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Our top choices for South Side vacation homes

1. 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 ¥14,695
¥32,508 total
includes taxes & fees
Nov 5 - Nov 6

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 ¥16,546
¥42,692 total
includes taxes & fees
Nov 10 - Nov 11

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 ¥16,910
¥41,329 total
includes taxes & fees
Nov 9 - Nov 10

4. 3bd 2bath House + Free Parking
3bd 2bath House + Free ParkingSouth Side Flats
7.0 out of 10, Good, (2 reviews)
The price is ¥14,892
¥60,233 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
7.0 out of 10, Good, (2 reviews)
The price is ¥18,473
¥33,042 total
includes taxes & fees
Nov 9 - Nov 10

6. Pittsburgh Pennsylvania house
Pittsburgh Pennsylvania houseSouth Side Flats
6.0 out of 10, (2 reviews)
The price is ¥17,608
¥41,893 total
includes taxes & fees
Nov 30 - Dec 1

7. City Skyline - Outside decks - Contemporary
City Skyline - Outside decks - ContemporarySouth Side Slopes
10.0 out of 10, Exceptional, (11 reviews)
The price is ¥20,241
¥68,663 total
includes taxes & fees
Nov 5 - Nov 6

8. 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 ¥15,789
¥48,546 total
includes taxes & fees
Nov 10 - Nov 11

9. 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 ¥10,658
¥22,896 total
includes taxes & fees
Nov 9 - Nov 10

10. Central 5BD Getaway - Spacious Home w/ BBQ
Central 5BD Getaway - Spacious Home w/ BBQSouth Side Flats
10.0 out of 10, Exceptional, (12 reviews)

11. 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)
The price is ¥92,217
¥122,947 total
includes taxes & fees
Nov 12 - Nov 13

12. 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 SpacesSouth Side Flats
10.0 out of 10, Exceptional, (22 reviews)

13. 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 ¥66,384
¥108,190 total
includes taxes & fees
Nov 22 - Nov 23

14. Urban Retreat with Garage on Mt. Washington
Urban Retreat with Garage on Mt. WashingtonMount Washington
9.8 out of 10, Exceptional, (100 reviews)
The price is ¥15,849
¥30,829 total
includes taxes & fees
Nov 9 - Nov 10

15. 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 ¥17,052
¥27,932 total
includes taxes & fees
Nov 5 - Nov 6

16. 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 ¥12,521
¥32,006 total
includes taxes & fees
Nov 10 - Nov 11

17. 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 ¥25,200
¥44,460 total
includes taxes & fees
Nov 28 - Nov 29

18. Free Parking★Walk Everywhere!★2 Private bathrooms!
Free Parking★Walk Everywhere!★2 Private bathrooms!North Side
9.8 out of 10, Exceptional, (49 reviews)
The price is ¥22,730
¥45,251 total
includes taxes & fees
Nov 9 - Nov 10

19. Park Free★Amazing Space★Professionally Cleaned!
Park Free★Amazing Space★Professionally Cleaned!North Side
10.0 out of 10, Exceptional, (43 reviews)
The price is ¥13,342
¥35,472 total
includes taxes & fees
Nov 5 - Nov 6

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 ¥34,218
¥75,896 total
includes taxes & fees
Nov 16 - Nov 17
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.

Top reviews in South Side

Hampton Inn & Suites Pittsburgh-Downtown
Hampton Inn & Suites Pittsburgh-DowntownDowntown Pittsburgh




































































































































