Vacation rentals in Southside Slopes

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Top-rated vacation rentals in Southside Slopes

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Guest favourite
A nighttime view of Pittsburgh showcases a vibrant cityscape, with twinkling lights illuminating the skyline. The sloped foreground provides a natural boundary, creating a contrast against the urban setting. The scene captures the essence of life in a historically rich neighborhood.
Home in Pittsburgh
4.91 out of 5 average rating, 150 reviews

*y 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!

Guest favourite
The living room features a comfortable gray couch situated across from a wall-mounted 65” Smart TV. A coffee table rests in front, with a small shelf nearby displaying decorative items. Light brown hardwood floors create a warm atmosphere, complemented by neutral wall colors.
Home in Pittsburgh
4.93 out of 5 average rating, 60 reviews

Iron City of South Side Flats

This newly renovated gorgeous property with gated private parking is conveniently located in the middle of South Side. The house is everything you could want, allowing you easy access to the various neighborhoods and stadiums throughout the city, including Downtown, Oakland, PPG Arena, Acrisure Stadium, Pitt , Duquesne and more! You'll find the place cozy enough for a reset and recharge weekend, but also inspiring for gatherings and celebrations. One of the few places with gated private parking!

Top guest favourite
Apartment in Pittsburgh
4.9 out of 5 average rating, 260 reviews

Cultural District new King Suite whirlpool tub

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Top guest favourite
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, 245 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

Guest favourite
A cozy parlor is adorned with deep red walls and vintage decor. Two large velvet couches are positioned around a wooden coffee table. A vintage organ sits against one wall, complemented by a blue stained-glass light fixture overhead. Framed artwork and decorative elements enhance the unique atmosphere.
Apartment in Pittsburgh
4.94 out of 5 average rating, 108 reviews

The Weary Traveler

A haunting place for weary travelers that rests just above a curious little shop in the Allentown neighborhood of Pittsburgh. Established in 1903, the old bones of this building have a lot of magic hidden in them and the owners of The Weeping Glass have brought them back to life in this extension of their curiosity shop. Minutes from other off beat and unique businesses and a short ride to down town and the South Side. Please note that due to demand, our cancelation policy is extremely firm.

Top guest favourite
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, 211 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 favourite
Home in Pittsburgh
4.87 out of 5 average rating, 70 reviews

Convenient 1 BR close southside

Experience the best of Pittsburgh with this stylish and centrally-located home. Relax in the large bedroom with a king-size bed, enjoy the convenience of a full kitchen and soak up the plush entertainment of 2 large TVs. The Southside Flats are located .5 miles away and downtown just 2 miles away. Enjoy a hassle-free experience with no stairs within the property (There are steps to enter the house) Chore free checkout! *This is a lower unit in a duplex. The drive does involve steep hills!

Guest favourite
A private fenced backyard is featured, showcasing a wooden deck with a fire pit at its center. Relaxing blue chairs are positioned on the deck, and a covered seating area is visible nearby. Lush greenery surrounds the perimeter, contributing to a peaceful outdoor environment.
Home in Pittsburgh
4.89 out of 5 average rating, 81 reviews

House 3bed Free Parking Walk to Bars & Shops

FREE STREET PARKING for our guests. Modern luxury home located on a quiet street at one of the most vibrant neighborhoods in Pittsburgh. Walking distance to bars & restaurants, grocery stores and local coffee shops. Private fenced backyard perfect for families with kids and pets. Two floor house, sleeps 6-7 with 3 bedrooms, 2.5 baths & private backyard & a fire pit. The space 🏈 7 min drive to Stadium & Downtown I New Modern Luxury Home I Private Backyard I Fast WiFi I Fire pit

Top guest favourite
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, 444 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).

Superhost
A spacious open floor plan showcases a family room with a comfortable L-shaped couch and a coffee table. Large windows allow natural light to fill the space, while modern bar stools are positioned at a counter-height table in the kitchen area.
Home in Pittsburgh
4.88 out of 5 average rating, 82 reviews

Stylish South Side Retreat - Free Parking - 2 Bath

Enjoy a comfortable stay in Pittsburgh's historic South Side Slopes. This refreshed one-bedroom apartment offers free off-street parking, high-speed Verizon Fios WiFi, two full bathrooms, and easy access to Downtown, the South Side nightlife, universities, hospitals, and stadiums. Whether you're visiting for work, a Steelers game, a concert, or a weekend getaway, you'll be just minutes from everything Pittsburgh has to offer while enjoying a quiet neighborhood setting.

Guest favourite
Home in Pittsburgh
4.85 out of 5 average rating, 111 reviews

Large 1BR on hill close to everything in Pitt

Experience the ultimate Pittsburgh getaway at this modern and conveniently located space. Perfect for those who love the city life, this unit offers easy access to all the top attractions, restaurants, and bars in the area. Street parking. You'll be minutes away from popular areas. And the best part? There's no cleaning chore list! **Please note that the property is situated on a steep street, so guests must be comfortable with navigating hilly terrain.

Guest favourite
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, 421 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!

Popular amenities for Southside Slopes vacation rentals