South Side Holiday Rentals

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Holiday Rentals in South Side

Kasa South Side Pittsburgh
Exterior

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (70)
"These are cute and roomy studio lodgings suitable for short or long stays. The club house would be a good place to host friends - pool table and ample sitting and TV. I found the pool and hot tub closed for maintenance and since that was one of the reasons I chose the property, I was very disappointed and refunded $50 after speaking with mgmt. Most communication is by text or calls unless you find the staff in the office during regular office hours. The room was at a very low humidity setting...
Kasa South Side Pittsburgh
Stay Pittsburgh
City view

Stay Pittsburgh

2.0 star property
7.6 out of 10, Good, (87)
"Fantastic value for the size of the accommodation! "
The price is S$153
includes taxes & fees
7 Jan - 8 Jan,2025
Stay Pittsburgh
The Warhola Bloomfield
Private kitchen

The Warhola Bloomfield

4.5 star property
5.0 out of 10, (20)
"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 price is S$189
includes taxes & fees
1 Jan - 2 Jan,2025
The Warhola Bloomfield
Abode Pittsburgh - Downtown Convention Center
Interior

Abode Pittsburgh - Downtown Convention Center

3.5 star property
7.4 out of 10, Good, (71)
"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$243
includes taxes & fees
30 Dec - 31 Dec
Abode Pittsburgh - Downtown Convention Center
CozySuites at First Avenue
Private kitchen

CozySuites at First Avenue

3.0 star property
8.2 out of 10, Very good, (12)
"SO nice! Clean and updated….excellent parking!"
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
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. 403
Front of property

424-Apt. 403

3.5 star property
9.8 out of 10, Exceptional, (20)
"Entrance is in an alley but once your in the property is great."
The price is S$328
includes taxes & fees
28 Dec - 29 Dec
424-Apt. 403
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$293
includes taxes & fees
7 Jan - 8 Jan,2025
424-Apt 304
424-Apt. 405
Front of property

424-Apt. 405

3.5 star property
9.2 out of 10, Wonderful, (10)
"All in all pretty good!"
The price is S$302
includes taxes & fees
8 Jan - 9 Jan,2025
424-Apt. 405
424-Apt. 406
Front of property

424-Apt. 406

3.5 star property
9.0 out of 10, Wonderful, (6)
"Awesome apartment in an ideal location. We loved this place. "
The price is S$314
includes taxes & fees
1 Jan - 2 Jan,2025
424-Apt. 406
424 Gold Way-Apt. 303
Exterior

424 Gold Way-Apt. 303

3.5 star property
8.6 out of 10, Excellent, (15)
"The property managers were responsive and very helpful during my stay. Thank you for accommodating my family and I "
The price is S$311
includes taxes & fees
10 Jan - 11 Jan,2025
424 Gold Way-Apt. 303
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, (1002)
"Always stay here when in towb"
The price is S$177
includes taxes & fees
1 Jan - 2 Jan,2025
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)
"The layout of the hotel room was pretty nice "
The price is S$209
includes taxes & fees
2 Jan - 3 Jan,2025
HYATT house Pittsburgh-South Side
Omni William Penn Hotel
Exterior

Omni William Penn Hotel

4.0 star property
9.0 out of 10, Wonderful, (1336)
"Nice hotel, classy."
The price is S$234
includes taxes & fees
9 Jan - 10 Jan,2025
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.