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Vacation Homes in South Side
South Side Vibe! Pittsburgh's best location
South Side Flats
9.4 out of 10, Exceptional, (8)
"It was an amazing place centerally located "
Michelle A.
$194 nightly
The price is $220
Nov 23 - Nov 24
Total with taxes and fees
City Skyline - Outside decks - Contemporary
South Side Slopes
10.0 out of 10, Exceptional, (4)
"our stay was great, the space was everything that was advertised and more. We especially loved the views of Pittsburgh constantly surrounding us. To have the four different porches was astounding. It suited us to hold us for the funeral of my brother which was why we were in Pittsburgh. I would highly recommend this spot for a big group needing a wonderful convenient spot in Pittsburgh. "
Sandy S.
$366 nightly
The price is $415
Nov 23 - Nov 24
Total with taxes and fees
King Bed | Free Parking | Arcade | Fire Pit
South Side Flats
10.0 out of 10, Exceptional, (21)
"Very comfortable"
Deanna
$344 nightly
The price is $366
Dec 1 - Dec 2
Total with taxes and fees
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
South Side Slopes
$299 nightly
The price is $338
Nov 23 - Nov 24
Total with taxes and fees
King Bed - BBQ & Hot Tub - Centrally Located
South Side Flats
8.0 out of 10, Very Good, (2)
"It was an excellent stay and a very accurate property description. "
chad s.
$288 nightly
The price is $326
Dec 2 - Dec 3
Total with taxes and fees
Hot Tub | King Bed | Games | Free Parking
South Side Flats
10.0 out of 10, Exceptional, (4)
"Perfect vibes for a small girls trip. Great location. Such a fun place, thanks for the small details!"
Sara P.
$355 nightly
The price is $378
Dec 1 - Dec 2
Total with taxes and fees
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
South Side Flats
7.8 out of 10, Good, (8)
"Tom was very communicative during the whole stay and had great recommendations! We loved the place, well situated on the South side for easy walking along Carson. Wonderful time in Pittsburgh! "
Nathan H.
$221 nightly
The price is $250
Dec 1 - Dec 2
Total with taxes and fees
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
South Side Slopes
10.0 out of 10, Exceptional, (14)
"Great stay! Very good location to get to the city and great restaurants. Amazing view! The host was very nice and great to work with. "
Eric A.
$594 nightly
The price is $672
Nov 23 - Nov 24
Total with taxes and fees
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
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
10/10 Excellent
Find out more about South Side
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