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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for South Side vacation homes

Interior

1. HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
South Side Flats
9.6 out of 10, Exceptional, (5 reviews)
"The property was outstanding, nicely appointed and quite comfortable. Close to downtown without being IN downtown, thus very well-located for everywhere we needed to be. Service was excellent, our questions were answered promptly and with the right amount of detail. "
United States
Butch K.
The price is AED 313
AED 757 total
includes taxes & fees
14 Oct - 15 Oct
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
Coffee/tea maker, fridge, microwave, stovetop

2. 2 Mi to Market Sq! Row House w/ Dedicated Office

2 Mi to Market Sq! Row House w/ Dedicated Office
South Side Slopes
10.0 out of 10, Exceptional, (2 reviews)
"I was there forvsurgery and the property was perfect for convalesing."
United States
Michael V.
2 Mi to Market Sq! Row House w/ Dedicated Office
Smart TV

3. Iron City of South Side Flats Charming 2-bedroom Unit

Iron City of South Side Flats Charming 2-bedroom Unit
South Side Flats
9.8 out of 10, Exceptional, (10 reviews)
"Excellent property. Very convenient having on-site parking. Super clean, cozy, comfortable and well located. Will stay again this upcoming weekend!"
United States
Manuel M.
The price is AED 314
AED 942 total
includes taxes & fees
22 Sep - 23 Sep
Iron City of South Side Flats Charming 2-bedroom Unit
Private kitchen

4. Steel City of South Side Flats Charming 2-Bedroom Unit

Steel City of South Side Flats Charming 2-Bedroom Unit
South Side Flats
10.0 out of 10, Exceptional, (4 reviews)
"Great location, appreciated off-street gated parking at residence. Unit is updated and clean with lots of modern amenities. Had a great visit, would definitely stay here again."
United States
Heather B.
The price is AED 370
AED 1,014 total
includes taxes & fees
21 Sep - 22 Sep
Steel City of South Side Flats Charming 2-Bedroom Unit
Private kitchen

5. Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Allentown
10.0 out of 10, Exceptional, (1 review)
"Very nice place perfect for my needs."
United States
John
The price is AED 367
AED 1,025 total
includes taxes & fees
17 Sep - 18 Sep
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Coffee/tea maker, fridge, microwave, oven

6. Cozy South Side Retreat | Free Parking | Fast WiFi

Cozy South Side Retreat | Free Parking | Fast WiFi
South Side Slopes
The price is AED 305
AED 666 total
includes taxes & fees
17 Sep - 18 Sep
Cozy South Side Retreat | Free Parking | Fast WiFi
Dining

7. Cozy Centralized 3bd 2bath House w/ Free Parking

Cozy Centralized 3bd 2bath House w/ Free Parking
South Side Flats
7.0 out of 10, Good, (2 reviews)
"We had a wonderful stay and would absolutely book this property again. The home was clean, comfortable, and exactly as described, with everything we needed for a relaxing trip. The host was responsive, helpful, and made the whole experience easy from start to finish. Great location, thoughtful touches, and a smooth check-in/check-out process made this a fantastic stay. Highly recommend!"
United States
Mark W.
The price is AED 918
AED 2,137 total
includes taxes & fees
17 Sep - 18 Sep
Cozy Centralized 3bd 2bath House w/ Free Parking
Dining

8. 3-bedroom house in Southside Flats neighborhood of Pittsburgh.

3-bedroom house in Southside Flats neighborhood of Pittsburgh.
South Side Flats
7.0 out of 10, Good, (2 reviews)
"The house was very spacious! Everyone slept comfortably. The house is very conveniently located giving you the ability to access food on Carson as well as the highway."
United States
Kyle S.
The price is AED 476
AED 900 total
includes taxes & fees
21 Sep - 22 Sep
3-bedroom house in Southside Flats neighborhood of Pittsburgh.
1 bedroom, in-room safe, desk, iron/ironing board

9. Cozy Loft Studio in a Triplex, near SouthSideWorks

Cozy Loft Studio in a Triplex, near SouthSideWorks
South Side Flats
8.0 out of 10, Very good, (2 reviews)
"Great communication"
United States
Clay B.
The price is AED 248
AED 560 total
includes taxes & fees
17 Sep - 18 Sep
Cozy Loft Studio in a Triplex, near SouthSideWorks
Outdoor dining

10. Pittsburgh Pennsylvania house

Pittsburgh Pennsylvania house
South Side Flats
6.0 out of 10, (2 reviews)
"Great 3 bed, 1 bathroom place to stay in Southside Pittsburgh. One block walk to E Carson St. Be sure to bring your own bath towels and soap."
United States
Adrian C.
The price is AED 420
AED 1,016 total
includes taxes & fees
21 Sep - 22 Sep
Pittsburgh Pennsylvania house
Exterior detail

