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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for South Side vacation homes

Smart TV

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

Iron City of South Side Flats Charming 2-bedroom Unit
South Side Flats
9.8 out of 10, Exceptional, (10 reviews)
"Minus parking great stay will be back "
United States
Yolanda D.
The price is AED 314
AED 954 total
includes taxes & fees
1 Sep - 2 Sep
Iron City of South Side Flats Charming 2-bedroom Unit
Interior

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

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
South Side Flats
9.6 out of 10, Exceptional, (4 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 313
AED 761 total
includes taxes & fees
21 Sep - 22 Sep
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
Coffee/tea maker, fridge, microwave, stovetop

3. 2 Mi to Market Sq! Row House w/ Dedicated Office

2 Mi to Market Sq! Row House w/ Dedicated Office
South Side Slopes
10.0 out of 10, Exceptional, (2 reviews)
"I was there forvsurgery and the property was perfect for convalesing."
United States
Michael V.
2 Mi to Market Sq! Row House w/ Dedicated Office
Private kitchen

4. 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, (4 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.
Steel City of South Side Flats Charming 2-Bedroom Unit
Outdoor dining

5. City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
9.8 out of 10, Exceptional, (8 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 AED 447
AED 1,499 total
includes taxes & fees
31 Aug - 1 Sep
City Skyline - Outside decks - Contemporary
Private kitchen

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

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Allentown
10.0 out of 10, Exceptional, (1 review)
"Very nice place perfect for my needs."
United States
John
The price is AED 349
AED 1,043 total
includes taxes & fees
31 Aug - 1 Sep
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
TV, offices

7. Cozy South Side Retreat | Free Parking | Fast WiFi

Cozy South Side Retreat | Free Parking | Fast WiFi
South Side Slopes
Cozy South Side Retreat | Free Parking | Fast WiFi
Exterior detail

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

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
10.0 out of 10, Exceptional, (11 reviews)
"The hosts were very welcoming!"
United States
Chloe B.
The price is AED 611
AED 1,705 total
includes taxes & fees
31 Aug - 1 Sep
Central 5BD Getaway - Spacious Home w/ BBQ
Dining

9. Cozy Centralized 3bd 2bath House w/ Free Parking

Cozy Centralized 3bd 2bath House w/ 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 918
AED 2,216 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Centralized 3bd 2bath House w/ Free Parking
1 bedroom, in-room safe, desk, iron/ironing board

10. 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 592 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Loft Studio in a Triplex, near SouthSideWorks
Dining

11. 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 450
AED 866 total
includes taxes & fees
1 Sep - 2 Sep
3-bedroom house in Southside Flats neighborhood of Pittsburgh.
TV, offices

12. Spacious 2BR South Side Retreat | Free Parking | Fast WiFi

Spacious 2BR South Side Retreat | Free Parking | Fast WiFi
South Side Slopes
Spacious 2BR South Side Retreat | Free Parking | Fast WiFi
TV, books, offices

13. King Bed | Garage Door Patio | Free Parking

King Bed | Garage Door Patio | Free Parking
South Side Flats
9.6 out of 10, Exceptional, (30 reviews)
"Great stay ! "
United States
Vidal R.
The price is AED 1,153
AED 2,081 total
includes taxes & fees
31 Aug - 1 Sep
King Bed | Garage Door Patio | Free Parking
Outdoor dining

14. 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.
Pittsburgh Pennsylvania house
Property grounds

15. 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, (21 reviews)
"Fantastic property. Intriguing history. Great location."
United States
Kevin M.
The price is AED 1,172
AED 2,223 total
includes taxes & fees
21 Sep - 22 Sep
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
Property grounds

16. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
9.8 out of 10, Exceptional, (95 reviews)
"Great place! Short walk to cool areas "
United States
David M.
The price is AED 364
AED 781 total
includes taxes & fees
7 Sep - 8 Sep
Urban Retreat with Garage on Mt. Washington
Interior

17. 1209 Ocala St Pittsburgh

1209 Ocala St Pittsburgh
North Side
10.0 out of 10, Exceptional, (42 reviews)
"The house was very cool place - lots of interesting touches, very clean and had everything we needed.The host was so easy to communicate with and provided very clear instructions, which was very important regarding the parking.The location was also perfect - easy walking distance to PNC Park, the River Trail and other landmarks.We would definitely stay here again and are already looking forward to our next visit!!"
United States
Mary B.
The price is AED 289
AED 846 total
includes taxes & fees
7 Sep - 8 Sep
1209 Ocala St Pittsburgh
Property grounds

18. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (72 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
The price is AED 231
AED 656 total
includes taxes & fees
31 Aug - 1 Sep
Explore Pittsburgh from a Modern, Hip Bungalow
TV, offices

19. M&J - Emlin 513 St.

M&J - Emlin 513 St.
North Side
9.8 out of 10, Exceptional, (22 reviews)
"Great location / neighborhood and the host was very easy to work with and responsive "
United States
Gerrit v.
The price is AED 297
AED 852 total
includes taxes & fees
8 Sep - 9 Sep
M&J - Emlin 513 St.
Smart TV

20. Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Strip District
9.8 out of 10, Exceptional, (42 reviews)
"Great stay"
United States
Jon V.
The price is AED 441
AED 898 total
includes taxes & fees
31 Aug - 1 Sep
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
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

Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

8/10 Good
"Clean room, helpful staff, parking available for extra 24 bucks, indoor pool on premises, stay here when I visit my daughter in college. Free breakfast is a plus but it's free and tastes like free food so temper the expectations"
GEORGE 1-night trip
Posted less than an hour ago
Hyatt House Pittsburgh/Bloomfield/Shadyside

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