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 private hot tub is nestled in an outdoor area, surrounded by softly glowing string lights and lush potted plants. Wooden steps lead to an elevated deck, creating an inviting space for relaxation and enjoyment during any season.
Home in Pittsburgh
4.97 out of 5 average rating, 317 reviews

Gorgeous Southside slopes house w/outdoor hot tub

This family owned and managed, immaculate one of kind custom home overlooks the entire city from Mt Washington, downtown to Oakland and beyond. Enjoy a coffee/cocktail on the master bedroom balcony! Our outdoor areas are perfect for entertaining and BBQ's. Year round outdoor hottub Private driveway with security camera to park your cars, no more driving around looking for parking on city streets! 4.8 miles to Arenas 2.8 miles to Oakland Check out our other high end house "Pittsburgh’s Tropicana"

Superhost
The living room features a comfortable gray couch situated across from a wall-mounted 65” Smart TV. A coffee table rests in front, with a small shelf nearby displaying decorative items. Light brown hardwood floors create a warm atmosphere, complemented by neutral wall colors.
Home in South Side Flats
4.93 out of 5 average rating, 56 reviews

Iron 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!

Superhost
Home in South Side Flats
4.83 out of 5 average rating, 169 reviews

King Bed | Garage Door Patio | Free Parking

✓ 1 King Bed, 2 queen, 1 rollaway twin ✓ Free parking ✓ On Carson St-nightlife & entertainment district ✓ Arcade / Fire Pit / Patio ✓ White noise machines ✓ 10 mins to Acrisure, PNC Park, PPG Rank One Stays presents, Dacha, a charming urban retreat in the heart of Pittsburgh's vibrant Southside neighborhood! This hidden gem has been thoughtfully designed to capture the cozy essence of a cabin while offering all the modern amenities you crave. Book your stay today & experience it for yourself!

Top guest favorite
Apartment in Downtown Pittsburgh
4.88 out of 5 average rating, 123 reviews

Stunning King Suite |Unbeatable Downtown Location!

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

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, 208 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 living room features a comfortable leather sofa, two modern chairs, and a coffee table. A cozy fireplace is framed by light-colored tiles. Lush greenery and decorative art pieces add visual interest, while warm wooden flooring enhances the inviting atmosphere.
Home in South Side Flats
4.95 out of 5 average rating, 101 reviews

King Bed, Artist's Flat

Kick back and relax in this calm, stylish space. Enjoy the evening around the fire pit or home theatre. 4 blocks to the exciting Riverfront and Southside Works stores, parks, restaurants and bars. 10 min. to Oakland or Downtown. The home has a newly remodeled kitchen, laundry and half bath on the main level. Upstairs is a spacious bedroom with a king bed, TV room, and a full bathroom. Out back is a lovely deck and Adirondack chairs around the fire pit. Perfect for a couple or young family.

Top 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 South Side Flats
4.97 out of 5 average rating, 89 reviews

Panoramic City Views with 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 private fenced backyard is featured, showcasing a wooden deck with a fire pit at its center. Relaxing blue chairs are positioned on the deck, and a covered seating area is visible nearby. Lush greenery surrounds the perimeter, contributing to a peaceful outdoor environment.
Home in South Side Flats
4.88 out of 5 average rating, 78 reviews

House 3bed Free Parking Walk to Bars & Shops

FREE STREET PARKING for our guests. Modern luxury home located on a quiet street at one of the most vibrant neighborhoods in Pittsburgh. Walking distance to bars & restaurants, grocery stores and local coffee shops. Private fenced backyard perfect for families with kids and pets. Two floor house, sleeps 6-7 with 3 bedrooms, 2.5 baths & private backyard & a fire pit. The space 🏈 7 min drive to Stadium & Downtown I New Modern Luxury Home I Private Backyard I Fast WiFi I Fire pit

Guest favorite
Apartment in South Side Flats
4.81 out of 5 average rating, 32 reviews

Modern 1-bdrm South Side Flats

Located in Pittsburgh’s vibrant Southside Flats, our cozy, modern apartment is the perfect retreat for up to two guests. Steps from UPMC facilities, South Side Works, and the Three Rivers Heritage Trail, it’s ideal for exploring the city. Approximately 3.5 miles away from Acrisure Stadium, PPG Paints Arena, and PNC Park. Enjoy amenities like Wi-Fi, streaming, and nearby paid parking. Perfect for work or play, our space combines comfort, convenience, and charm. Book your stay today!

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 South Side Flats
4.85 out of 5 average rating, 284 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 short or long term rentals, with plenty of charm & style to 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!

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, 437 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
A cozy living space is highlighted by a ceiling fan and a wall clock. A television is positioned on a media console across from a comfortable couch. A round coffee table sits on a light area rug, with decorative items placed on top.
Apartment in South Side Flats
4.92 out of 5 average rating, 235 reviews

Convenient 1 BR With City View

Enjoy easy access to everything Pittsburgh has to offer from this cozy space with a city view! This is the third floor apartment (3 on door) Conveniently located close to downtown, public transportation, and plenty of amenities including shopping & dining. Within a 5 mile radius of all local sports arenas and concert venues. Includes 1 queen sized bed + a pull out couch for additional sleeping space. We look forward to hosting yinz!

Popular amenities for South Side Flats vacation rentals

Quick stats about vacation rentals in South Side Flats

  • Total vacation rentals

    Explore 340 vacation rentals in South Side Flats

  • Nightly prices starting at

    South Side Flats vacation rentals start at G$2,093 GYD per night before taxes and fees

  • Verified guest reviews

    Over 21,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    330 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!