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Our top choices for South Side vacation homes

1. Stylish South Side Retreat | Free Parking | 2 Baths | Fast WiFi
Stylish South Side Retreat | Free Parking | 2 Baths | Fast WiFiSouth Side Slopes
The price is ¥11,569
¥26,778 total
includes taxes & fees
Nov 21 - Nov 22

2. Iron City of South Side Flats Charming 2-bedroom Unit
Iron City of South Side Flats Charming 2-bedroom UnitSouth Side Flats
10.0 out of 10, Exceptional, (14 reviews)
The price is ¥16,403
¥40,834 total
includes taxes & fees
Nov 9 - Nov 10

3. Steel City of South Side Flats Charming 2-Bedroom Unit
Steel City of South Side Flats Charming 2-Bedroom UnitSouth Side Flats
10.0 out of 10, Exceptional, (5 reviews)
The price is ¥16,545
¥42,689 total
includes taxes & fees
Nov 10 - Nov 11

4. 3bd 2bath House + Free Parking
3bd 2bath House + Free ParkingSouth Side Flats
7.0 out of 10, Good, (2 reviews)
The price is ¥14,718
¥60,031 total
includes taxes & fees
Dec 1 - Dec 2

5. 3-bedroom house in Southside Flats neighborhood of Pittsburgh.
3-bedroom house in Southside Flats neighborhood of Pittsburgh.South Side Flats
8.0 out of 10, Very good, (3 reviews)
The price is ¥18,542
¥33,165 total
includes taxes & fees
Nov 9 - Nov 10

6. HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk EverywhereSouth Side Flats
9.8 out of 10, Exceptional, (6 reviews)
The price is ¥19,141
¥37,067 total
includes taxes & fees
Nov 11 - Nov 12

7. Spacious 3BR South Side Retreat | Free Parking | Sleeps 6
Spacious 3BR South Side Retreat | Free Parking | Sleeps 6South Side Slopes
The price is ¥16,640
¥38,662 total
includes taxes & fees
Nov 21 - Nov 22

8. Pittsburgh Pennsylvania house
Pittsburgh Pennsylvania houseSouth Side Flats
6.0 out of 10, (2 reviews)
The price is ¥17,433
¥41,692 total
includes taxes & fees
Nov 30 - Dec 1

9. Sleeps 10 · Walk to Carson St · BBQ & Fire Pit
Sleeps 10 · Walk to Carson St · BBQ & Fire PitSouth Side Flats
The price is ¥22,441
¥59,315 total
includes taxes & fees
Nov 9 - Nov 10

10. City Skyline - Outside decks - Contemporary
City Skyline - Outside decks - ContemporarySouth Side Slopes
10.0 out of 10, Exceptional, (11 reviews)

11. Cozy Loft Studio in a Triplex, near SouthSideWorks
Cozy Loft Studio in a Triplex, near SouthSideWorksSouth Side Flats
8.0 out of 10, Very good, (2 reviews)
The price is ¥10,697
¥22,981 total
includes taxes & fees
Nov 9 - Nov 10

12. Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban LodgeAllentown
9.8 out of 10, Exceptional, (6 reviews)
The price is ¥15,848
¥46,693 total
includes taxes & fees
Nov 9 - Nov 10

13. Central 5BD Getaway - Spacious Home w/ BBQ
Central 5BD Getaway - Spacious Home w/ BBQSouth Side Flats
10.0 out of 10, Exceptional, (12 reviews)
The price is ¥45,763
¥90,283 total
includes taxes & fees
Nov 9 - Nov 10

14. King Bed | Free Parking | BBQ | Fire pit | Arcade
King Bed | Free Parking | BBQ | Fire pit | ArcadeSouth Side Flats
9.8 out of 10, Exceptional, (71 reviews)
The price is ¥53,890
¥94,507 total
includes taxes & fees
Nov 22 - Nov 23

15. Urban Retreat with Garage on Mt. Washington
Urban Retreat with Garage on Mt. WashingtonMount Washington
9.8 out of 10, Exceptional, (101 reviews)
The price is ¥15,056
¥29,925 total
includes taxes & fees
Nov 9 - Nov 10

16. Relax & Feel At Home During Your Pittsburgh Stay
Relax & Feel At Home During Your Pittsburgh StayCarrick
9.4 out of 10, Exceptional, (32 reviews)
The price is ¥23,455
¥42,809 total
includes taxes & fees
Nov 28 - Nov 29

17. Spacious 4-BR Home – Open Concept, Deck & Parking!
Spacious 4-BR Home – Open Concept, Deck & Parking!Mount Washington
9.0 out of 10, Wonderful, (67 reviews)
The price is ¥26,625
¥52,475 total
includes taxes & fees
Nov 14 - Nov 15

18. Eclectic Historic Sunny Vista Home with City Views, Northshore
Eclectic Historic Sunny Vista Home with City Views, NorthshoreNorth Side
9.6 out of 10, Exceptional, (43 reviews)
The price is ¥12,520
¥32,004 total
includes taxes & fees
Nov 10 - Nov 11

19. Lovely Strip District loft with free parking
Lovely Strip District loft with free parkingStrip District
10.0 out of 10, Exceptional, (44 reviews)
The price is ¥17,116
¥28,206 total
includes taxes & fees
Nov 11 - Nov 12

20. By PPG,Duquesne,Mercy |Exquisite, New |Free Parkin
By PPG,Duquesne,Mercy |Exquisite, New |Free ParkinBluff
10.0 out of 10, Exceptional, (19 reviews)
The price is ¥34,216
¥72,500 total
includes taxes & fees
Nov 9 - Nov 10
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.
Learn more about South Side
Stroll along East Carson Street, where vibrant murals and eclectic shops showcase the neighborhood's artistic spirit. Catch a show at the historic Rex Theater or savor Pittsburgh's famous 'fries on sandwiches' at Primanti Bros.






































































































































