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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for South Side vacation homes

Terrace/patio

1. 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)
"I had an excellent stay at this property and would definitely stay here again. The home was comfortable and stylish. The bedding, towels, and linens were fresh, soft, and comfortable. The neighborhood was charming, walkable, and conveniently located in relation to restaurants and other attractions. The host was also very responsive to questions."
United States
Karin
Pittsburgh House with Hot Tub, Patio & Free Parking!
Property grounds

2. 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 2,227 total
includes taxes & fees
21 Sep - 22 Sep
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
Interior

3. 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 757 total
includes taxes & fees
9 Sep - 10 Sep
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
Outdoor dining

4. 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 1,503 total
includes taxes & fees
2 Sep - 3 Sep
City Skyline - Outside decks - Contemporary
Smart TV

5. 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
21 Sep - 22 Sep
Iron City of South Side Flats Charming 2-bedroom Unit
Private kitchen

6. 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 367
AED 1,022 total
includes taxes & fees
2 Sep - 3 Sep
Steel City of South Side Flats Charming 2-Bedroom Unit
Property grounds

7. 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
Private kitchen

8. 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
2 Sep - 3 Sep
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
TV, offices

9. 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 584
AED 1,093 total
includes taxes & fees
3 Sep - 4 Sep
Spacious 2BR South Side Retreat | Free Parking | Fast WiFi
TV, offices

10. 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 261
AED 644 total
includes taxes & fees
14 Sep - 15 Sep
Stylish South Side Retreat | Free Parking | 2 Baths | Fast WiFi
Coffee/tea maker, fridge, microwave, oven

11. 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
TV, offices

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

Cozy South Side Retreat | Free Parking | Fast WiFi
South Side Slopes
The price is AED 375
AED 785 total
includes taxes & fees
2 Oct - 3 Oct
Cozy South Side Retreat | Free Parking | Fast WiFi
Coffee/tea maker, fridge, microwave, stovetop

13. 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.
The price is AED 327
AED 1,492 total
includes taxes & fees
15 Sep - 16 Sep
2 Mi to Market Sq! Row House w/ Dedicated Office
Dining

14. 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 432
AED 1,599 total
includes taxes & fees
9 Sep - 10 Sep
Cozy Centralized 3bd 2bath House w/ Free Parking
Dining

15. 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 476
AED 896 total
includes taxes & fees
22 Sep - 23 Sep
3-bedroom house in Southside Flats neighborhood of Pittsburgh.
1 bedroom, in-room safe, desk, iron/ironing board

16. 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
2 Sep - 3 Sep
Cozy Loft Studio in a Triplex, near SouthSideWorks
Outdoor dining

17. 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 513
AED 1,174 total
includes taxes & fees
14 Sep - 15 Sep
Pittsburgh Pennsylvania house
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 257
AED 686 total
includes taxes & fees
6 Sep - 7 Sep
Explore Pittsburgh from a Modern, Hip Bungalow
Interior

19. Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (70 reviews)
"Cute and cozy little house! Very clean and bed was comfortable, Lisa is an excellent host! We enjoyed our stay! "
United States
Jennifer B.
The price is AED 257
AED 707 total
includes taxes & fees
2 Sep - 3 Sep
Cozy escape close to downtown, stadiums & parks
1 bedroom, WiFi (free)

20. Beautiful Strip District Studio w/ Outdoor Loggia

Beautiful Strip District Studio w/ Outdoor Loggia
Strip District
9.6 out of 10, Exceptional, (48 reviews)
"Everything was neat and clean, with exceptional attention to detail. The furnishings were charming, complementing the property and the neighborhood. Free designated parking was a big plus! The host did an outstanding job foreseeing our comfort and needs."
United States
Randy T.
The price is AED 397
AED 693 total
includes taxes & fees
8 Sep - 9 Sep
Beautiful Strip District Studio w/ Outdoor Loggia
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

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

10/10 Excellent
"Large clean renovated rooms."
Dean 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

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