
Holiday rentals with outdoor seating in South Side Flats
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in South Side Flats

Total holiday rentals
Explore 110 holiday rentals in South Side Flats

Nightly prices starting at
South Side Flats holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 7,740 verified reviews to help you choose

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

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
110 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 Houses with Outdoor Seating in South Side Flats
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

*y Southside *Sloped* Home Close to Pgh
Quirky South Side Slopes home convenient to Pittsburgh and all local attractions. This property is located in one of Pittsburgh's original industrial neighborhoods which is remaking itself into a fun vibrant community. With fun views from high above the city this neighborhood was home to many Pittsburghers who worked in the steel mills that helped build our great nation. Come get a feel for the way Pittsburghers used to live and enjoy everything Pittsburgh has to offer today, yinzer approved!

Cliffside Luxury 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!

Pittsburgh's Tropicana w/ outdoor hot tub
Family owned and managed, immaculate high end, tropical inspired home located on the historic Southside. Only 3 blocks from Carson Street Close to downtown (2.8 miles) universities, sport/concert venues(3.9 miles) Keep your cars safely parked in our huge driveway with security camera! No need to drive around looking for spaces! Fantastic outdoor area with grill and jacuzzi! It's like you are in your own private little resort *Check out our other 5 star house Gorgeous Southside Slopes House*

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.

Cozy King Suite Just off Walnut
In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

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.

Steel City Retro - Walk to 50+ Restaurants & Pubs
New listing of a totally renovated house, 1 block off historic East Carson Street in Pittsburgh's SouthSide, the entertainment capital of the city. Walking distance to PPG ARENA, many restaurants, shopping and more. 2.2 miles from HEINZ FIELD and the Convention Center. This is a 4 bedroom (4 twin, 2 full, 1 queen bed + sleeper sofa)/ 3 bath home. 1st floor is disability friendly and has an integral 1 car garage. NEED MORE BEDS? Try SOUTH SIDE SPACIOUS - 7 beds + 1 queen sofa + 1 futon.

*2100r Southside Slopes affordability!*
Convenient Slopes location with many updates. Not so walkable but a short Uber/lyft away from everything Pittsburgh. This space has everything you need to enjoy Pittsburgh affordably. This property features Verizon fios fiber optic high speed internet. Bring your provider passwords and stream your favorite premium stations with the Roku player. If you don’t have passwords enjoy the local stations on the 55 inch 4K TV in the family room. Perfect for bussiness travelers and nurses.

City Skyline | Outside decks | Contemporary
Introducing your urban sanctuary where you can savor the mesmerizing Pittsburgh skyline! Our property has a contemporary interior, housing 4 bedrooms and 3.5 bathrooms. The open concept design connects the living room, kitchen, and dining area, creating an ideal setting for unwinding. Step outdoors to discover three levels of decks, complete with a dining area, inviting hammocks, a cozy fire table, and comfortable lounge seating, all against the backdrop of a breathtaking city skyline.

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!

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).

South side apartment with game room
If you are looking for a hidden gem close to the restaurants, shops, and pubs of Southside, with lots of personality, this may be the place. This apartment boasts a loft game room with an air hockey table, arcade games, board games, a TV and a convertible sofa. Not included in the photos are the desk and chair in the living room, and a small deck outside the sliding glass doors of the living room. The cozy ambience of this apartment will have you feeling right at home.
Popular amenities for South Side Flats outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Large house to relax with friends and family

Seneca Place: A historic home in Mount Lebanon.

Cozy Home • Spacious • Convenient • Near Southside

HotTub/Firepit/Parking! Less than 1mi PNC Park

Pittsburgh Gem | 5BR | Downtown Deck View

Spacious Modern Home • Rooftop Deck

Hilltop Bungalow with city views!

Pittsburgh, PA - North Side
Apartment rentals with outdoor seating

A Retreat Above It All

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Pollinator’s Paradise *2BR; sleeps 7; park free!

King Bed | 2 full bath | Deck! Hip Millvale!

Cozy private unit with city view, patio, & parking

Shadyside/Central @5 Stylish&Bright Studio w/Prkg

Amazing views! Free Parking!

The Bellevue Suite *Free parking 10mins to dwntwn
Condo rentals with outdoor seating

Luxury Grandview Ave Cozy Gem (2bed/2bath)

Sleeps up to 10! Large Condo w/ 6 Beds + WIFI!

Luxury Pittsburgh Grandview Ave Apt

Clean, cozy & walkable condo w/ luxury upgrades

Charming 2 bedrooms in the middle of Nature

Short walk to Acrisure stadium

Lovely 3 bedrooms in the middle of nature

1-bedroom for long-term rentals
Destinations to explore
- Rentals with a patio South Side Flats
- Fitness-friendly rentals 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
- House rentals South Side Flats
- Rentals with outdoor seating Pittsburgh
- Rentals with outdoor seating Allegheny County
- Rentals with outdoor seating Pennsylvania
- Rentals with outdoor seating United States
- 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
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Kennywood
- Schenley Park
- National Aviary
- Carnegie Science Center
- Children's Museum of Pittsburgh
- PPG Paints Arena
- Senator John Heinz History Center





