Holiday rentals in Southside Slopes

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Top-rated holiday 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, 149 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!

Top guest favourite
A cozy living room area is depicted, featuring a large couch and a black coffee table. A mounted 65-inch Smart TV is visible on the wall, while a shelf showcases decorative items and toys. Light wood flooring complements the neutral wall color.
Home in Pittsburgh
4.96 out of 5 average rating, 83 reviews

Steel 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
An aerial view captures the contemporary home surrounded by lush greenery. The structure showcases a mix of wood and metal siding, with a spacious deck featuring outdoor seating and dining options, as well as a grassy area below, inviting relaxation amidst nature.
Home in Pittsburgh
4.99 out of 5 average rating, 188 reviews

Cliffside Luxury with Spectacular City Views

Amazing views, rooftop patio w/fire pit, contemporary design and furnishings are just the beginning for your amazing stay at our cliffside paradise. This architecturally stunning home offers a fully equipped kitchen, two decks to dine and relax on. Beyond its walls, you can visit the nearby Station Square shops and restaurants, 2 Inclines, Pittsburgh Zoo and PPG Aquarium, Warhol Museum, the Rivers Casino, or watch the Penguins at PPG Arena, Steelers at Heinz Field, and the Pirates at PNC Park!

Top guest favourite
Flat in Pittsburgh
4.89 out of 5 average rating, 246 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!

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.
Flat in Pittsburgh
4.93 out of 5 average rating, 106 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, 210 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.

Top guest favourite
The living room features a comfortable leather sofa, two modern chairs, and a coffee table. A cozy fireplace is framed by light-colored tiles. Lush greenery and decorative art pieces add visual interest, while warm wooden flooring enhances the inviting atmosphere.
Home in Pittsburgh
4.95 out of 5 average rating, 108 reviews

King Bed, Artist's Flat

Kick back and relax in this calm, stylish space. Enjoy the evening around the fire pit or home theatre. 4 blocks to the exciting Riverfront and Southside Works stores, parks, restaurants and bars. 10 min. to Oakland or Downtown. The home has a newly remodeled kitchen, laundry and half bath on the main level. Upstairs is a spacious bedroom with a king bed, TV room, and a full bathroom. Out back is a lovely deck and Adirondack chairs around the fire pit. Perfect for a couple or young family.

Top guest favourite
Townhouse in Pittsburgh
4.99 out of 5 average rating, 178 reviews

Private Mt Lebanon Retreat Near Airport/Downtown

Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Top guest favourite
A spacious living area features a comfortable sofa and armchair, with a large wall-mounted TV positioned nearby. Floor-to-ceiling glass doors open to a private deck, revealing lush greenery and inviting outdoor seating, creating a serene connection to nature.
Flat in Pittsburgh
4.98 out of 5 average rating, 118 reviews

Stunning PH Double King Suite w/ Rooftop Terrace

Enjoy our stunning 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

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).

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.

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