
Holiday rentals with outdoor seating in South Side Flats
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Top-rated rentals with outdoor seating in South Side Flats
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*z 2231 1BR 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!

Pittsburgh, PA - North Side
Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

New Home with an integral garage and rooftop deck!
New construction home located in the desirable Southside flats area. Home comes with an integral tandem style garage for parking (2 cars can park back to back inside the garage) You’ll love hanging outside on the rooftop deck and being able to see different views of the city of Pittsburgh! Countless restaurants, bars, and stores are within walking distance. Close drive to the PPG Arena. Short drive to PNC Park, Heinz Field, Rivers Casino, and local museums. Minutes away from downtown Pittsburgh!

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!

Groovy Retro Get-Away
With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including keurig coffee, WiFi & a smart TV for streaming.

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.

Historic Sunporch Suite
Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Cozy King Suite with Parking!
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!

*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.

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.

Grandview Ave - Great Views - Classy Retro Vibes!
One of the only furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled in August 2022, our place exudes Pittsburgh charm. Sit on the patio and enjoy a cocktail, work from home with views of the city from your desk, or relax on the couch and watch Netflix on the 65" TV. We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!
Popular amenities for outdoor seating rentals in South Side Flats
House rentals with outdoor seating

House 3bed Free Parking Walk to Bars & Shops

Entire home near Kennywood without extra fees.

Grand on Grant

Cozy & Private 2x-Unit Duplex | Sleeps 5 Guests

Cozy Farmhouse Retreat | Fire Pit | Free Parking

The View*Sleeps 6* City Home

Stunning City Views | Rooftop Deck | Free Parking

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
Apartment rentals with outdoor seating

A Retreat Above It All

Newly remodeled 2 bedroom apartment

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

Cuddys Place

Mt Washington Best View! Pittsburgh Luxe Apartment

Shadyside/Pittsburgh, Modern & Cozy 1BD w/Prkng

Amazing views! Free Parking!

Driveway Parking - Clean - Cozy
Apartment rentals with outdoor seating

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

Industrial modern 3 bedroom Shadyside home

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

Luxury Pittsburgh Grandview Ave Apt

Updated Dec. 2025: Clean, Airy & Walkable Condo

Charming 2 bedrooms in the middle of Nature

Short walk to Acrisure stadium

Lovely 3 bedrooms in the middle of nature
When is the best time to visit South Side Flats?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 SGD | $159 SGD | $169 SGD | $183 SGD | $228 SGD | $217 SGD | $207 SGD | $192 SGD | $176 SGD | $235 SGD | $205 SGD | $173 SGD |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Quick stats about holiday rentals with outdoor seating in South Side Flats

Total holiday rentals
Explore 100 holiday rentals in South Side Flats

Nightly prices starting at
South Side Flats holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 7,410 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
100 of South Side Flats holiday rentals include wifi 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
- Pet-friendly rentals South Side Flats
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- Family-friendly rentals South Side Flats
- Fitness-friendly rentals South Side Flats
- Rentals with a washing machine and dryer South Side Flats
- Rentals with a firepit South Side Flats
- Rentals with a patio South Side Flats
- Rentals with a fireplace South Side Flats
- Townhouse rentals South Side Flats
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- Rentals with outdoor seating Pittsburgh
- Rentals with outdoor seating Allegheny County
- Rentals with outdoor seating Pennsylvania
- Rentals with outdoor seating United States
- PNC Park
- Strip District
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Oakmont Country Club
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Narcisi Winery
- Schenley Park
- Senator John Heinz History Center
- Children's Museum of Pittsburgh
- Bella Terra Vineyards
- Laurel Mountain Ski Resort
- Randyland
- Cathedral of Learning




