Vacation rentals in South Side Flats, Pittsburgh

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Top-rated vacation rentals in South Side Flats, Pittsburgh

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Guest favorite

Home in South Side Slopes

4.9 out of 5 average rating, 105 reviews

z South Side *sloped* home close to Pittsburgh

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

Home in South Side Flats

4.9 out of 5 average rating, 108 reviews

Southside Steel Away - Entire House off Carson St.

Welcome to Pittsburgh’s Southside! Enjoy this centrally located home in the heart of one of Pittsburgh’s most desirable neighborhoods. Steps outside the front door you will enjoy artisan shops, markets, high end eateries, family friendly entertainment, breweries, bars, shopping, and so much more! This property boasts a tour through Pittsburgh’s rich history with it’s décor and style. Conveniently located to Downtown Pittsburgh, PNC Park, Acrisure Stadium, and so many more Pittsburgh attractions!

Guest favorite

Home in South Side Flats

4.98 out of 5 average rating, 160 reviews

King Bed / Free Parking / BBQ / Fire pit / Arcade

✓ King Bed ✓ Free parking ✓ Arcade / BBQ / Fire Pit / Patio ✓ On Carson St - nightlife ✓ White noise machines ✓ 10 mins to Acrisure, PNC Park, PPG 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. Our professional housekeeping & management team will make sure you have a wonderful stay every time.

Guest favorite

Home in South Side Flats

4.97 out of 5 average rating, 201 reviews

New Home with an integral garage and rooftop deck!

New construction home located in the desirable Southside flats area. Home comes with an integral tandem style garage for parking (2 cars can park back to back inside the garage) You’ll love hanging outside on the rooftop deck and being able to see different views of the city of Pittsburgh! Countless restaurants, bars, and stores are within walking distance. Close drive to the PPG Arena. Short drive to PNC Park, Heinz Field, Rivers Casino, and local museums. Minutes away from downtown Pittsburgh!

Guest favorite

Home in South Side Flats

4.99 out of 5 average rating, 158 reviews

Cliffside Contemporary 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

Townhouse in South Side Flats

4.82 out of 5 average rating, 217 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.

Guest favorite

Rental unit in South Side Flats

4.96 out of 5 average rating, 155 reviews

Lovely South Side spacious 1 Bedroom with parking

This apartment could not be more 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!

Guest favorite

Home in South Side Flats

4.95 out of 5 average rating, 177 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

Rental unit in South Side Flats

4.86 out of 5 average rating, 697 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.

Guest favorite

Rental unit in Downtown Pittsburgh

4.99 out of 5 average rating, 148 reviews

On Site Gym★ Purple Mattress ★ Park Free!

Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Purple mattress ➤ Work from home with 300mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

Guest favorite

Home in South Side Flats

4.9 out of 5 average rating, 378 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 favorite

Rental unit in South Side Slopes

4.95 out of 5 average rating, 293 reviews

✨Million Dollar View ✨Spacious Studio✨‼️🌆

Million dollar view on a quiet cul de sac with free off street parking! Our studio apartment is just a few minutes from E Carson Street in the South Side with all of the shopping, food and night life you can fit into a weekend! . Its less than 10 minutes to the heart of downtown, and to all of the stadiums, universities, cultural arts venues, hospitals and more! it is a simple drive to I-376 which take you to Monroeville or Robinson within 20 minutes.