
Holiday houses in Southside Slopes
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Top-rated holiday rentals in Southside Slopes
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

*y Southside *Sloped* Home Close to Pgh nice deck!
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!

Iron City of South Side Flats
This newly renovated gorgeous property with gated private parking is conveniently located in the middle of South Side. The house is everything you could want, allowing you easy access to the various neighborhoods and stadiums throughout the city, including Downtown, Oakland, PPG Arena, Acrisure Stadium, Pitt , Duquesne and more! You'll find the place cozy enough for a reset and recharge weekend, but also inspiring for gatherings and celebrations. One of the few places with gated private parking!

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!

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.

The Pittsburgh Balcony House
The Pittsburgh Balcony House Welcome to The Pittsburgh Balcony House, a 3-bedroom, 3-bath home, in a quiet Pittsburgh neighborhood. Perfect for families, friends, or business travelers. Sleeps up to 6 guests comfortably. This modern home boasts a back balcony with stunning views of the entire Pittsburgh city, an ideal spot for your Steel City getaway. Just 2.8 miles from downtown and 1 mile from the always lively East Carson Street, you’ll enjoy both tranquility and easy access to Pittsburgh.

South Side Gem | Elevator | Sleeps 4 | Fast Wifi
Welcome to your perfect stay in the heart of Pittsburgh’s vibrant South Side—located right on iconic Carson Street, where nightlife, restaurants, and city energy are just steps away. Whether you’re visiting for a Steelers game, a weekend getaway, or a longer stay, this stylish 1-bedroom apartment is designed for comfort, convenience, and experience. Stay in one of Pittsburgh’s most lively neighborhoods—walk to bars, restaurants, coffee shops, and entertainment right outside your door.

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

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).

Stylish South Side Retreat - Free Parking - 2 Bath
Enjoy a comfortable stay in Pittsburgh's historic South Side Slopes. This refreshed one-bedroom apartment offers free off-street parking, high-speed Verizon Fios WiFi, two full bathrooms, and easy access to Downtown, the South Side nightlife, universities, hospitals, and stadiums. Whether you're visiting for work, a Steelers game, a concert, or a weekend getaway, you'll be just minutes from everything Pittsburgh has to offer while enjoying a quiet neighborhood setting.

Trendy 2BR Near Carson Street Pets OK
✓ Walking distance to Carson St ✓ Pets Allowed ✓ Free parking ✓ 10 mins to Acrisure, PNC Park, PPG Rank One Stays presents Harcum, a thoughtfully designed South Side retreat offering modern comfort just moments from Pittsburgh's most popular attractions. Conveniently located near Carson Street, Downtown, Acrisure Stadium, PNC Park, and PPG Paints Arena, you'll be perfectly positioned to experience the best dining, nightlife, and entertainment the city has to offer.

Sarah Street Retreat
This Air B&B is on a residential street yet it is a minute away from a grocery store and within minutes of the popular South Side Works which includes restaurants, stores and entertainment venues. It is just a short distance to the universities and hospitals in Pittsburgh's Oakland neighborhood and also close to Downtown which includes PPG Paints Arena and Pgh's North Shore where PNC Park and Acrisure Stadium are located!
Popular amenities for Southside Slopes holiday rentals
Other great holiday rentals in Southside Slopes

*Rooftop Deck*Off Street Parking*Historic Home

Funky family home: ping pong, workspace & comfort

Cozy South Side Retreat | Free Parking | Fast WiFi

Modern 1-bdrm South Side Flats

Entire Home * Lux Master * Terraces * 4-Car

*a 2100(2) Southside slopes cool front porch

Stylish Southside 1BR | King Bed + Walkable Stay

Convenient 1 BR close southside
Destinations to explore
- Philadelphia Holiday rentals
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- Mississauga Holiday rentals
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- PNC Park
- Acrisure Stadium
- Seven Springs Mountain Resort
- Fallingwater
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Ohiopyle State Park
- Sri Venkateswara Temple
- Pittsburgh Zoo & PPG Aquarium
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Kennywood
- Schenley Park
- Carnegie Science Center
- PPG Paints Arena
- National Aviary
- Laurel Hill State Park
- McConnells Mill State Park
- Children's Museum of Pittsburgh





