South Side Holiday Rentals

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Holiday Rentals in South Side

Kasa South Side Pittsburgh
4.0 star property
8.2 out of 10, Very good, (101)
"Clean great views hotel "
United States
Shomario
The price is AU$259
includes taxes & fees
20 Oct - 21 Oct
Kasa South Side Pittsburgh
Cozy&Modern 2Bdr Apt PIttsburgh
2.0 star property
10.0 out of 10, Exceptional, (8)
"Good location right of East Carson. Enjoyed our stay."
United States
Emma P.
The price is AU$190
includes taxes & fees
20 Oct - 21 Oct
Cozy&Modern 2Bdr Apt PIttsburgh
Walkable Studio in the Heart of Pittsburgh!
3.0 star property
Walkable Studio in the Heart of Pittsburgh!
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
7.0 out of 10, Good, (4)
"Very well organized and clean. Host was quick to communicate and helpful."
United States
Noah S.
The price is AU$373
includes taxes & fees
20 Oct - 21 Oct
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Charming 2-bedroom apartment In Pittsburgh, Southside!
4.6 out of 10, (4)
"Entry is dingy and smells badly of cat urine. Living room is smallest room and seats 2 comfortably. The kitchen is ok. Nothing special but ok. Bedrooms are large and beds are comfortable. AC units in both bedrooms worked great. Didn’t love the parking situation but nothing bad happened during the 5 night stay so may have been worried about nothing. Lots of homeless in the area and city as a whole. "
United States
Christina S.
The price is AU$514
includes taxes & fees
19 Oct - 20 Oct
Charming 2-bedroom apartment In Pittsburgh, Southside!
*Historic Gem* Heart of Southside-Sleeps 10
9.4 out of 10, Exceptional, (22)
"Property was perfect for a quick weekend visit to attend a concert at PPG arena. "
United States
Corrie W.
The price is AU$444
includes taxes & fees
19 Oct - 20 Oct
*Historic Gem* Heart of Southside-Sleeps 10
Stay Pittsburgh
2.0 star property
7.8 out of 10, Good, (194)
"Communication was perfect between myself and the property. Clean and nice for a night stay in the Pittsburgh! "
United States
Miranda
Stay Pittsburgh
Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
7.8 out of 10, Good, (26)
"Thank you Josh for helping us with our second reservation. The hotel is elegant with old school charm. The suites has washer/ dryers and full kitchen and very friendly to us bicyclists "
United States
Laurie
The price is AU$233
includes taxes & fees
4 Nov - 5 Nov
Placemakr Downtown Pittsburgh at The Pennsylvanian
Melwood Suites Unit 107 Studio
2.0 star property
9.6 out of 10, Exceptional, (35)
"Overall nice stay! "
United States
Hailey
The price is AU$208
includes taxes & fees
28 Oct - 29 Oct
Melwood Suites Unit 107 Studio
Abode Pittsburgh - Downtown Convention Center
3.5 star property
7.6 out of 10, Good, (82)
"Location nice"
United States
Qing
The price is AU$265
includes taxes & fees
27 Oct - 28 Oct
Abode Pittsburgh - Downtown Convention Center
CozySuites - William
2.0 star property
4.0 out of 10, (5)
"The apartment we rented had not been cleaned prior to our arrival. There were dirty linens, dirty handprints on doors and light switches, and when we stripped the bed linens prior to checkout there was a blood stain on the pillow. Yuck!"
United States
Don
The price is AU$282
includes taxes & fees
19 Oct - 20 Oct
CozySuites - William
Cute Downtown APT Quick Safe Walk to PPG Arena
2.0 star property
The price is AU$260
includes taxes & fees
20 Oct - 21 Oct
Cute Downtown APT Quick Safe Walk to PPG Arena
Sleek 2BR Downtown Retreat with Gym
3.5 star property
10.0 out of 10, Exceptional, (2)
"This is a great condo with fantastic views. Everything is in walking distance. I would love to stay again. Thank you!"
United States
Jacob
Sleek 2BR Downtown Retreat with Gym
CozySuites - Press House
2.0 star property
3.4 out of 10, (3)
"Nice area in downtown Pittsburg PA. It was roomy. Furniture was cheap but we understand why. "
United States
Elliott
The price is AU$300
includes taxes & fees
19 Oct - 20 Oct
CozySuites - Press House
Home away from home!!!
8.4 out of 10, Very good, (33)
"Kitchen/living room great area for us to congregate and visit"
United States
jean d.
The price is AU$1,011
includes taxes & fees
19 Oct - 20 Oct
Home away from home!!!
6 Beds Downtown Apt Very Quick Walk Everywhere
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$310
includes taxes & fees
19 Oct - 20 Oct
6 Beds Downtown Apt Very Quick Walk Everywhere
Downtown Estate! Can sleep up to 24!
10.0 out of 10, Exceptional, (1)
"Was in town for an unfortunate situation due to a family member needing an emergency surgery and was a little worried about booking a property with no reviews, but after speaking with the owner, I was put at ease and let me tell you this property is not only in a great location, but also such a beautiful property and the house even provided breakfast, pastries, and snacks as well as drinks so definitely already looking into booking another trip out to Pittsburgh just to stay here! "
United States
Elijah T.
Downtown Estate! Can sleep up to 24!
CozySuites at Lawrenceville
3.5 star property
7.4 out of 10, Good, (3)
"Great hip location walking distance to good food and cute shops. Public bus stop right next to development. Large studio suite decorated hip and modern. Great view of skyline from windows. All dishes and cookware are there if you choose to cook. Neighborhood is really nice and feels safe overall."
United States
Taylor
The price is AU$330
includes taxes & fees
19 Oct - 20 Oct
CozySuites at Lawrenceville
Charming 2-bedroom building with fitness room and AC in Clairton
The price is AU$271
includes taxes & fees
31 Oct - 1 Nov
Charming 2-bedroom building with fitness room and AC in Clairton
City Views Downtown Apt Walk Everywhere
2.0 star property
The price is AU$300
includes taxes & fees
18 Nov - 19 Nov
City Views Downtown Apt Walk Everywhere
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Side Hotel Reviews

Find out more about South Side

Everything you need to know about South Side holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Side holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

South Side holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Side holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on South Side rentals

At Expedia, we put the best South Side holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Side holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.