Vacation rentals in South Side Flats

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Top-rated vacation rentals in South Side Flats

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Guest favorite

Loft in Strip District

4.96 out of 5 average rating, 256 reviews

The Ultimate Urban Loft-A WALKABLE-Hot Property!

LOCATION -- LOCATION ..More Room..Great Views and Where All The Action Is!! This well-appointed and spacious one bedroom loft apartment is located in the heart of the cool vibe of the historic "Strip District." Within walking distance of great restaurants, coffee shops, fresh produce and lively night life. Perfect location for business travelers on week days and leisure travelers on weekends. Just minutes from Central Business District, Convention Center, Heinz Field, PNC Park and PPG Arena.

Guest favorite

Apartment in South Side Flats

4.95 out of 5 average rating, 133 reviews

Lovely South Side spacious 1 Bedroom with parking

This apartment could not be more 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!

Guest favorite

Home in South Side Flats

4.96 out of 5 average rating, 164 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

Guest suite in Highland Park

4.97 out of 5 average rating, 151 reviews

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.

Guest favorite

Home in Pittsburgh

4.9 out of 5 average rating, 198 reviews

Private unit close to Stage AE, stadium, downtown.

Our comfortable unit is walking distance to all North Shore destinations--both stadiums, Stage AE, Science Center, Aviary and even The Roxian. Ideal for couples, solo adventurers, business travelers. The subway a 10 minute walk and free to downtown and PPG Paints Arena. There's a TV, AC unit and Keurig. Provided fresh towels and toiletries. Manchester is minutes from freeways in ALL directions and just off the Great Allegheny Passage. Abundant free parking in historic Victorian district.

Guest favorite

Home in Mount Washington

4.92 out of 5 average rating, 219 reviews

e Studio Mt. Washington short walk to Grandview!

Walk to spectacular Grandview Ave views from this quirky old Mt. Washington house offering great space and many nice updates! From this location you can quickly walk to the Mon incline which offers transfers to Pittsburgh's subway system called the "T" at Station Square. You can ride the T to Heinz Field, PNC Park, Rivers Casino, PPG Paints Arena, and all the downtown Pittsburgh cultural districts. You are also very close to the University of Pittsburgh, Duquesne, and CMU. Great location!

Guest favorite

Apartment in Point Breeze

4.95 out of 5 average rating, 399 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

Guest favorite

Apartment in Downtown Pittsburgh

4.94 out of 5 average rating, 215 reviews

Gourmet Kitchen★ Park Free★ Gym ★ Views!★

Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Breville Barista Express espresso machine ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home with 400mbps fiber internet ➤ Two smart TVs Questions? Ask away!

Guest favorite

Home in South Side Flats

4.91 out of 5 average rating, 352 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

Apartment in Pittsburgh

4.99 out of 5 average rating, 146 reviews

504 Bascom Ave Serene Luxury

Nestled in the middle of an adorable community of stone cottages, this historic structure built in 1938 was the first home John Mattys built in this neighborhood. He went on to build all the houses on Mattys (named after himself) and Oceanas Avenues (named for the sisters that commissioned and lived in this duplex). Re-imagined for contemporary lifestyles, 504 Bascom is your cozy cottage but with all the amenities you deserve. I look forward to hosting you!

Guest favorite

Apartment in South Side Slopes

4.94 out of 5 average rating, 261 reviews

✨Million Dollar View ✨Spacious Studio✨‼️🌆

Million dollar view on a quiet cul de sac with free off street parking! Our studio apartment is just a few minutes from E Carson Street in the South Side with all of the shopping, food and night life you can fit into a weekend! . Its less than 10 minutes to the heart of downtown, and to all of the stadiums, universities, cultural arts venues, hospitals and more! it is a simple drive to I-376 which take you to Monroeville or Robinson within 20 minutes.

Guest favorite

Loft in Strip District

4.95 out of 5 average rating, 286 reviews

Industrial Loft w/ lots of character & light.

One bedroom loft with exposed brick walls, exposed concrete floors, high ceilings, and lots on natural light. The unit is located in the main tower with common gathering spaces and concierge. The Complex has a pool, hot tub, business office, library, coffee and tea bar, gym and pool table. Great location at the Strip District, close to Downtown, the Convention Center, and just minutes from the PNC Park, Heinz Field & PPG Paints Arena.