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Our top choices for South Side holiday rentals

1. Spacious 3BR South Side Stay. Near Downtown Pittsburgh
Spacious 3BR South Side Stay. Near Downtown PittsburghSouth Side Slopes
The price is NZ$494
includes taxes & fees
17 Nov - 18 Nov

2. 2615 Jane Down - Southside
2615 Jane Down - SouthsideSouth Side Flats
8.8 out of 10, Excellent, (5 reviews)
The price is NZ$342
includes taxes & fees
16 Nov - 17 Nov

3. The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!South Side Flats
7.0 out of 10, Good, (2 reviews)

4. 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 NZ$469
includes taxes & fees
17 Nov - 18 Nov

5. 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 NZ$482
includes taxes & fees
17 Nov - 18 Nov

6. Your Pittsburgh Home Base. 3BR for Families & Groups
Your Pittsburgh Home Base. 3BR for Families & GroupsSouth Side Slopes
8.0 out of 10, Very good, (1 review)
The price is NZ$513
includes taxes & fees
16 Nov - 17 Nov

7. 3bd 2bath House + Free Parking
3bd 2bath House + Free ParkingSouth Side Flats
7.0 out of 10, Good, (2 reviews)
The price is NZ$999
includes taxes & fees
15 Nov - 16 Nov

8. 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 NZ$430
includes taxes & fees
18 Nov - 19 Nov

9. Cozy&Modern 2Bdr Apt PIttsburgh
Cozy&Modern 2Bdr Apt PIttsburghSouth Side Flats
10.0 out of 10, Exceptional, (20 reviews)
The price is NZ$263
includes taxes & fees
15 Nov - 16 Nov

10. Pittsburgh Pennsylvania house
Pittsburgh Pennsylvania houseSouth Side Flats
6.0 out of 10, (2 reviews)
The price is NZ$458
includes taxes & fees
16 Nov - 17 Nov

11. Sleeps 10 · Walk to Carson St · BBQ & Fire Pit
Sleeps 10 · Walk to Carson St · BBQ & Fire PitSouth Side Flats
The price is NZ$677
includes taxes & fees
15 Nov - 16 Nov

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 NZ$551
includes taxes & fees
15 Nov - 16 Nov

13. Pittsburgh South Side, 6BR Group Stay, 3 Baths, Sleeps 18
Pittsburgh South Side, 6BR Group Stay, 3 Baths, Sleeps 18South Side Slopes
The price is NZ$1,010
includes taxes & fees
15 Nov - 16 Nov

14. 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 NZ$276
includes taxes & fees
16 Nov - 17 Nov

15. City Skyline - Outside decks - Contemporary
City Skyline - Outside decks - ContemporarySouth Side Slopes
10.0 out of 10, Exceptional, (12 reviews)
The price is NZ$834
includes taxes & fees
16 Nov - 17 Nov

16. King Bed | Garage Door Patio | Free Parking
King Bed | Garage Door Patio | Free ParkingSouth Side Flats
9.6 out of 10, Exceptional, (33 reviews)
The price is NZ$825
includes taxes & fees
2 Dec - 3 Dec

17. 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)
The price is NZ$637
includes taxes & fees
16 Nov - 17 Nov

18. *Historic Gem* Heart of Southside-Sleeps 10
*Historic Gem* Heart of Southside-Sleeps 10South Side Flats
8.8 out of 10, Excellent, (33 reviews)
The price is NZ$561
includes taxes & fees
16 Nov - 17 Nov

19. 4 Bedroom Beauty Spacious Home in Southside
4 Bedroom Beauty Spacious Home in SouthsideSouth Side Flats
9.0 out of 10, Wonderful, (2 reviews)
The price is NZ$765
includes taxes & fees
28 Nov - 29 Nov

20. 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 NZ$1,068
includes taxes & fees
15 Nov - 16 Nov
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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Drury Plaza Hotel Pittsburgh Downtown
Drury Plaza Hotel Pittsburgh DowntownDowntown Pittsburgh































































































