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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for South Side vacation homes

Private kitchen

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
8 Jun - 9 Jun
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Smart TV

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, (2 reviews)
"Minus parking great stay will be back "
United States
Yolanda D.
The price is AED 314
AED 938 total
includes taxes & fees
27 May - 28 May
Iron City of South Side Flats Charming 2-bedroom Unit
Private kitchen

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 AED 314
AED 938 total
includes taxes & fees
27 May - 28 May
Steel City of South Side Flats Charming 2-Bedroom Unit
Property grounds

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)
"Nice place"
United States
Andres M.
The price is AED 331
AED 911 total
includes taxes & fees
1 Jun - 2 Jun
South Side Vibe! Pittsburgh's best location
Interior

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 AED 321
AED 758 total
includes taxes & fees
1 Jun - 2 Jun
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
Exterior detail

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 AED 555
AED 1,623 total
includes taxes & fees
27 May - 28 May
Central 5BD Getaway - Spacious Home w/ BBQ
Outdoor dining

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.
City Skyline - Outside decks - Contemporary
Interior

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 AED 615
AED 1,578 total
includes taxes & fees
27 May - 28 May
King Bed - BBQ & Hot Tub - Centrally Located
3 bedrooms, iron/ironing board, WiFi, bed sheets

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
10.0 out of 10, Exceptional, (1 review)
"The cabin was perfect. It’s on the southside part of Pittsburgh. Very close to many restaurants in shops and has a parking space which is not easy to get in that area. The house had a lot of nice touches and it was clear that careful consideration to hosting guests went into how they decorated and set up the place. I was pleasantly surprised."
United States
Robert K.
The price is AED 882
AED 1,123 total
includes taxes & fees
27 May - 28 May
Cozy Cabin in the City All the comforts of home, parking, pets allowed. Sleeps 8
Fridge, microwave, oven, stovetop

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)
"We loved the house- very clean and comfortable and very close to the nightlife. "
United States
Jeffrey S.
The price is AED 1,410
AED 2,434 total
includes taxes & fees
18 Jun - 19 Jun
King Bed | Free Parking | BBQ | Fire pit | Arcade
Property grounds

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
The price is AED 521
AED 1,326 total
includes taxes & fees
1 Jun - 2 Jun
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
TV, offices

King Bed | Garage Door Patio | Free Parking

King Bed | Garage Door Patio | Free Parking
South Side Flats
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful, spacious home, perfect for hosting our Friendsgiving! Love the backyard space. "
United States
Lia L.
The price is AED 1,209
AED 2,138 total
includes taxes & fees
31 May - 1 Jun
King Bed | Garage Door Patio | Free Parking
Outdoor dining

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 457
AED 1,038 total
includes taxes & fees
27 May - 28 May
Pittsburgh Pennsylvania house
Terrace/patio

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 AED 1,469
AED 2,850 total
includes taxes & fees
3 Jun - 4 Jun
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
Property grounds

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 AED 1,234
AED 2,279 total
includes taxes & fees
27 May - 28 May
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
Dining

Cozy Centralized 3bd 2bath House w/ Free Parking

Cozy Centralized 3bd 2bath House w/ Free Parking
South Side Flats
4.0 out of 10, (1 review)
The price is AED 918
AED 2,231 total
includes taxes & fees
28 May - 29 May
Cozy Centralized 3bd 2bath House w/ Free Parking
Property grounds

Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (67 reviews)
"Everything was great"
United States
Daniel
The price is AED 235
AED 660 total
includes taxes & fees
31 May - 1 Jun
Explore Pittsburgh from a Modern, Hip Bungalow
Smart TV, fireplace

The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (7 reviews)
"Great place and an awesome host!"
United States
John B.
The price is AED 386
AED 728 total
includes taxes & fees
31 May - 1 Jun
The Upper Room
2 bedrooms, free WiFi

Beautiful Strip District Studio w/ Outdoor Loggia

Beautiful Strip District Studio w/ Outdoor Loggia
Strip District
9.8 out of 10, Exceptional, (46 reviews)
"This cozy apartment is perfect for weekend get aways! It is a walkable neighborhood close to everything the city has to offer. It is clean with the cutest furnishings. Adam is so easy to get in touch with and work with! Love this place. "
United States
Sue Ann M.
The price is AED 397
AED 677 total
includes taxes & fees
27 May - 28 May
Beautiful Strip District Studio w/ Outdoor Loggia
TV

The Light Room

The Light Room
McKeesport
9.6 out of 10, Exceptional, (9 reviews)
"Everything was great!!"
United States
Jason B.
The price is AED 386
AED 732 total
includes taxes & fees
9 Jun - 10 Jun
The Light Room
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

Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Walking distance to the convention center and several restaurants. Hotel does have two places to eat later at night which was very convenient. Beds were comfortable and room had everything that we needed for our three night stay. Staff was friendly and helpful!"
Teresa 3-night trip
Posted less than an hour ago
Omni William Penn Hotel