
Holiday houses in South Side Flats
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Quick stats about holiday rentals in South Side Flats

Total holiday rentals
Explore 340 holiday rentals in South Side Flats

Nightly prices starting at
South Side Flats holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 19,890 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
330 of South Side Flats holiday 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!
Top-rated holiday rentals in South Side Flats
Guests agree: these stays are highly rated for location, cleanliness and more.

Amazingly Homey w/Garage + Outdoor Space! 5B/2B
Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property recently underwent a full renovation which preserved it's character & charm, but added wonderful modern amenities. Located in one of the best locations in Pittsburgh, just a short walk to the Southside Strip. The property has a lovely outdoor patio with furniture and grill. It's a wonderful property for traveling business partners who want space, families, and small groups alike

Cultural District new King Suite whirlpool tub
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!

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

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.

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

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).

Skyline Views | Rooftop & Game Room | Sleeps 8!
Stunning 2BR apt in South Side, sleeps 8. High-end kitchen, arcade room, and massive rooftop deck with panoramic views of Pitt. Ideal for families! Book now to experience best view in town! ✔ 4 Comfortable Queen Beds ✔Massive Balcony Overlooking The City ✔Fun Arcade Room With Air Hockey, Board Games, and Pac Man ✔ Fully Equipped Modern Kitchen With Amazing View Of Pittsburgh ✔ Professionally Cleaned and Sanitized ✔ Free Street Parking ✔ Free Keurig Coffee Learn more below!

Large 1BR on hill close to everything in Pitt
Experience the ultimate Pittsburgh getaway at this modern and conveniently located space. Perfect for those who love the city life, this unit offers easy access to all the top attractions, restaurants, and bars in the area. Street parking. You'll be minutes away from popular areas. And the best part? There's no cleaning chore list! **Please note that the property is situated on a steep street, so guests must be comfortable with navigating hilly terrain.

Serenity on Jane
This place is not only within walking distance to all that the SouthSide Works has to offer which includes restaurants, stores and entertainment venues, but also a nearby grocery store. You will be a short drive from other main areas of Pgh such as Downtown, Oakland, where multiple universities and hospitals are located, and the North Shore which includes our stadiums and nearby museums!

Spacious&Modern 2Bdr Apt Pittsburgh
Welcome to our modern 2-bedroom apartment, centrally located on East Carson Street in the vibrant South Side. Surrounded by shopping, dining, and entertainment, this is the perfect spot to experience the city. Downtown and the stadiums are less than 10 minutes away. The apartment features two King beds, a Full Kitchen, and a Smart Security System, ensuring a comfortable and secure stay.
Popular amenities for South Side Flats holiday rentals
Stay near South Side Flats's top sights
Other great holiday rentals in South Side Flats

South Side Gem | Elevator | Sleeps 4 | Fast Wifi

Southside Gem – Patio, Smart TVs, Walk Everywhere

Private Hot Tub & Fire Pit Near East Carson Street

Trendy 2BR Near Carson Street Pets OK

Breathtaking South Side Loft / 2BedR - 1 Bath

Steel City of South Side Flats

Peaceful home. Perfect location.

Rooftop Deck House, Skyline Views, Sleeps 8
Destinations to explore
- Rentals with a patio South Side Flats
- House rentals South Side Flats
- Fitness-friendly rentals South Side Flats
- Rentals with outdoor seating South Side Flats
- Townhouse rentals South Side Flats
- Family-friendly rentals South Side Flats
- Apartment rentals South Side Flats
- Rentals with a fire pit South Side Flats
- Rentals with a fireplace South Side Flats
- Rentals with a washing machine and dryer South Side Flats
- Pet-friendly rentals South Side Flats
- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- University Of Pittsburgh
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Ohiopyle State Park
- Idlewild & SoakZone
- Sri Venkateswara Temple
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Stage AE
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Kennywood
- Schenley Park
- Carnegie Science Center
- National Aviary
- Children's Museum of Pittsburgh
- PPG Paints Arena
- Senator John Heinz History Center





