Holiday rentals in South Side Flats

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Top-rated holiday rentals in South Side Flats

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Guest favourite

Home in South Side Flats

4.97 out of 5 average rating, 164 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 favourite

Home in South Side Flats

4.99 out of 5 average rating, 143 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 favourite

Loft in Strip District

4.96 out of 5 average rating, 254 reviews

The Ultimate Urban Loft-A WALKABLE-Hot Property!

LOCATION -- LOCATION ..More Room..Great Views and Where All The Action Is!! This well-appointed and spacious one bedroom loft apartment is located in the heart of the cool vibe of the historic "Strip District." Within walking distance of great restaurants, coffee shops, fresh produce and lively night life. Perfect location for business travelers on week days and leisure travelers on weekends. Just minutes from Central Business District, Convention Center, Heinz Field, PNC Park and PPG Arena.

Guest favourite

Home in South Side Flats

4.97 out of 5 average rating, 313 reviews

Spacious Modern Home • Rooftop Deck

Enjoy a quiet night's rest just steps away from the city’s best shops, restaurants, and nightlife in the historic South Side neighborhood. Walk to Pittsburgh’s major attractions or take advantage of our public transport options and Great Allegheny Passage (GAP) trail to explore the city. Our professionally managed home accommodates groups, has a free parking garage, and is spacious and clean. Weekday special rates available for smaller groups. You will love your comfortable home away from home!

Guest favourite

Flat in South Side Flats

4.95 out of 5 average rating, 132 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 favourite

Home in South Side Flats

4.96 out of 5 average rating, 163 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

Flat in South Side Flats

4.86 out of 5 average rating, 648 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 favourite

Home in Mount Washington

4.92 out of 5 average rating, 218 reviews

e Studio Mt. Washington short walk to Grandview!

Walk to spectacular Grandview Ave views from this quirky old Mt. Washington house offering great space and many nice updates! From this location you can quickly walk to the Mon incline which offers transfers to Pittsburgh's subway system called the "T" at Station Square. You can ride the T to Heinz Field, PNC Park, Rivers Casino, PPG Paints Arena, and all the downtown Pittsburgh cultural districts. You are also very close to the University of Pittsburgh, Duquesne, and CMU. Great location!

Guest favourite

Home in Squirrel Hill South

4.92 out of 5 average rating, 265 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Guest favourite

Home in South Side Flats

4.91 out of 5 average rating, 349 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

Flat in Pittsburgh

4.87 out of 5 average rating, 281 reviews

Cozy + Modern apartment near the city!

*PLEASE BE HONEST ABOUT THE NUMBER OF GUESTS* *Pets are welcome! 🐶🐱$40 one time fee. I have a pet bed, bowls, & leash available. 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 near UPMC Mercy Hospital & Duquesne University - short walk to PPG Paints Arena. Clean & comfortable, you'll feel right at home in a place that makes navigating around Pittsburgh a breeze.

Guest favourite

Flat in South Side Slopes

4.94 out of 5 average rating, 258 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.