop patio area is shown with a wooden table surrounded by chairs, featuring colorful striped cushions. A mural depicting mountains and a sunset decorates the wall, while potted plants add greenery to the space.
Home in South Side Flats
4.81 out of 5 average rating, 174 reviews

Modern Middle of Southside Flats Home

Modern home set in the middle of the Southside Flats, but just a few streets off of East Carson to keep it calm. There is a large master bedroom and a moderate size second bedroom, 2 bathrooms, a kitchen, a dining room, an entertainment room, and the back patio. It allows easy access to East Carson or a short ride/Uber to Station Square, downtown Pittsburgh, Oakland, Shadyside, the Northshore, or Squirrel Hill. There is free parking for up to 3 days of your stay ( license plate is needed).

Guest favorite
A spacious living area features large windows that allow natural light to fill the room. A contemporary couch with colorful cushions is complemented by a patterned rug. A bicycle display adds a unique touch to the wall, while a TV is positioned on a wooden stand.
Home in Pittsburgh
4.93 out of 5 average rating, 114 reviews

City Skyline | Outside decks | Contemporary

Introducing your urban sanctuary where you can savor the mesmerizing Pittsburgh skyline! Our property has a contemporary interior, housing 4 bedrooms and 3.5 bathrooms. The open concept design connects the living room, kitchen, and dining area, creating an ideal setting for unwinding. Step outdoors to discover three levels of decks, complete with a dining area, inviting hammocks, a cozy fire table, and comfortable lounge seating, all against the backdrop of a breathtaking city skyline.

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, 446 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).

Top guest favorite
An open kitchen and living area feature wooden cabinetry and stainless-steel appliances. A central island with bar stools provides additional dining space. Natural light floods the room through windows, highlighting the raised tin ceiling and hardwood floors.
Home in South Side Flats
5.0 out of 5 average rating, 246 reviews

High-End South Side 4 Bedroom House, sleeps 15!

Newly Remodeled, Gorgeous High-End 4 Bedroom, 3 Full Bathroom entire house in the heart of Pittsburgh's historic South Side neighborhood; SLEEPS UP TO 15 PEOPLE; Pets welcome; Private/Enclosed Patio Hardwood floors, raised tin ceilings on first floor; open floor plan living room/kitchen with stainless-steel appliances, marble-counter-tops, Keurig, 70 inch TV, WiFi, Convenient 2nd floor laundry facilities,HD Televisions in every bedroom w/ Cable, Luxurious Memory Foam Beds

Guest favorite
Home in Pittsburgh
4.85 out of 5 average rating, 111 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.

Popular amenities for South Side Flats house rentals