11. Central 5BD Getaway - Spacious Home w/ BBQ

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
10.0 out of 10, Exceptional, (11 reviews)
"Stayed for a guys weekend with the family, everybody was very happy with the accommodations and the proximity to restaurants and such. Phil and Dotty were two of the most gracious responsive hosts I’ve ever had the pleasure of dealing with. Would def rent again if back in Pittsburgh"
United States
Sean O.
Central 5BD Getaway - Spacious Home w/ BBQ
Property grounds

12. Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
South Side Slopes
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Rooms were comfortable and very clean. "
United States
Anonymous traveler
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
Coffee/tea maker, fridge, microwave, oven

13. King Bed | Free Parking | BBQ | Fire pit | Arcade

King Bed | Free Parking | BBQ | Fire pit | Arcade
South Side Flats
9.8 out of 10, Exceptional, (70 reviews)
"Great location and an amazing value"
United States
Tony J.
The price is AED 940
AED 1,929 total
includes taxes & fees
20 Sep - 21 Sep
King Bed | Free Parking | BBQ | Fire pit | Arcade
Property grounds

14. Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
South Side Flats
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic property. Intriguing history. Great location."
United States
Kevin M.
The price is AED 1,234
AED 2,279 total
includes taxes & fees
20 Sep - 21 Sep
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
Terrace/patio

15. Pittsburgh House with Hot Tub, Patio & Free Parking!

Pittsburgh House with Hot Tub, Patio & Free Parking!
South Side Flats
10.0 out of 10, Exceptional, (8 reviews)
"I had an excellent stay at this property and would definitely stay here again. The home was comfortable and stylish. The bedding, towels, and linens were fresh, soft, and comfortable. The neighborhood was charming, walkable, and conveniently located in relation to restaurants and other attractions. The host was also very responsive to questions."
United States
Karin
The price is AED 2,123
AED 3,130 total
includes taxes & fees
11 Oct - 12 Oct
Pittsburgh House with Hot Tub, Patio & Free Parking!
Coffee/tea maker, fridge, microwave, oven

16. Clean and comfortable 3BR home in the South Side neighborhood

Clean and comfortable 3BR home in the South Side neighborhood
South Side Slopes
10.0 out of 10, Exceptional, (44 reviews)
"This is such a cute house that is close to downtown. 10/10 would recommend this house. It was perfect for us!"
United States
Amanda R.
The price is AED 1,561
AED 2,527 total
includes taxes & fees
11 Oct - 12 Oct
Clean and comfortable 3BR home in the South Side neighborhood
Property grounds

17. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
9.8 out of 10, Exceptional, (95 reviews)
"Great place! Short walk to cool areas "
United States
David M.
The price is AED 327
AED 723 total
includes taxes & fees
21 Sep - 22 Sep
Urban Retreat with Garage on Mt. Washington
Interior

18. 1209 Ocala St Pittsburgh

1209 Ocala St Pittsburgh
North Side
10.0 out of 10, Exceptional, (42 reviews)
"The house was very cool place - lots of interesting touches, very clean and had everything we needed.The host was so easy to communicate with and provided very clear instructions, which was very important regarding the parking.The location was also perfect - easy walking distance to PNC Park, the River Trail and other landmarks.We would definitely stay here again and are already looking forward to our next visit!!"
United States
Mary B.
The price is AED 301
AED 849 total
includes taxes & fees
21 Sep - 22 Sep
1209 Ocala St Pittsburgh
Smart TV, DVD player, video library

19. Eclectic Historic Sunny Vista Home with City Views, Northshore

Eclectic Historic Sunny Vista Home with City Views, Northshore
North Side
9.6 out of 10, Exceptional, (41 reviews)
"Awesome place to stay. Clean and comfortable. Lisa was great. Easy access to public transportation downtown. We will be back again. Highly recommend this place."
United States
William G.
The price is AED 261
AED 712 total
includes taxes & fees
17 Sep - 18 Sep
Eclectic Historic Sunny Vista Home with City Views, Northshore
TV, offices

20. Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay
Carrick
9.4 out of 10, Exceptional, (32 reviews)
"we pretty much just traveled from appointments back to the house. but we were very well pleased with our accommodations"
United States
Kay K.
The price is AED 411
AED 845 total
includes taxes & fees
27 Sep - 28 Sep
Relax & Feel At Home During Your Pittsburgh Stay
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

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

10/10 Excellent
"We took advantage of off-site parking to save but loved the hotel bar and rooftop views. Would definitely stay here again!"
Debbie 2-night trip
Posted 1 hour ago
Joinery Hotel Pittsburgh, Curio Collection by Hilton

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