South Side Holiday Rentals

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Our top choices for South Side holiday rentals

Apartment in South Side Flats

Cozy&Modern 2Bdr Apt PIttsburgh
10.0 out of 10, Exceptional, (11 reviews)
"Great spot!"
United States
Kevin D.
The price is HK$767
HK$1,041 total
includes taxes & fees
5 Mar - 6 Mar
Cozy&Modern 2Bdr Apt PIttsburgh
7.6 out of 10, Good, (10 reviews)
"Home was very comfy children enjoyed there stay I was able to relax and feel comfortable stay I would definitely book again."
United States
bonita f.
The price is HK$334
HK$1,842 total
includes taxes & fees
9 Mar - 10 Mar
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
The price is HK$657
HK$1,594 total
includes taxes & fees
2 Mar - 3 Mar
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
The price is HK$1,120
HK$2,561 total
includes taxes & fees
15 Mar - 16 Mar
Iron City of South Side Flats Charming 2-bedroom Unit

Apartment in South Side Flats

2615 Jane Down - Southside
10.0 out of 10, Exceptional, (2 reviews)
"Location was excellent. The place was very nice, we had a great time."
United States
Leah W.
The price is HK$553
HK$1,502 total
includes taxes & fees
2 Mar - 3 Mar
2615 Jane Down - Southside
10.0 out of 10, Exceptional, (1 review)
"The place was very clean and well-equipped, within walking distance of food and entertainment. Jennifer is very responsive and an excellent communicator."
United States
fady c.
The price is HK$764
HK$3,262 total
includes taxes & fees
2 Mar - 3 Mar
Modern 5BR Retreat • Multiple En Suites • Prime South Side Location • Walkable
The price is HK$1,169
HK$2,626 total
includes taxes & fees
8 Mar - 9 Mar
Steel City of South Side Flats Charming 2-Bedroom Unit

Holiday Home in South Side Flats

King Bed | Free Parking | Arcade | Fire Pit
9.8 out of 10, Exceptional, (26 reviews)
"Great location to the things we wanted to go and do We celebrated my wife’s 60 birthday "
United States
Scott A.
The price is HK$1,909
HK$3,720 total
includes taxes & fees
15 Mar - 16 Mar
King Bed | Free Parking | Arcade | Fire Pit
8.0 out of 10, Very good, (1 review)
"It was a nice and beautiful place "
United States
Alyssa B.
The price is HK$767
HK$1,354 total
includes taxes & fees
7 Mar - 8 Mar
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!

Holiday Home in South Side Flats

Central 5BD Getaway - Spacious Home w/ BBQ
10.0 out of 10, Exceptional, (10 reviews)
"Great host and property "
United States
Eric G.
The price is HK$1,183
HK$3,464 total
includes taxes & fees
2 Mar - 3 Mar
Central 5BD Getaway - Spacious Home w/ BBQ
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great. We would definitely stay here again. "
United States
Jason M.
The price is HK$1,050
HK$2,697 total
includes taxes & fees
9 Mar - 10 Mar
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
10.0 out of 10, Exceptional, (16 reviews)
"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. "
United States
Eric A.
The price is HK$2,503
HK$5,165 total
includes taxes & fees
2 Mar - 3 Mar
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!

Apartment in South Side Flats

*Historic Gem* Heart of Southside-Sleeps 10
9.2 out of 10, Wonderful, (25 reviews)
"Nice location"
United States
Shannon M.
The price is HK$1,134
HK$2,205 total
includes taxes & fees
2 Mar - 3 Mar
*Historic Gem* Heart of Southside-Sleeps 10

Holiday Home in South Side Flats

King Bed - BBQ & Hot Tub - Centrally Located
8.0 out of 10, Very good, (2 reviews)
"It was an excellent stay and a very accurate property description. "
United States
chad s.
The price is HK$1,128
HK$3,137 total
includes taxes & fees
10 Mar - 11 Mar
King Bed - BBQ & Hot Tub - Centrally Located

Holiday Home in South Side Flats

Pittsburgh Pennsylvania house
6.0 out of 10, (2 reviews)
"Great 3 bed, 1 bathroom place to stay in Southside Pittsburgh. One block walk to E Carson St. Be sure to bring your own bath towels and soap."
United States
Adrian C.
The price is HK$843
HK$2,072 total
includes taxes & fees
2 Mar - 3 Mar
Pittsburgh Pennsylvania house
The price is HK$1,433
HK$3,975 total
includes taxes & fees
3 Mar - 4 Mar
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

Holiday Home in South Side Flats

Hot Tub | King Bed | Games | Free Parking
10.0 out of 10, Exceptional, (6 reviews)
"Perfect vibes for a small girls trip. Great location. Such a fun place, thanks for the small details!"
United States
Sara P.
The price is HK$2,574
HK$4,532 total
includes taxes & fees
8 Mar - 9 Mar
Hot Tub | King Bed | Games | Free Parking

Holiday Home in South Side Slopes

City Skyline - Outside decks - Contemporary
10.0 out of 10, Exceptional, (4 reviews)
"We appreciated the way most everything was as shown in photos and loved the 4 furnished decks. The owner quickly responded to our needs and questions. Nice to have parking not on street."
United States
Deborah C.
The price is HK$1,417
HK$3,765 total
includes taxes & fees
5 Mar - 6 Mar
City Skyline - Outside decks - Contemporary
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic property. Intriguing history. Great location."
United States
Kevin M.
The price is HK$2,629
HK$4,862 total
includes taxes & fees
2 Mar - 3 Mar
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

Aparthotel in South Side Flats

Kasa South Side Pittsburgh
4.0 star property
8.2 out of 10, Very good, (106 reviews)
"Location to restaurants was great. Elevator was out of order in the parking garage the whole time and had to walk the stairs twice a day. For a week we were there."
United States
Frank
The price is HK$725
HK$1,335 total
includes taxes & fees
8 Mar - 9 Mar
Kasa South Side Pittsburgh
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

Find out more about South Side

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