Townhome vacation rentals in South Side Flats

Walking Distance to PPG Paint - 3Bedroom Townhouse

This professionally furnished 3-bedroom townhome reflects a modern, luxury lifestyle within walking distance from PPG Paints Arena, Downtown, and more. Perfect for a visiting executive or family and friends looking to enjoy PGH together! • Duquesne University/Mercy Hospital (3 mins) • PPG Paints Arena (4 mins) • Downtown PGH (5 mins) • University of Pittsburgh (6 mins) • Heinz Field/PNC Park/River Casino (7 mins) • University of Pittsburgh (6 mins) • Pittsburgh International Airport (22 mins)

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!

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.

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.

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!

Small house in a big world

100+ year old house always pertained to same family. The owners trusted we would continue caring for the little house, and so we do. We fell for the view, for the history, for the dreams the house once hosted, and think the little house has vast room for other dreams that go to the horizon, a wonderland. We are proud of being a part of the come back of the neighborhood, and thank our neighbors for their magnificent friendship, and God for blessing the encounters to come.

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

Mt Washington Townhouse (A Grand View)

Enjoy the phenomenal view from the Living room, Deck & Master Bedroom! Stroll down the block to enjoy some of Mt Washington's best restaurants & overlooks. Take the Duquesne Incline down the hill to enjoy a short walk to the North Shore (Heinz Field, PNC Park or Stage A&E) or ride one of the Gateway Clipper boats to your destination. An inexpensive Uber ride gets you back to Mt Washington to enjoy a nightcap with one of the greatest views Pittsburgh has to offer!

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Retro Rowhouse, Corner Little House, Lawrenceville

Looking for a fun getaway weekend in Pittsburgh ? This unique triangular row house in Lawrenceville with mid century decor and cozy urban patio is an easy walk to to great restaurants and shops on Butler St. and Penn Ave. and to Children's Hospital . Also close to the Strip District and downtown Pittsburgh. The row house is a warm, intimate space for singles or couples . Also 10 minute drive to Point Park and 2026 NFL Draft April 23-26!