
Vacation rentals with outdoor seating in South Side Flats
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Top-rated accommodations 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!

Private - Parking - King Bed - BBQ- Deck- 5 min DT
Private 2-story townhouse newly renovated in 2021. Perfect mix of modern finishes and original features. The second floor includes a fully stocked modern kitchen with coffee and breakfast bar, a spacious dining room, and a 65' cable-ready TV in the living area. Beautiful original brickwork The third floor consists of 3 bedrooms. Plenty of window light, downtown views on one end, and Mt. Washington views on the other. Outdoor deck with BBQ, private parking. Steps away from Southside Flats.

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!

Grandview Balcony w/ Stunning Skyline Views
One of the few places to stay on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled in November 2022, our place exudes Pittsburgh charm. Sit on the balcony with a beverage, or relax on the comfy couch and take in the city skyline. Cook something in our spacious kitchen, or stroll a block to Shiloh St., with 10+ bars & restaurants! The incline to Station Square is a block away, or use your vehicle (parked in our private lot). You can't beat these views!

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 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.

Spectacular Skyline Views - Luxury 2 Bedroom
Watch the city skyline buzz from the comfort of your couch or bed. This high end luxury home is located on Mt. Washington and close to everything Pittsburgh. Minutes walk to Southside, Downtown, Strip District, Heinz Field, and PPG Convention Center just to name a few. Super clean, comfortable, and cool with all of the amenities of your own home. Just bring your bag and make this home base while you're in the Burgh. Great for couples, friends, solo adventurers, and business travelers.

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).

Breathtaking View of Pittsburgh! 3bd, king suite!
Wow! Enjoy Pittsburgh’s charm at this upscale home with spectacular views of downtown, nestled on a quiet hill in an ideal location a short drive from nearby attractions. A wonderful combination of professional design and modern amenities makes this the perfect place to stay whether you're traveling for work or pleasure. 6 Min Drive to Mount Washington 9 Min Drive to Phipps Conservatory & Botanical Gardens 9 Min Drive to PNC Park
Popular amenities for South Side Flats outdoor seating rentals
House rentals with outdoor seating

Luxe 5B/2.5B | Off St. Parking | Family-Friendly

Seneca Place: A historic home in Mount Lebanon.

Garage | Patio | Restored Victorian | War Streets

Farmhouse Design + Fire Pit in Heart of Pittsburgh

Off-Street Parking, Steps to Butler St., Patio!

Eclectic Historic Sunny Vista Home with City Views

Steel City Retreat- 2 Bedroom house with Parking

Pittsburgh Retreat 3-Bedrooms and beautiful Garden
Apartment rentals with outdoor seating

A Retreat Above It All

Newly remodeled 2 bedroom apartment

Cuddys Place

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Spacious, warm, private apartment near CMU /Pitt

The Fremont Suite *Free parking, 10min to Downtown

Amazing views! Free Parking!

Betwn Walnut & Ellsworth! Sleeps4! Parking&Laundry
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

Stylish Condo: Walk to Restaurants, Coffee & Parks

Short walk to Acrisure stadium

Lovely 3 bedrooms in the middle of nature

1-bedroom for long-term rentals

Cozy, Charming & Quiet, close Downtown!
Quick stats about vacation rentals with outdoor seating in South Side Flats
Total rentals
100 properties
Nightly prices starting at
$42 CAD before taxes and fees
Total number of reviews
7.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Destinations to explore
- Fitness-friendly rentals South Side Flats
- Family-friendly rentals South Side Flats
- Apartment rentals South Side Flats
- House rentals South Side Flats
- Rentals with a fireplace South Side Flats
- Rentals with a washer and dryer South Side Flats
- Rentals with a patio South Side Flats
- Townhouse rentals South Side Flats
- Rentals with a firepit South Side Flats
- Pet-friendly 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
- Carnegie Mellon University
- Strip District
- Fallingwater
- Seven Springs Mountain Resort
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Ohiopyle State Park
- Oakmont Country Club
- Raccoon Creek State Park
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Fox Chapel Golf Club
- Carnegie Museum of Art
- Point State Park
- Narcisi Winery
- Hidden Valley Resort
- Schenley Park
- Bella Terra Vineyards
- Senator John Heinz History Center
- Children's Museum of Pittsburgh
- Cathedral of Learning
- 3 Lakes Golf Course