Vacation rentals in South Side Flats

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Top-rated vacation rentals in South Side Flats

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Guest favorite

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!

Aug 22 – 29

$354 per night

Guest favorite

Home in South Side Flats

4.97 out of 5 average rating, 161 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!

Dec 24 – 31

$273 per night

Guest favorite

Home in Mount Washington

4.89 out of 5 average rating, 292 reviews

e 2br A short walk to Grandview sleeps up to 4 fun

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!

Jan 19 – 26

$79 per night

Guest favorite

Loft in Strip District

4.96 out of 5 average rating, 252 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.

Sep 18 – 25

$124 per night

Guest favorite

Home in South Side Flats

4.97 out of 5 average rating, 312 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!

Mar 25 – Apr 1

$368 per night

Guest favorite

Apartment in South Side Flats

4.95 out of 5 average rating, 129 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!

Dec 22 – 29

$86 per night

Guest favorite

Home in South Side Flats

4.96 out of 5 average rating, 162 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.

Oct 16 – 23

$112 per night

Superhost

Apartment in South Side Flats

4.86 out of 5 average rating, 646 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.

Feb 20 – 27

$77 per night

Guest favorite

Townhouse in South Side Flats

4.95 out of 5 average rating, 126 reviews

Southside ‘Burgh - 2 off street parking spots

Beautifully updated home with a rare over-sized 2 car parking pad in Southside. Awesome view of the city from master bedroom! Living room with sleeper sofa & mounted TV; Dining room seats 8 comfortably and full Kitchen stocked with coffee & snacks for your convenience! 2nd floor bedrooms have a Queen bed and two twins plus a full bathroom. 3rd Floor Master bedroom with King bed, TV & full bath. Located a few doors down from city steps which allow for an easy walk to East Carson street!!

Oct 9 – 16

$153 per night

Guest favorite

Home in Mount Washington

4.92 out of 5 average rating, 217 reviews

e Studio Mt. Washington short walk to Grandview!

Jan 28 – Feb 4

$71 per night

Guest favorite

Home in South Side Flats

4.91 out of 5 average rating, 348 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).

Nov 25 – Dec 2

$108 per night

Superhost

Apartment 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.

May 28 – Jun 4

$90 per night