
Vacation rentals in South Side Flats
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Top-rated vacation rentals in South Side Flats
Guests agree: these stays are highly rated for location, cleanliness, and more.

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"

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!

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!

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!

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.

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.

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!

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

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!

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!

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).

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
Stay near South Side Flats's top sights
Other great vacation rentals in South Side Flats

Elegant 2BR Downtown Pittsburgh Near Hotspots

Modern Newly Renovated Duplex 6BR/3BR Sleeps 16

Southside Gem – Patio, Smart TVs, Walk Everywhere

Allegheny River Aqua Villa

The Weary Traveler

Trendy South Side Stay w/ Backyard Patio-Sleeps 9!

*r 21252B Sleeps 6 Nicely updated Southside slopes

Cozy 1st Floor Apartment Free off-Street Parking
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!
Destinations to explore
- Rentals with a patio South Side Flats
- Fitness-friendly rentals South Side Flats
- Apartment rentals South Side Flats
- Rentals with outdoor seating South Side Flats
- Rentals with a fire pit South Side Flats
- House rentals South Side Flats
- Family-friendly rentals South Side Flats
- Townhouse rentals South Side Flats
- Rentals with a fireplace South Side Flats
- Pet-friendly rentals South Side Flats
- Rentals with a washer and dryer South Side Flats
- PNC Park
- Carnegie Mellon University
- Acrisure Stadium
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Idlewild & SoakZone
- Raccoon Creek State Park
- Sri Venkateswara Temple
- Point State Park
- Kennywood
- Petersen Events Center
- Stage AE
- Phipps Conservatory and Botanical Gardens
- Moraine State Park
- National Aviary
- Schenley Park
- Carnegie Science Center
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Senator John Heinz History Center





