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Our top choices for South Side holiday homes

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
South Side Flats
10.0 out of 10, Exceptional, (1 review)
"The property was outstanding, nicely appointed and quite comfortable. Close to downtown without being IN downtown, thus very well-located for everywhere we needed to be. Service was excellent, our questions were answered promptly and with the right amount of detail. "
United States
Butch K.
The price is HK$684
HK$1,617 total
includes taxes & fees
14 Apr - 15 Apr
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
South Side Flats
8.0 out of 10, Very good, (11 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$298
HK$1,818 total
includes taxes & fees
14 Apr - 15 Apr
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Iron City of South Side Flats Charming 2-bedroom Unit

Iron City of South Side Flats Charming 2-bedroom Unit
South Side Flats
The price is HK$803
HK$2,177 total
includes taxes & fees
14 Apr - 15 Apr
Iron City of South Side Flats Charming 2-bedroom Unit

Steel City of South Side Flats Charming 2-Bedroom Unit

Steel City of South Side Flats Charming 2-Bedroom Unit
South Side Flats
10.0 out of 10, Exceptional, (1 review)
"Great location, appreciated off-street gated parking at residence. Unit is updated and clean with lots of modern amenities. Had a great visit, would definitely stay here again."
United States
Heather B.
The price is HK$803
HK$2,177 total
includes taxes & fees
14 Apr - 15 Apr
Steel City of South Side Flats Charming 2-Bedroom Unit

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Allentown
The price is HK$626
HK$2,081 total
includes taxes & fees
14 Apr - 15 Apr
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!

Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
South Side Slopes
10.0 out of 10, Exceptional, (16 reviews)
"My family and I had an excellent stay. The home was very nice, the host was very helpful, and the view was incredible! If you are looking for a rental that is close to everything but gives you the opportunity to get away from the busy city for some relaxation, this is your place."
United States
Jason M.
The price is HK$2,506
HK$5,262 total
includes taxes & fees
14 Apr - 15 Apr
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!

South Side Vibe! Pittsburgh's best location

South Side Vibe! Pittsburgh's best location
South Side Flats
9.6 out of 10, Exceptional, (12 reviews)
"All amenities were great and felt comfortable in home."
United States
Leonel R.
The price is HK$599
HK$1,788 total
includes taxes & fees
14 Apr - 15 Apr
South Side Vibe! Pittsburgh's best location

City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
9.6 out of 10, Exceptional, (5 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$1,013
HK$3,248 total
includes taxes & fees
14 Apr - 15 Apr
City Skyline - Outside decks - Contemporary

Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
South Side Slopes
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Rooms were comfortable and very clean. "
United States
Anonymous traveller
The price is HK$904
HK$2,557 total
includes taxes & fees
14 Apr - 15 Apr
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

Central 5BD Getaway - Spacious Home w/ BBQ

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
10.0 out of 10, Exceptional, (10 reviews)
"The hosts were very welcoming!"
United States
Chloe B.
The price is HK$1,184
HK$3,451 total
includes taxes & fees
14 Apr - 15 Apr
Central 5BD Getaway - Spacious Home w/ BBQ

NFL Draft House - Sleeps 12+ - South Side - Walk to Carson St

NFL Draft House - Sleeps 12+ - South Side - Walk to Carson St
South Side Flats
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,057
HK$3,650 total
includes taxes & fees
4 May - 5 May
NFL Draft House - Sleeps 12+ - South Side - Walk to Carson St

King Bed - BBQ & Hot Tub - Centrally Located

King Bed - BBQ & Hot Tub - Centrally Located
South Side Flats
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$1,304
HK$3,272 total
includes taxes & fees
16 Apr - 17 Apr
King Bed - BBQ & Hot Tub - Centrally Located

Cozy Centralized 3bd 2bath House w/ Free Parking

Cozy Centralized 3bd 2bath House w/ Free Parking
South Side Flats
The price is HK$620
HK$2,828 total
includes taxes & fees
15 Apr - 16 Apr
Cozy Centralized 3bd 2bath House w/ Free Parking

Cozy Cabin in the City All the comforts of home, parking, pets allowed. Sleeps 8

Cozy Cabin in the City All the comforts of home, parking, pets allowed. Sleeps 8
South Side Flats
The price is HK$1,879
HK$2,436 total
includes taxes & fees
14 Apr - 15 Apr
Cozy Cabin in the City All the comforts of home, parking, pets allowed. Sleeps 8

Hot Tub | King Bed | Games | Free Parking

Hot Tub | King Bed | Games | Free Parking
South Side Flats
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$4,346
HK$6,936 total
includes taxes & fees
30 Apr - 1 May
Hot Tub | King Bed | Games | Free Parking

Pittsburgh Pennsylvania house

Pittsburgh Pennsylvania house
South Side Flats
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$939
HK$2,186 total
includes taxes & fees
27 Apr - 28 Apr
Pittsburgh Pennsylvania house

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 Spaces
South Side Flats
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic property. Intriguing history. Great location."
United States
Kevin M.
The price is HK$2,631
HK$4,858 total
includes taxes & fees
15 Apr - 16 Apr
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

King Bed | Free Parking | BBQ | Fire pit | Arcade

King Bed | Free Parking | BBQ | Fire pit | Arcade
South Side Flats
9.8 out of 10, Exceptional, (68 reviews)
"Great spot for local entertainment and nice clean place would definitely rent again"
United States
nathan b.
The price is HK$7,330
HK$10,790 total
includes taxes & fees
22 Apr - 23 Apr
King Bed | Free Parking | BBQ | Fire pit | Arcade

The Light Room

The Light Room
McKeesport
9.6 out of 10, Exceptional, (8 reviews)
"Everything was great!!"
United States
Jason B.
The price is HK$783
HK$1,462 total
includes taxes & fees
14 Apr - 15 Apr
The Light Room

Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
Plum
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was great, and the place was just as described. Would stay again in the future!"
United States
Amanda W.
The price is HK$1,198
HK$2,128 total
includes taxes & fees
14 Apr - 15 Apr
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
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

South Side Vacation Homes information

Number of reviews
170
Accommodation
663 Vacation Homes
Lowest Price
HK$1,462
Highest Price
HK$10,790

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