Townhouse holiday rentals in South Side Flats

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

Minimalist Townhouse with Stunning Skyline View

This townhouse is a gem in Pittsburgh! Located on a quiet street in Greenfield, it is central to everything the city has to offer. Situated on top of a hill, the skyline can be seen from the deck, and it’s breathtaking with a sunset! Walkable to Squirrel hill, less than 10 minutes driving from downtown, Shadyside, Oakland. The cohost has lived in Pittsburgh for 6 years and would be delighted to offer recommendations around the city. Meticulous cleaning standards are followed for your safety

King Bed | Amazing Location | Stunning Design

✨Modern Nordic charm in the heart of Lawrenceville!✨ Just two blocks from Butler Street, you’ll be surrounded by Pittsburgh’s best bars, restaurants, coffee shops, & patios. This art-filled 2BR home combines thoughtful design with high-speed internet, two 55” 4K TVs, and a cozy loft office. Cook in the fully stocked kitchen, stream your favorites, or unwind in a space that’s as functional as it is stylish. Recently remodeled with comfort in mind—it’s the perfect home base for work or play!

Private Mt Lebanon Retreat Near Airport/Downtown

Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Renovated Brownstone – Ideal Location for Families

Experience Pittsburgh together in our spacious townhouse, nestled in the historic and walkable Manchester neighborhood. Your family's adventure begins just steps from downtown, ad the stadiums, making this the ideal Pittsburgh base. Kids and parents will appreciate the playground and walking trails nearby. More than just a place to stay, our townhouse is your launchpad to the city's vibrant energy. Enjoy comfort, convenience, and the perfect location for your group's Pittsburgh experience.

South Side Home - Close to Downtown & Universities

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.

THE STRIP DISTRICT ** NEWLY RENOVATED ROW-HOUSE**

Built in 1890 in the Historic Strip District this newly gut renovated townhouse is located in the best and most central area in Pittsburgh. Gorgeous modern appliances and furniture welcome guest in this 2 bedroom 1.5 bathroom, with a fully finished basement as well as a private and gated backyard. The renovations were done with exquisite attention to detail and furnished with a MODERN flair. We are located minutes from Downtown and Lawrenceville. Welcome to your home away from home.

4BR Walk to Downtown, Free Parking

✨ Experience Pittsburgh in this stunning 4-level historic row home, newly remodeled for modern comfort while keeping its classic charm. Sleeps up to 12 with 2 king beds and 4 double beds, perfect for families, groups, or business stays. Enjoy a fully equipped kitchen, dedicated workspace, and a private English courtyard for relaxing. Just minutes from Downtown, PPG Paints Arena, and the Strip District—offering the perfect blend of luxury, space, and city convenience. ✨ BOOK NOW! ⭐⭐⭐⭐⭐

Spacious 3BR Retreat! Fire Pit & Free Parking!

Welcome to our cozy 3-bedroom home in the heart of South Hills! This beautifully furnished and recently renovated house offers an open-style first-floor dining and living area, perfect for relaxing, enjoying meals, or watching TV. Step out onto the newly constructed porch for some fresh air and unwind. With plenty of nearby activities and only a 15-minute drive to downtown Pittsburgh, or easy access via the light rail just across the street, you'll be perfectly situated for your stay.

Colorful Southside gem! Off-street parking!

Great 2 story, 2 bedrooms apt located just a few blocks up from the South Works! Tons of shopping, restaurants, bars & coffee shops nearby! The space is bright, colorful & travel-themed. Fully outfitted for short or long term rentals, with plenty of charm & style to make you feel right at home. 2 bedrooms feature 1 King, 1 Full & living room has 1 sofa that lays flat as a twin-sized bed, sleeping 5 comfortably! Eat-in kitchen has new appliances & seating for 4! Ideal location!

Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck

Sensational and brand spanking new! 4Bedrooms/3.5 bathrooms, GARAGE PARKING , and a wonderful roof deck to unwind and enjoy! Bedrooms consist of 2x queen beds, 1x full bed, 2x queen futons, capable of sleeping 10 comfortably. Garage parking for 1 vehicle! Grill included. Amazing South Side location just a short distance to all attractions Pittsburgh has to offer. It's a wonderful property for traveling business partners who want space, family getaways, and group travelers

Home Away From Home • Minutes to Downtown

Conveniently located just 10 minutes from downtown and within 15 minutes of major city attractions our home is the perfect for small groups looking to explore the vibrant city of Pittsburgh. With ample space for everyone to spread out and relax, our home offers a comfortable and inviting atmosphere. We offer premium amenities, including whole bean coffee, tea selection, soft towels, toiletries, and in-unit laundry (w/d) with laundry supplies provided.