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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 Everywhere
South Side Flats
9.8 out of 10, Exceptional, (6 reviews)
"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 AED 341
AED 753 total
includes taxes & fees
5 Nov - 6 Nov
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

2. Iron City of South Side Flats Charming 2-bedroom Unit

Iron City of South Side Flats Charming 2-bedroom Unit
South Side Flats
10.0 out of 10, Exceptional, (14 reviews)
"Excellent property. Very convenient having on-site parking. Super clean, cozy, comfortable and well located. Will stay again this upcoming weekend!"
United States
Manuel M.
The price is AED 383
AED 989 total
includes taxes & fees
10 Nov - 11 Nov
Iron City of South Side Flats Charming 2-bedroom Unit

3. 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, (5 reviews)
"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 AED 393
AED 961 total
includes taxes & fees
9 Nov - 10 Nov
Steel City of South Side Flats Charming 2-Bedroom Unit

4. 3bd 2bath House + Free Parking

3bd 2bath House + Free Parking
South Side Flats
7.0 out of 10, Good, (2 reviews)
"We had a wonderful stay and would absolutely book this property again. The home was clean, comfortable, and exactly as described, with everything we needed for a relaxing trip. The host was responsive, helpful, and made the whole experience easy from start to finish. Great location, thoughtful touches, and a smooth check-in/check-out process made this a fantastic stay. Highly recommend!"
United States
Mark W.
The price is AED 345
AED 1,396 total
includes taxes & fees
1 Dec - 2 Dec
3bd 2bath House + Free Parking

5. 3-bedroom house in Southside Flats neighborhood of Pittsburgh.

3-bedroom house in Southside Flats neighborhood of Pittsburgh.
South Side Flats
7.0 out of 10, Good, (2 reviews)
"The house was very spacious! Everyone slept comfortably. The house is very conveniently located giving you the ability to access food on Carson as well as the highway."
United States
Kyle S.
The price is AED 430
AED 804 total
includes taxes & fees
5 Nov - 6 Nov
3-bedroom house in Southside Flats neighborhood of Pittsburgh.

6. 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 AED 408
AED 971 total
includes taxes & fees
30 Nov - 1 Dec
Pittsburgh Pennsylvania house

7. City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay in this beautiful home! The host was super responsive and helpful. The home is spacious and well kept with amazing views of the city. The cherry on top was the driveway/parking area that accommodated our five vehicles. Great choice for our family get together!"
United States
Mary H.
City Skyline - Outside decks - Contemporary

8. Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Allentown
9.8 out of 10, Exceptional, (6 reviews)
"Very nice place perfect for my needs."
United States
John
The price is AED 367
AED 1,125 total
includes taxes & fees
8 Nov - 9 Nov
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

9. Cozy Loft Studio in a Triplex, near SouthSideWorks

Cozy Loft Studio in a Triplex, near SouthSideWorks
South Side Flats
8.0 out of 10, Very good, (2 reviews)
"Great communication"
United States
Clay B.
The price is AED 248
AED 560 total
includes taxes & fees
7 Nov - 8 Nov
Cozy Loft Studio in a Triplex, near SouthSideWorks

10. Central 5BD Getaway - Spacious Home w/ BBQ

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
10.0 out of 10, Exceptional, (12 reviews)
"Great host and property "
United States
Eric G.
Central 5BD Getaway - Spacious Home w/ BBQ

11. Pittsburgh House with Hot Tub, Patio & Free Parking!

Pittsburgh House with Hot Tub, Patio & Free Parking!
South Side Flats
10.0 out of 10, Exceptional, (8 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 AED 2,284
AED 3,000 total
includes taxes & fees
12 Nov - 13 Nov
Pittsburgh House with Hot Tub, Patio & Free Parking!

12. 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, (22 reviews)
"Terrific stay at this South Side place! Cortney was super easy to work with and had great communication! Every detail in the home was very thought out; the rooms were clean, the beds comfortable and I will not hesitate to look for availability here any time we visit Pittsburgh! The neighborhood has a ton within walking distance; the coffee shop next door is amazing, and having 2 parking spots is priceless! Thank you!"
United States
Carol B.
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

13. 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, (71 reviews)
"This property was amazing! The Southside Flats area is a great location! Brandon the host was very responsive to questions and concerns prior to and during our stay. The backyard patio was a nice feature! The appliances were top notch! It had an elegant Bohemian feel to it! Will definitely book in the future."
United States
Agnes C.
The price is AED 1,550
AED 2,519 total
includes taxes & fees
22 Nov - 23 Nov
King Bed | Free Parking | BBQ | Fire pit | Arcade

14. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
9.8 out of 10, Exceptional, (100 reviews)
"it was perfect for our trip thank you for sharing"
United States
James S.
The price is AED 367
AED 714 total
includes taxes & fees
9 Nov - 10 Nov
Urban Retreat with Garage on Mt. Washington

15. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (44 reviews)
"Perfect stay"
United States
M D.
Lovely Strip District loft with free parking

16. Eclectic Historic Sunny Vista Home with City Views, Northshore

Eclectic Historic Sunny Vista Home with City Views, Northshore
North Side
9.6 out of 10, Exceptional, (43 reviews)
"Great location! Close proximity to the city, but secluded in the mountain. Great place to stay for a series at PNC park."
United States
Alli S.
The price is AED 290
AED 742 total
includes taxes & fees
10 Nov - 11 Nov
Eclectic Historic Sunny Vista Home with City Views, Northshore

17. Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay
Carrick
9.4 out of 10, Exceptional, (32 reviews)
"nice place to celebrate my Pitt grad!"
United States
Claudia T.
The price is AED 584
AED 1,030 total
includes taxes & fees
28 Nov - 29 Nov
Relax & Feel At Home During Your Pittsburgh Stay

18. Free Parking★Walk Everywhere!★2 Private bathrooms!

Free Parking★Walk Everywhere!★2 Private bathrooms!
North Side
9.8 out of 10, Exceptional, (49 reviews)
"Great little place, close to museums and other sites."
United States
Kelly D.
The price is AED 529
AED 1,096 total
includes taxes & fees
10 Nov - 11 Nov
Free Parking★Walk Everywhere!★2 Private bathrooms!

19. Park Free★Amazing Space★Professionally Cleaned!

Park Free★Amazing Space★Professionally Cleaned!
North Side
10.0 out of 10, Exceptional, (43 reviews)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
United States
Jennifer Y.
The price is AED 345
AED 871 total
includes taxes & fees
10 Nov - 11 Nov
Park Free★Amazing Space★Professionally Cleaned!

20. By PPG,Duquesne,Mercy |Exquisite, New |Free Parkin

By PPG,Duquesne,Mercy |Exquisite, New |Free Parkin
Bluff
10.0 out of 10, Exceptional, (19 reviews)
"Place was very nice, quite spacious and comfortable for our group. Very clean and bright - we enjoyed our stay. "
United States
Tom M.
The price is AED 793
AED 1,759 total
includes taxes & fees
16 Nov - 17 Nov
By PPG,Duquesne,Mercy |Exquisite, New |Free Parkin
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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