Holiday houses in South Side Flats, Pittsburgh

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Top-rated holiday rentals in South Side Flats, Pittsburgh

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Guest favourite

Home in South Side Flats

4.97 out of 5 average rating, 159 reviews

New Home with an integral garage and rooftop deck!

New construction home located in the desirable Southside flats area. Home comes with an integral tandem style garage for parking (2 cars can park back to back inside the garage) You’ll love hanging outside on the rooftop deck and being able to see different views of the city of Pittsburgh! Countless restaurants, bars, and stores are within walking distance. Close drive to the PPG Arena. Short drive to PNC Park, Heinz Field, Rivers Casino, and local museums. Minutes away from downtown Pittsburgh!

16–23 Dec

$634 NZD per night

Guest favourite

Apartment in South Side Flats

4.89 out of 5 average rating, 76 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

19–26 Aug

$153 NZD per night

Guest favourite

Apartment in South Side Flats

4.95 out of 5 average rating, 126 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!

19–26 Dec

$213 NZD per night

Guest favourite

Home in South Side Flats

4.96 out of 5 average rating, 161 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.

21–28 Nov

$258 NZD per night

Superhost

Apartment in South Side Flats

4.86 out of 5 average rating, 645 reviews

South Side Flats - Central to everything!

Artfully decorated, large, and open concept 1 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.

22–29 Mar

$190 NZD per night

Guest favourite

Home in South Side Slopes

4.93 out of 5 average rating, 44 reviews

r Nicely updated Southside slopes fun views 21251b

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!

16–23 Oct

$213 NZD per night

Superhost

Apartment in South Side Flats

4.91 out of 5 average rating, 32 reviews

Trendy & Hip South Side Studio. Walk to Downtown.

Make this studio your home away from home! This recently updated place has everything you need for either a brief or extended stay in the Burgh! A fully equipped kitchen, with fridge, dishwasher, sink, 2 burner cook top, convection toaster oven, microwave, and washer dryer. A mini split keeps this studio comfortable whether it’s cooling or heating. This unit is completely private to you but located in a larger building. Easy access into Town, Station Square and South Side.

30 Jan – 6 Feb

$116 NZD per night

Guest favourite

Home in South Side Flats

4.91 out of 5 average rating, 348 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).

9–16 Nov

$239 NZD per night

Superhost

Apartment in Pittsburgh

4.87 out of 5 average rating, 278 reviews

Cozy + Modern apartment near the city!

*PLEASE BE HONEST ABOUT THE NUMBER OF GUESTS* *Pets are welcome! 🐶🐱$40 one time fee. I have a pet bed, bowls, & leash available. This bright & modern two level apartment is ideal for a stay near the city! Located in Uptown, it's on a quiet & mostly residential street near UPMC Mercy Hospital & Duquesne University - short walk to PPG Paints Arena. Clean & comfortable, you'll feel right at home in a place that makes navigating around Pittsburgh a breeze.

28 May – 4 Jun

$212 NZD per night

Guest favourite

Home in South Side Slopes

4.95 out of 5 average rating, 20 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.

6–13 Jul

$294 NZD per night

Guest favourite

Apartment in South Side Slopes

4.94 out of 5 average rating, 256 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.

2–9 Sep

$416 NZD per night

Guest favourite

Home in South Side Flats

4.93 out of 5 average rating, 109 reviews

Cheerful 3 bedroom home in the heart of SouthSide

Enjoy this 3 bedroom house located in the heart of Pittsburgh’s booming Southside!! Pittsburgh's greatest venues are so close, Heinz Field is 3.7miles, PPG Paints Area is 2.2miles, PNC Park is 4.1miles, and the famous Strip District is 3.2miles. Don’t let the city life fool you, there is plenty of space in the home for you to enjoy including a private deck in the back, and personal bar in the basement! No house parties permitted.

1–8 Jan

$296 NZD per night