House vacation rentals in South Side Flats

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!

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.

King Bed | Free Parking | Arcade | Fire Pit

✓ 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!

Modern Middle of Southside Flats Home

Modern home set in the middle of the Southside Flats, but just a few streets off of East Carson to keep it calm. There is a large master bedroom and a moderate size second bedroom, 2 bathrooms, a kitchen, a dining room, an entertainment room, and the back patio. It allows easy access to East Carson or a short ride/Uber to Station Square, downtown Pittsburgh, Oakland, Shadyside, the Northshore, or Squirrel Hill. There is free parking for up to 3 days of your stay ( license plate is needed).

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

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.

The Pitt Studio - Private entrance & parking

Welcome to Pitt Studio! This studio is located on a fully renovated basement of a 3 story house in South Oakland. This is a perfect studio for medical residents, grad students, tourists, and parents of university students who are in town for short or long-term rental. The house is located on a quiet street around families and students. The UPMC Magee Womens Hospital is 0.7 miles away, UPMC Presbyterian Hospital, 1.0 mile, and University of Pittsburgh Cathedral of Learning is 1.2 miles.

Skyline Views ★ Stunning Balconies ★ Luxe Home!

Jaw-dropping views are visible from balconies and bedrooms - wake up and fall asleep to the best skyline in the US! You have to see the view to believe it - walk out onto one of two balconies and say woah! Our ~4k sq ft home is perfect for groups, with loads of amenities - 120" theater screen, a huge, stocked kitchen, off-street parking, jacuzzi tub, game room, massive leather couch, EV charger, two full & two half baths, four bedrooms, and more! This place is one you shouldn't pass up.