Vacation rentals in South Side Flats

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Top-rated vacation rentals in South Side Flats

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Guest favorite

A cozy living room is featured, with a dark couch positioned alongside a light-colored wall. A fluffy rug covers the floor, and a mounted television is visible on the wall. A round wicker chair and a small coffee table complete the welcoming atmosphere.

Apartment in Pittsburgh

4.91 out of 5 average rating, 109 reviews

Walkable Southside Flats Fun

Within 2 blocks of all the fun the Southside has to offer. This fully equipped apartment is all yours. Sights and sounds of the city right outside your very private front door. Queen puffy lux hybrid bed, comfy living room space with room for a 3rd person on the coach. Great eat-in-kitchen. All you are missing is a dishwasher :) Laundry center provided in unit. Tub/shower combo. High speed internet, workspace desk, 2 Roku ready TVs just bring your streaming account info and call this home

The compact sleeping area features a queen-size bed with crisp white linens and neatly arranged towels. A smart TV is mounted on the wall, providing viewing options. Natural light filters through the window, highlighting the soft grey walls and modern decor.

Apartment in Pittsburgh

4.59 out of 5 average rating, 108 reviews

#420 Tiny Studio Bath/Kitchen Carson St.

Hello I’m Gus I'm a Colombian that's been living in Pittsburgh for seven years now and has fallen in love with the city. I've started a new life here, but I know what it’s like to be away from home. I'm a very friendly person, love to meet new people and share experiences, I started this business trying to create a “home away from home” environment for travelers. The space is modest but inviting and I'll be happy to host you and do my best to provide you with a pleasant stay in my home. Welcome!

Guest favorite

A cozy living room area is depicted, featuring a large couch and a black coffee table. A mounted 65-inch Smart TV is visible on the wall, while a shelf showcases decorative items and toys. Light wood flooring complements the neutral wall color.

Home in Pittsburgh

4.96 out of 5 average rating, 48 reviews

Steel City of South Side Flats

This newly renovated gorgeous property with gated private parking is conveniently located in the middle of South Side. The house is everything you could want, allowing you easy access to the various neighborhoods and stadiums throughout the city, including Downtown, Oakland, PPG Arena, Acrisure Stadium, Pitt , Duquesne and more! You'll find the place cozy enough for a reset and recharge weekend, but also inspiring for gatherings and celebrations. One of the few places with gated private parking!

Guest favorite

A spacious living area features a plush sectional couch positioned around a low coffee table. Light enters through a window dressed with blinds, highlighting the patterned area rug beneath. The wall is adorned with a large clock, adding a functional element to the room.

Apartment in Pittsburgh

4.97 out of 5 average rating, 203 reviews

Lovely South Side spacious 1 Bedroom with parking

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! 4.8 guest rating required to book

Guest favorite

Private room in Pittsburgh

4.9 out of 5 average rating, 119 reviews

Little Paris-Twin Bed Room

Nice Room with a twin bed and working desk, in a charming house with a front &back porch in a quiet neighborhood. The room's tv has YTtv, and more. Only Five minutes walk to the trolley (T-Station) Fallowfield stop on the Red Line. 10 min car ride to downtown. 15 to 20 minutes away From downtown and PPG Paint arena Via trolley. 25 to 30 minutes away from Heinz Field and north shore Via trolley. 25 minutes away from Southhills village mall Via trolley. 25 minutes Car Ride to the Airport.

Superhost

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, 755 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.

A spacious living area features a large, soft sectional sofa and a glass coffee table. A flat-screen TV is positioned on an easel, and a cozy chair adds extra seating. Natural light fills the room from a large window, complementing the modern decor.

Loft in Pittsburgh

5 out of 5 average rating, 6 reviews

Breathtaking South Side Loft / 2BedR - 1 Bath

Welcome to our one-of-a-kind loft in the vibrant South Side of Pittsburgh, where history and modern style blend seamlessly. Housed in a building with a rich past dating back to 1890, this ground-floor, loft-style walk-up is not just a place to stay but a journey through time. Once a speakeasy, our loft offers guests a unique experience that combines the charm of yesteryear with the comforts of today. Immerse yourself in the unique charm of a space where history meets contemporary comfort.

Guest favorite

Private room in Pittsburgh

4.88 out of 5 average rating, 369 reviews

Cozy Row House 3rd Floor Bedroom

Conveniently located in Oakland in the historic district on Parkview Avenue. Easy access to Schenley park (1/2 mile) as well the heart of Oakland which includes places like Petersen Events Center, UPMC Carnegie Museums, Phipps Conservatory, and more. My co-host Jon lives in the house and will generally address most of your concerns during your stay. I can be reached through the app or by phone for anything else. Sorry, while pets are allowed, I can't allow cats due to allergy concerns.

Guest favorite

A welcoming living room features a blue sofa and two comfortable chairs arranged around a circular coffee table. A stone fireplace with decorative accents is the focal point, complemented by shelves displaying artistic decor. Natural light enters through the windows, enhancing the space.

Home in Pittsburgh

4.96 out of 5 average rating, 68 reviews

Stunning Views + Roof Deck | Free Parking

Your urban oasis awaits! Experience true city living in Pittsburgh's Southside Flats. This 2BR, 2.5 bath updated home with an ensuite whirlpool bath and a rooftop deck boasting panoramic city views, and a serene private back porch with awning is the perfect space to retreat after enjoying all that Pittsburgh has to offer. Open floor plan, large family kitchen, short stroll to E Carson St, walking distance to bars, restaurants and lots of things to see and do! We can't wait to host you!

Guest favorite

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

4.97 out of 5 average rating, 29 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 favorite

A modern kitchen is showcased with a central island featuring seating for three. Light wood flooring complements the white cabinetry and stone countertops. Exposed wooden beams add character, while a brick accent wall includes a sleek stove and hood, enhancing the space's contemporary feel.

Home in Pittsburgh

4.95 out of 5 average rating, 60 reviews

A Perfect South Side Getaway

Looking for a stylish and comfortable place for your next group trip? Look no further! Our home is the perfect blend of modern amenities and classic charm, making it the ideal spot for friends, family, or colleagues to gather and enjoy everything the city has to offer. What makes our place special? It’s all in the details. Nestled in the heart of Pittsburgh’s vibrant SouthSide, the ideal location for the city's unique blend of history, culture, and nightlife.

Guest favorite

The living room features bold teal walls and large windows, allowing natural light to fill the space. A comfortable gray sofa is adorned with decorative pillows, complemented by a gold coffee table atop a textured black rug. Stylish curtains frame the windows, enhancing the inviting atmosphere.

Townhouse in Pittsburgh

4.85 out of 5 average rating, 255 reviews

Colorful Southside gem! Off-street parking!

Great 2 story, 2 bedrooms apt located just a few blocks up from the South Works! Tons of shopping, restaurants, bars & coffee shops nearby! The space is bright, colorful & travel-themed. Fully outfitted for Airbnb, with lots of charm & style will make you feel right at home. 2 bedrooms feature 1 King, 1 Full & living room has 1 sofa that lays flat as a twin-sized bed, sleeping 5 comfortably! Eat-in kitchen has new appliances & seating for 4! Ideal location!