
Holiday rentals with outdoor seating in South Side Flats
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Top-rated rentals with outdoor seating in South Side Flats
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

*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!

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"

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.

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!

King Bed | Free Parking | Arcade | Fire Pit
✓ 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!

Historic South Side Home • Former Convent
Experience Pittsburgh in style at this beautifully renovated former convent, nestled in the heart of the historic South Side. Perfect for family gatherings, this spacious home offers an inviting atmosphere for your Pittsburgh visit. Step outside and explore hundreds of local shops, restaurants, bars, and parks, all within easy walking distance. Centrally located with ample off-street parking. Inside, discover the charm of meticulously preserved original woodwork blended with modern amenities.

Draft Ready - City Views, Hot Tub, Parking solved!
Rare find for the NFL Draft: 6 off-street parking spots on Mt. Washington! This stylish home is close to Acrisure Stadium, North Shore Draft festivities, downtown, and Station Square. And perched above it all. After the action, unwind in the hot tub while enjoying vistas of the downtown skyline. A welcoming outdoor area (Fenced-In Yard, Fire Pit) perfect for celebrating Draft picks. Beat the traffic w/ easy access to Southside & Grandview Ave. restaurants. A unique Pittsburgh experience!

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.

Huge 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, CMU & Pitt! HUGE 2 Floor 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!

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).
Popular amenities for outdoor seating rentals in South Side Flats
House rentals with outdoor seating

Large 1BR on hill close to everything in Pitt

Seneca Place: A historic home in Mount Lebanon.

Grand on Grant

Spacious Historic Home in Uptown Mt. Lebanon

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

Rooftop View I Game Rm I Parking I Walkable Slp 14

Hilltop Bungalow Perfect for the Draft!

★2 Car off-street parking★ Outdoor dining ♥view♥
Apartment rentals with outdoor seating

Sweet Little Suite 1BR Suite Near Hospital & Park

Off St. Parking | No Stairs | Walk to Liberty Ave

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

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

Spacious, warm, private apartment near CMU /Pitt

Amazing views! Free Parking!

The Bellevue Suite *Free parking 10mins to dwntwn

Artsy Apt in Lawrenceville with deck & parking
Apartment 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
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 | £86 | £92 | £98 | £106 | £132 | £125 | £119 | £111 | £101 | £122 | £141 | £105 |
| 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 £30 per night before taxes and fees

Verified guest reviews
Over 8,070 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 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
- Fitness-friendly rentals South Side Flats
- Rentals with a firepit South Side Flats
- Flat rentals South Side Flats
- Pet-friendly rentals South Side Flats
- House rentals South Side Flats
- Rentals with a patio South Side Flats
- Townhouse rentals South Side Flats
- Rentals with a fireplace South Side Flats
- Rentals with a washing machine and dryer South Side Flats
- Family-friendly rentals South Side Flats
- Rentals with outdoor seating Pittsburgh
- Rentals with outdoor seating Allegheny County
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- Rentals with outdoor seating United States
- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Acrisure Stadium
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Raccoon Creek State Park
- Ohiopyle State Park
- National Aviary
- Kennywood
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Sri Venkateswara Temple
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Petersen Events Center
- Stage AE
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning




