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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)

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 ¥15,961
¥42,218 total
includes taxes & fees
Nov 18 - Nov 19

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 ¥16,249
¥42,547 total
includes taxes & fees
Nov 18 - Nov 19

4. 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 ¥21,569
¥38,252 total
includes taxes & fees
Nov 16 - Nov 17

5. 3bd 2bath House + Free Parking
3bd 2bath House + Free ParkingSouth Side Flats
7.0 out of 10, Good, (2 reviews)
The price is ¥37,945
¥88,573 total
includes taxes & fees
Nov 14 - Nov 15

6. King Bed | Garage Door Patio | Free Parking
King Bed | Garage Door Patio | Free ParkingSouth Side Flats
9.6 out of 10, Exceptional, (33 reviews)

7. Pittsburgh Pennsylvania house
Pittsburgh Pennsylvania houseSouth Side Flats
6.0 out of 10, (2 reviews)
The price is ¥16,344
¥41,134 total
includes taxes & fees
Nov 16 - Nov 17

8. Sleeps 10 · Walk to Carson St · BBQ & Fire Pit
Sleeps 10 · Walk to Carson St · BBQ & Fire PitSouth Side Flats
The price is ¥22,623
¥60,651 total
includes taxes & fees
Nov 15 - Nov 16

9. 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 ¥15,977
¥48,954 total
includes taxes & fees
Nov 15 - Nov 16

10. 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 ¥10,784
¥24,364 total
includes taxes & fees
Nov 15 - Nov 16

11. City Skyline - Outside decks - Contemporary
City Skyline - Outside decks - ContemporarySouth Side Slopes
10.0 out of 10, Exceptional, (12 reviews)
The price is ¥24,581
¥71,932 total
includes taxes & fees
Nov 16 - Nov 17

12. Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + ViewsSouth Side Slopes
10.0 out of 10, Exceptional, (7 reviews)

13. Pittsburgh Gem - 5BR - Downtown Deck View
Pittsburgh Gem - 5BR - Downtown Deck ViewSouth Side Flats
9.4 out of 10, Exceptional, (9 reviews)

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

15. 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)

16. Urban Retreat with Garage on Mt. Washington
Urban Retreat with Garage on Mt. WashingtonMount Washington
9.8 out of 10, Exceptional, (103 reviews)
The price is ¥14,220
¥30,272 total
includes taxes & fees
Nov 16 - Nov 17

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)

18. Dog-Friendly Pittsburgh Home, 3 Mi to Downtown!
Dog-Friendly Pittsburgh Home, 3 Mi to Downtown!Mount Washington
8.2 out of 10, Very good, (14 reviews)

19. 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 ¥13,421
¥33,004 total
includes taxes & fees
Nov 15 - Nov 16
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.






























































































































