South Side Holiday Rentals

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Check prices for these dates

Tonight
27 Jan - 28 Jan
Tomorrow
28 Jan - 29 Jan
This weekend
31 Jan - 2 Feb
Next weekend
7 Feb - 9 Feb

Holiday Rentals in South Side

Kasa South Side Pittsburgh
Exterior

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (72)
"We had an amazing stay, unfortunately the only parking was in a parking garage and you get charged anytime your vehicle leaves so we spent a pretty penny just to get to and from. Regardless the room and building itself was nice and clean, we also enjoyed the pool! Definitely recommend!"
Kasa South Side Pittsburgh
The Josephine Villa by Luxe PGH
Blackout curtains, soundproofing, iron/ironing board, free WiFi

The Josephine Villa by Luxe PGH

3.5 star property
4.0 out of 10, (4)
"Very nice location, great view of the downtown from 4th floor. Plenty of space for the group of 10."
The Josephine Villa by Luxe PGH
Stay Pittsburgh
City view

Stay Pittsburgh

2.0 star property
7.6 out of 10, Good, (96)
"The fact it was secured and safe"
The price is S$137
includes taxes & fees
29 Jan - 30 Jan
Stay Pittsburgh
The Warhola Bloomfield
Private kitchen

The Warhola Bloomfield

4.5 star property
5.0 out of 10, (22)
"This place is incredible!! Walking distance to awesome neighborhoods, immaculately clean, comfy furniture and all amenities top-notch! I already want to plan more stays at this spot!!"
The Warhola Bloomfield
Abode Pittsburgh - Downtown Convention Center
Interior

Abode Pittsburgh - Downtown Convention Center

3.5 star property
7.6 out of 10, Good, (72)
"Perfect location if you want to experience downtown Pittsburgh. Comfortable and clean. Within walking distance of The Strip and the Train Stop. The only thing that was disappointing was that the windows weren't clean so we couldn't see outside very well. "
The price is S$218
includes taxes & fees
30 Jan - 31 Jan
Abode Pittsburgh - Downtown Convention Center
CozySuites at First Avenue
Private kitchen

CozySuites at First Avenue

3.0 star property
8.6 out of 10, Excellent, (14)
"Excellent property "
CozySuites at First Avenue
The Elliott Hotel at Highland Park
Living area

The Elliott Hotel at Highland Park

5.0 star property
4.0 out of 10, (20)
"The host Sofia was very knowledgeable! She knows her stuff!! What I needed, where I had to go, local spots. .. you name it, she new it & more"
The Elliott Hotel at Highland Park
Melwood Suites Unit 107 Studio
Free WiFi

Melwood Suites Unit 107 Studio

2.0 star property
10.0 out of 10, Exceptional, (7)
"Nice big space"
The price is S$153
includes taxes & fees
29 Jan - 30 Jan
Melwood Suites Unit 107 Studio
CozySuites Downtown Pittsburgh
Desk, laptop workspace, iron/ironing board, free WiFi

CozySuites Downtown Pittsburgh

4.0 star property
8.0 out of 10, Very good, (5)
"Very accessible to all of the downtown area, strip district, Mount Washington and opportunities for transportation to others "
CozySuites Downtown Pittsburgh
424-Apt 304
Front of property

424-Apt 304

3.5 star property
9.2 out of 10, Wonderful, (11)
"This place was really cute! There's even access to a private garage for $20/night. My only slight criticism is the beds could be more comfortable with a soft mattress topper and 4 full size pillows per queen bed"
The price is S$290
includes taxes & fees
28 Jan - 29 Jan
424-Apt 304
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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Other types of properties in South Side you may be interested in

Holiday Inn Express Hotel & Suites Pittsburgh-South Side, an IHG Hotel
Exterior

Holiday Inn Express Hotel & Suites Pittsburgh-South Side, an IHG Hotel

2.5 star property
7.2 out of 10, Good, (1004)
"Good"
The price is S$134
includes taxes & fees
2 Feb - 3 Feb
Holiday Inn Express Hotel & Suites Pittsburgh-South Side, an IHG Hotel
HYATT house Pittsburgh-South Side
Sports facility

HYATT house Pittsburgh-South Side

3.0 star property
8.8 out of 10, Excellent, (1002)
"We enjoy the layout and amenities of the room, the pool is clean and the staff are courteous. However, the breakfast is very basic and there was noisy construction going on and only one elevator working during our last stay."
The price is S$233
includes taxes & fees
2 Feb - 3 Feb
HYATT house Pittsburgh-South Side
Omni William Penn Hotel
Exterior

Omni William Penn Hotel

4.0 star property
9.0 out of 10, Wonderful, (1394)
"This was the best property that we have stayed at since Covid. "
The price is S$257
includes taxes & fees
2 Feb - 3 Feb
Omni William Penn Hotel
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.

Frequently asked questions

Are there holiday rentals in South Side?

Yes, there are holiday rentals close to the most popular sights in South Side, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say South Side has a good selection of lively bars and top-notch restaurants. The theatre scene and live music are some other things you might like to check out during your trip.

How many holiday rentals will I find in South Side?

Choose from 59 Expedia holiday rentals in South Side for a memorable holiday.

What can I see and do in South Side?

Explore the area and family-friendly sights such as Senator John Heinz Regional History Centre, or get out into nature at a spot like PNC Park. While in the area, you can also visit popular places such as PPG Paints Arena and Acrisure Stadium.

What are holiday rentals like in South Side?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Side. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.