Vacation rentals in South Side Flats

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Top-rated vacation rentals in South Side Flats

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Superhost
The open-concept living area showcases a modern kitchen with sleek cabinetry and ample seating at the dining table. A comfortable brown couch with white accent pillows sits in front of a wooden coffee table, complemented by warm wood flooring and stylish decor.
Home in Pittsburgh
4.86 out of 5 average rating, 106 reviews

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

Top guest favorite
A spacious living area features a plush sectional couch positioned around a low coffee table. Light enters through a window dressed with blinds, highlighting the patterned area rug beneath. The wall is adorned with a large clock, adding a functional element to the room.
Apartment in Pittsburgh
4.97 out of 5 average rating, 232 reviews

Lovely South Side spacious 1 Bedroom with parking

Centrally located, 2 blocks from historic Carson street in the heart of the South Side. Restaurants, bars, shopping, bus transportation just outside the front door. Convenient to all Pittsburgh sports venues/theater district. Apartment is fully equipped with all kitchen amenities, a spacious bedroom and bath. New tiled shower installed January ‘23. Work space provided. A/c provided in the summer. Small on site reserved parking space makes this a rare find! 4.8 guest rating required to book

Top guest favorite
A modern kitchen features a large, central island with seating for several guests. Equipped with stainless steel appliances, it showcases sleek cabinetry and a mosaic backsplash. Natural light filters through multiple windows, creating a bright and welcoming atmosphere for meal preparation and gatherings.
Home in Pittsburgh
4.96 out of 5 average rating, 167 reviews

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

Guest favorite
A spacious living area features large windows adorned with deep red curtains, allowing natural light to filter in. Comfortable seating options include two armchairs and a plush sofa, all set around a coffee table. A colorful area rug adds warmth to the space.
Apartment in Pittsburgh
4.95 out of 5 average rating, 161 reviews

South Side Cool in the Heart of the Flats

Our home in the heart of the historic South Side Flats neighborhood, is a five minute drive to revitalized downtown Pittsburgh. Our location offers easy access to all Pittsburgh sports stadiums, the Riverfront Trail and great shopping. Only 10 minutes to all major universities and medical institutions in Oakland. Near major parks and museums. Our first floor, 5 room suite sleeps up to 4 guests with kitchen, 1.5 bathrooms, & small garden. Steps away from Pittsburgh's most exciting neighborhood!

Top guest favorite
A front porch is featured, with wooden railings and two chairs facing a small table. A large window offers a view into the interior space, while nearby siding presents a neutral tone. Greenery is noted at the base of the porch posts.
Home in Pittsburgh
4.94 out of 5 average rating, 207 reviews

UPSCALE HOME CENTRALLY LOCATED IN SOUTH SIDE FLATS

Centrally located in South Side Flats, many of the most popular S. Side restaurants & bars are a few minutes walk away. The stadiums/arenas are also only a short drive. The home has 1.5 bathrooms & 2 bedrooms (queen bed in each room plus a futon in 2nd BR). Features include air conditioning, 1st floor washer/dryer, private back patio, front porch, & kitchen basics for cooking. I can only register 1 car for parking & it's on-street parking only. There are no assigned spots; 1st come, 1st serve.

Guest favorite
Apartment in Pittsburgh
4.89 out of 5 average rating, 126 reviews

Stay Near Pittsburgh Marathon & Downtown Events

Welcome to our sleek and inviting 1-bedroom apartment in downtown Pittsburgh—perfect for Steelers fans! Enjoy being just steps from the city’s top attractions and restaurants, with Steelers Stadium only a short drive away. The unit features a thoughtfully designed living area, a fully equipped kitchen for cooking and a cozy bedroom perfect for relaxing after a day of exploring the city. Whether you're visiting for work or leisure, our unit offers a serene and central home base for your stay.

Superhost
A spacious living area features a navy blue couch and a large coffee table on a decorative area rug. Two lamps provide soft lighting, while a mirrored accent wall enhances the room's openness. The dining area is visible in the background, with a large table and chairs.
Apartment in Pittsburgh
4.85 out of 5 average rating, 791 reviews

South Side Flats - Central to everything!

Artfully decorated, large, and open concept 1 bedroom apartment in the center of the South Side Flats entertainment district. Everything you need is within steps of your front door - restaurants, grocery, and entertainment. 5 min from downtown & within 15 min to anywhere in the city. IMPORTANT: This listing is exclusively for people visiting Pittsburgh. DO NOT book with us if you live in Allegheny County without 1st receiving permission from the host, or your reservation will be cancelled.

Top guest favorite
A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.
Home in Pittsburgh
4.91 out of 5 average rating, 432 reviews

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).

Guest favorite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.93 out of 5 average rating, 401 reviews

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!

Superhost
A spacious deck features outdoor seating, including a dining table and lounge chairs. The view overlooks the skyline of downtown Pittsburgh and the surrounding lush greenery, providing a serene outdoor space for relaxation.
Home in Pittsburgh
4.88 out of 5 average rating, 186 reviews

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

Guest favorite
Home in Pittsburgh
4.97 out of 5 average rating, 221 reviews

King Bed | Free Parking | BBQ | Fire pit | Arcade

✓ King Suite w/ Private Bath on ground floor ✓ Free parking ✓ 10 mins to Acrisure, PNC Park, PPG ✓ Arcade / BBQ / Fire Pit / Patio ✓ On Carson St - nightlife ✓ White noise machines Rank One Stays presents Carson Street Manor, an elegantly designed home located in the heart of South Side on Carson Street. You’ll be within walking distance to some of the best restaurants, nightlife, & entertainment that Pittsburgh has to offer.

Guest favorite
A modern gray sectional couch is positioned against a light-colored wall. Above the couch, three framed Pittsburgh-themed prints add color. A ceiling fan is visible overhead, and a front door is seen in the background, providing natural light to the open space.
Apartment in Pittsburgh
4.89 out of 5 average rating, 318 reviews

Convenient 1BR in the South Side

Enjoy easy access to everything the city of Pittsburgh has to offer from this cozy space! This is the second floor apartment (2 on door) Conveniently close to downtown, public transportation, and plenty of amenities including shopping & dining. Within a 5 mile radius of all local sports arenas and concert venues. Includes 1 queen sized bed + a pull out couch for additional sleeping space. We look forward to hosting yinz!

Popular amenities for South Side Flats vacation rentals