Holiday rentals in Southside Slopes

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Top-rated holiday rentals in Southside Slopes

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Guest favourite
A cozy living room is featured, with a dark couch positioned alongside a light-colored wall. A fluffy rug covers the floor, and a mounted television is visible on the wall. A round wicker chair and a small coffee table complete the welcoming atmosphere.
Flat in Pittsburgh
4.91 out of 5 average rating, 115 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

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
4.94 out of 5 average rating, 51 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!

Guest favourite
Private room in Pittsburgh
4.87 out of 5 average rating, 630 reviews

Cozy warm lovely Squirrel Hill free park & wifi

Situated in the heart of Squirrel Hill, all sorts of dining, theater, shopping and parks are within a short safe walking distance. Explore the incredible variety of Chinese, Korean, Mexican, Jewish, Italian, Indian foods that reside in our neighborhood. CMU, Pitt, Chatham, Duquesne & Oakland are close by bus. Frick Park w/ endless trails is under a mile away. Phipps Conservatory & Schenley Park are a 7 min drive. Just over 10 min drive to The Strip, Mount Washington, Monongahela Incline.

Flat in Pittsburgh
4.71 out of 5 average rating, 180 reviews

Carey Way Quarters - Explorer's Dream Pad

Welcome to Carey Way Quarters: 1 Block from Carson Street. Discover the best of Pittsburgh from the comfort of this stylish and spacious apartment! Perfectly located in the heart of the city, you'll be just steps away from the best restaurants, bars, shops, and attractions. With plenty of natural light, high ceilings, and modern amenities, this apartment is the perfect place to unwind after a long day of exploring. And with a fully equipped kitchen, comfortable beds, and fast Wi-Fi, you'll have

Guest favourite
A modern kitchen is showcased, featuring sleek cabinetry and stainless steel appliances. Subtle light fixtures hang above the countertop, while decorative elements are neatly arranged. A spacious refrigerator and a gas stove are prominent, with a view of greenery visible through the window.
Home in Pittsburgh
4.93 out of 5 average rating, 95 reviews

Italy Charm in Southside Slopes

You’ll be transported to the winding streets of Italy. On the rooftop deck, where the cityscape unfolds, sip your morning coffee or eat dinner with the backdrop of twinkling lights. The grill, spacious cooler, outdoor sink, and seating for six creates an inviting space for relaxation. The master bedroom boasts an en-suite bathroom, with a view. Two additional bedrooms on the lower level provide extra space for guests or family. Leave your worries behind the property includes free parking nearby.

Top guest favourite
A comfortable living area is highlighted by a sectional sofa and a recliner, complementing a modern coffee table. Exposed brick walls and custom shelving add character. A large TV is mounted on the wall, and light enters the space through a window, enhancing the cozy ambiance.
Home in Pittsburgh
4.93 out of 5 average rating, 54 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!

Superhost
Private room in Pittsburgh
4.86 out of 5 average rating, 167 reviews

Oakland/University @C Modern & Stylish Private Bd

Spacious & Modern private room close to Oakland, Shadyside, Bloomfield and Friendship, steps to Universities. A modern design features a king bed, shared bathroom, working desk. Free Street Parking is available and instructions to obtain a parking pass will be provided on check in date. Please check full listing description for more details and shared amenities. Walk to grocery store, restaurants, hospitals and universities. Perfect for savvy budget travellers who deserve quality stay.

Guest favourite
The apartment's open layout features large windows with city views, allowing natural light to fill the space. A modern kitchen with stainless steel appliances is visible, along with a stylish seating area that includes a comfortable couch and a round coffee table.
Flat in Pittsburgh
4.95 out of 5 average rating, 317 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!

Superhost
The living and dining area features a modern sofa set and a dining table with chairs. A large television is positioned in front of bright windows offering views of the surrounding area. Natural light fills the space, highlighting the functional layout.
Home in Pittsburgh
4.91 out of 5 average rating, 74 reviews

*r21251b Nicely updated Southside slopes fun views

Quick Uber/lyft to everything Pittsburgh especially Carson Street fun. Great views of the Cathedral of learning and everything Oakland. You will also enjoy views of the Birmingham Bridge and the south side flats. Southside Park is right behind the property. If you enjoy nature walks Southside Park is the largest untouched nature reserve in the city. The almost famous Pittsburgh city stairs system is also accessible from our street. Come explore the Southside slopes!

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, 414 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).

Top guest favourite
Home in Pittsburgh
4.96 out of 5 average rating, 23 reviews

Larkins Way Urban Oasis

Modern, bright South Side oasis just steps from Carson St. Sleeps 8 in 2 spacious bedrooms with en suite baths plus a comfy U-shaped sofa that can sleep two (one on each arm). Enjoy vaulted ceilings with skylights, 2.5 baths, and a fully equipped kitchen. The guest bedroom includes a desk and chair for remote work. Relax on the large private deck with grill, firepit, string lights, and plenty of seating under a peach tree. Driveway parking for one and pets welcome!

Guest favourite
A spacious bed is positioned against a white wall, featuring neutral bedding and decorative pillows. Two modern bedside lamps provide soft lighting. To the left, a sleek sleeper sofa complements the minimalist design of the room.
Flat in Pittsburgh
4.84 out of 5 average rating, 250 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

Popular amenities for Southside Slopes holiday rentals