Holiday houses in South Side Flats

4.91 out of 5 average rating, 117 reviews

Home in Pittsburgh

*z 2231 1BR Southside *Sloped* Home Close to Pgh

Quirky South Side Slopes home convenient to Pittsburgh and all local attractions. This property is located in one of Pittsburgh's original industrial neighborhoods which is remaking itself into a fun vibrant community. With fun views from high above the city this neighborhood was home to many Pittsburghers who worked in the steel mills that helped build our great nation. Come get a feel for the way Pittsburghers used to live and enjoy everything Pittsburgh has to offer today, yinzer approved!

4.91 out of 5 average rating, 100 reviews

Walkable Southside Flats Fun

Within 2 blocks of all the fun the Southside has to offer. This fully equipped apartment is all yours. Sights and sounds of the city right outside your very private front door. Queen puffy lux hybrid bed, comfy living room space with room for a 3rd person on the coach. Great eat-in-kitchen. All you are missing is a dishwasher :) Laundry center provided in unit. Tub/shower combo. High speed internet, workspace desk, 2 Roku ready TVs just bring your streaming account info and call this home

4.96 out of 5 average rating, 185 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!

Top Guest favourite

Guest suite in Pittsburgh

4.98 out of 5 average rating, 241 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.

4.82 out of 5 average rating, 697 reviews

Spacious 2 Bdrm in South Side Flats

Artfully decorated, cozy, and comfortable 2 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.

4.97 out of 5 average rating, 260 reviews

Condo in Pittsburgh

Free Garage Parking | Private 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 ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home at your desk with 400mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

4.83 out of 5 average rating, 12 reviews

Modern 1-bdrm South Side Flats

Located in Pittsburgh’s vibrant Southside Flats, our cozy, modern apartment is the perfect retreat for up to two guests. Steps from UPMC facilities, South Side Works, and the Three Rivers Heritage Trail, it’s ideal for exploring the city. Approximately 3.5 miles away from Acrisure Stadium, PPG Paints Arena, and PNC Park. Enjoy amenities like Wi-Fi, streaming, and nearby paid parking. Perfect for work or play, our space combines comfort, convenience, and charm. Book your stay today!

Top Guest favourite

4.97 out of 5 average rating, 119 reviews

Grandview Ave - King Bed - Spectacular Views!

One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

4.91 out of 5 average rating, 397 reviews

Home in Pittsburgh

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).

4.93 out of 5 average rating, 43 reviews

Home in Pittsburgh

A Perfect South Side Getaway

Looking for a stylish and comfortable place for your next group trip? Look no further! Our home is the perfect blend of modern amenities and classic charm, making it the ideal spot for friends, family, or colleagues to gather and enjoy everything the city has to offer. What makes our place special? It’s all in the details. Nestled in the heart of Pittsburgh’s vibrant SouthSide, the ideal location for the city's unique blend of history, culture, and nightlife.

4.89 out of 5 average rating, 447 reviews

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

4.88 out of 5 average rating, 242 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!

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Other great holiday rentals in South Side Flats

4.89 out of 5 average rating, 9 reviews

Hotel room in Pittsburgh

Comfort at Forbes 4

JamesRating, 5 stars1 week ago

I got in late due to delays. I was tired and was having trouble getting the keys from the safe box. Isaac responded quickly and got me into the place. Really good dude 10/10

4.73 out of 5 average rating, 139 reviews

#20 Master Room King Bed+PVT Bath on Carson St.

leslieRating, 5 stars2 days ago

hi , this place is right on Carson street with restaurant, bars, cafes and pubs , it's peaceful thru the day and night. lots of options . may get little noisy on late night weekends howvers it doesn't bother much. the room is neat and just as described ans good security pin locks to pass to the room. Gus provided self explanatory instructions and responds well. thank you.

5 out of 5 average rating, 13 reviews

A cozy bright room in Pittsburgh

Tzurty Rating, 5 stars11 months ago

I had a lovely stay at Deep's place. I would highly recommend staying at his place. It felt like staying at a friend's place, he was so kind and friendly. I felt welcomed and safe. He was very responsive and communicative.

4.74 out of 5 average rating, 623 reviews

South Side Master w/ En-Suite Bath

AndyRating, 5 stars1 week ago

House was easy to find and in a nice neighborhood. Parking was not too hard to find either. Bathroom attached to bedroom was very convenient as well. Host Dolly was really friendly and helpful and really proactive with communication.

5 out of 5 average rating, 15 reviews

° Schenley Park Room - by UPMC, Pitt, CMU

SileneRating, 5 stars2 weeks ago

This is one of 4 rooms in a small town house, and is highly recommended if you are spending a few months visiting CMU, UPitt, or UPMC. I had a fantastic time staying here during a research visit to CMU. It is walking distance to CMU and the house had everything that I could need. Amy and Michael are amazing hosts and really go above and beyond to make sure their guests are not only comfortable but getting the most out of their experience.

Top Guest favourite

4.99 out of 5 average rating, 194 reviews

Pittsburgh Deutschtown City House

JareerRating, 5 stars5 days ago

Eric was courteous. respectful, his property is organized, clean and very comfortable, he is 100% a superhost and his place felt like home honestly..thumbs up Eric and well done