Pet-friendly holiday rentals in South Side Flats

NFL Draft Stay |2 BR | South Side Home | Sleeps 6

Welcome to Pittsburgh’s South Side, a lively neighborhood known for its restaurants, nightlife, and local character This multi-level home gives your group space to relax after a day exploring the city or attending the NFL Draft. Spacious 2-bedroom—sleeps up to 6 with a king bedroom, twin room, workspace in each bedroom, and a cozy patio. Walk to restaurants, bars, and local attractions while enjoying a comfortable private home for your group. Please note: the home includes stairs between floors.

Unique 4Bed/3.5 Bath Townhouse/Garage+Rooftop Deck

Welcome to this beautiful and newly improved 4 bed, 3.5 bath townhouse! This gem offers open concept living with spacious kitchen and unbeatable roof deck views. For your convenience we provide 1 car garage parking, and sleeping arrangements accommodating up to 9 guests. Located in popular South Side neighborhood of downtown Pittsburgh, you're just a short distance to all attractions the city has to offer. Great for traveling business partners who want space, family getaways, and group travelers

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!

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.

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).

Charming Home • Vibrant Neighborhood

Experience the best of both worlds in Pittsburgh's historic South Side: a peaceful retreat just moments from the city's vibrant energy. Enjoy a quiet night's rest and then step out to explore the South Side's renowned shops, restaurants, and nightlife. With easy access to Pittsburgh's major attractions, you can effortlessly discover all the city has to offer. Our professionally managed home provides a spacious and impeccably clean haven for groups, complete with complimentary parking.

Homey & Perfectly Located 3BR/2BT - Sleeps 8!

Comfortable, homey and welcoming - Our peaceful and centrally-located property is wonderful for small groups. Open concept living + amenities like a game room to help you rest, relax, and unwind. 3 bedrooms/4 beds + 2 full bathrooms to comfortably sleep 8! South Side location just a short distance to all attractions Pittsburgh has to offer, yet quiet in the evenings. Wonderful property for traveling business partners who want space, family getaways, and small group 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).

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Cozy + Modern apartment near the city!

Walk to downtown Pittsburgh in under 30 minutes! Drive down in 5-10 minutes. *Free Permit Parking* 0.5 miles - PPG Paints Arena 0.5 miles - Duquesne University 2 miles - Acrisure Stadium (Heinz Field) 1.1 miles - David L. Lawrence Convention Center *PLEASE BE HONEST ABOUT THE NUMBER OF GUESTS* Pets are welcome! 🐶🐱 This bright & modern two level apartment is ideal for a stay near the city! Located in Uptown, it's on a quiet & mostly residential street.

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

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