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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 387
AED 1,048 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
Private kitchen

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, (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.
The price is AED 370
AED 1,025 total
includes taxes & fees
1 Sep - 2 Sep
Steel City of South Side Flats Charming 2-Bedroom Unit
TV, offices

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

Spacious 2BR South Side Retreat | Free Parking | Fast WiFi
South Side Slopes
The price is AED 441
AED 910 total
includes taxes & fees
30 Aug - 31 Aug
Spacious 2BR South Side Retreat | Free Parking | Fast WiFi
Private kitchen

5. 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 367
AED 1,068 total
includes taxes & fees
27 Aug - 28 Aug
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
TV, offices

6. Stylish South Side Retreat | Free Parking | 2 Baths | Fast WiFi

Stylish South Side Retreat | Free Parking | 2 Baths | Fast WiFi
South Side Slopes
The price is AED 353
AED 760 total
includes taxes & fees
3 Sep - 4 Sep
Stylish South Side Retreat | Free Parking | 2 Baths | Fast WiFi
TV, offices

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

Cozy South Side Retreat | Free Parking | Fast WiFi
South Side Slopes
The price is AED 419
AED 847 total
includes taxes & fees
3 Sep - 4 Sep
Cozy South Side Retreat | Free Parking | Fast WiFi
1 bedroom, in-room safe, desk, iron/ironing board

8. 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
30 Aug - 31 Aug
Cozy Loft Studio in a Triplex, near SouthSideWorks
Outdoor dining

9. 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 540
AED 1,617 total
includes taxes & fees
31 Aug - 1 Sep
City Skyline - Outside decks - Contemporary
Dining

10. 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 872
AED 2,171 total
includes taxes & fees
24 Sep - 25 Sep
Cozy Centralized 3bd 2bath House w/ Free Parking
Outdoor dining

11. 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 453
AED 1,096 total
includes taxes & fees
7 Sep - 8 Sep
Pittsburgh Pennsylvania house
Dining

12. 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 645
AED 1,120 total
includes taxes & fees
1 Sep - 2 Sep
3-bedroom house in Southside Flats neighborhood of Pittsburgh.
Property grounds

13. 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 traveler
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
Coffee/tea maker, fridge, microwave, oven

14. Spacious 3BR South Side Retreat | Free Parking | Sleeps 6

Spacious 3BR South Side Retreat | Free Parking | Sleeps 6
South Side Slopes
Spacious 3BR South Side Retreat | Free Parking | Sleeps 6
Property grounds

15. Pittsburgh Gem - 5BR - Downtown Deck View

Pittsburgh Gem - 5BR - Downtown Deck View
South Side Flats
9.8 out of 10, Exceptional, (7 reviews)
"Perfect location for our family to stay for the Pitt graduation. Wish we knew about it 4 years ago because it would have been our go to place for visits!"
United States
Denise T.
The price is AED 1,390
AED 2,723 total
includes taxes & fees
28 Aug - 29 Aug
Pittsburgh Gem - 5BR - Downtown Deck View
Property grounds

16. 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

17. 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 777 total
includes taxes & fees
21 Sep - 22 Sep
Urban Retreat with Garage on Mt. Washington
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
27 Aug - 28 Aug
Explore Pittsburgh from a Modern, Hip Bungalow
Smart TV, stereo, offices

19. ★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!

★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!
Upper Hill
9.6 out of 10, Exceptional, (21 reviews)
"Easy check in. Very cute house with everything a small group needs for a quick stay. Comfortable beds, TVs and plenty of space to retreat after a long day. Highly recommend!"
United States
Ginny S.
★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!
Interior

20. 307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!
Lawrenceville
9.4 out of 10, Exceptional, (47 reviews)
"Great location and very comfortable beds!"
United States
Cassi D.
The price is AED 303
AED 710 total
includes taxes & fees
27 Aug - 28 Aug
307 37th St · Lawrenceville Row House - Walk to Everything!
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

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent
"This is a great location and a nice hotel"
Aaron 2-night trip
Posted 7 hours ago
Hilton Garden Inn Pittsburgh Downtown

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