Search South Side Guest Houses

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Guest Houses in South Side

We don't have any properties that match your exact search
See all properties in South Side

Recommended hotels in South Side

Traveler's Rest Hotel
2.0 star property
9.6 out of 10, Exceptional, (86)
"We had an excellent time at the travelers rest! Check in and check out were super simple. The building had such old world charm it was definitely unique. While the location was out of the hustle and bustle of the city, it was within an hour walk of PPG and the ferry. 10/10 would recommend and stay again! The hosts were amicable! "
United States
Jordan
Traveler's Rest Hotel
HYATT house Pittsburgh-South Side
3.0 star property
8.6 out of 10, Excellent, (1003)
"We have stayed at this property for several years, It is always clean and comfortable. The breakfast is good too! "
United States
Lawrence
The price is AU$267
includes taxes & fees
29 Oct - 30 Oct
HYATT house Pittsburgh-South Side
SpringHill Suites by Marriott Pittsburgh Southside Works
3.0 star property
8.4 out of 10, Very good, (1007)
"It was a nice stay for the Pokemon regional."
United States
Jerry
The price is AU$245
includes taxes & fees
29 Oct - 30 Oct
SpringHill Suites by Marriott Pittsburgh Southside Works
Central 5BD Getaway - Spacious Home w/ BBQ
2.0 star property
10.0 out of 10, Exceptional, (9)
"Great property just a block away from restaurants and bars and a short ride away from the stadiums. Plenty of room for seven adults. Very clean with large, comfortable bedrooms and a fun outdoor patio. Phil and Dolly were gracious, responsive hosts. Highly recommend and would absolutely stay here again!"
United States
Anonymous traveller
The price is AU$694
includes taxes & fees
27 Oct - 28 Oct
Central 5BD Getaway - Spacious Home w/ BBQ
Kasa South Side Pittsburgh
4.0 star property
8.2 out of 10, Very good, (101)
"Clean great views hotel "
United States
Shomario
The price is AU$270
includes taxes & fees
3 Nov - 4 Nov
Kasa South Side Pittsburgh
Cozy&Modern 2Bdr Apt PIttsburgh
2.0 star property
10.0 out of 10, Exceptional, (8)
"Good location right of East Carson. Enjoyed our stay."
United States
Emma P.
The price is AU$220
includes taxes & fees
13 Nov - 14 Nov
Cozy&Modern 2Bdr Apt PIttsburgh
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
2.5 star property
7.2 out of 10, Good, (1017)
"This is our third time coming to this hotel, and it has always been clean and the breakfast has been good and I feel safe"
United States
Stephanie B
The price is AU$159
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
King Bed | Free Parking | BBQ | Fire pit | Arcade
9.6 out of 10, Exceptional, (64)
"Property was great. Parking not difficult. Great location lots of food options. Very comfortable. Highly recommend. "
United States
Marianne G.
The price is AU$528
includes taxes & fees
29 Oct - 30 Oct
King Bed | Free Parking | BBQ | Fire pit | Arcade
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
2.0 star property
The price is AU$322
includes taxes & fees
28 Oct - 29 Oct
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
❤️Cozy Townhome on Carey with Private Deck Space ❤️
8.2 out of 10, Very good, (30)
"got a lil warm in the house the first night but over all a great place"
United States
chad M.
The price is AU$379
includes taxes & fees
23 Oct - 24 Oct
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Pet-Friendly Southside Getaway - Sleeps 12
2.0 star property
The price is AU$763
includes taxes & fees
29 Oct - 30 Oct
Pet-Friendly Southside Getaway - Sleeps 12
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
10.0 out of 10, Exceptional, (19)
"Beautiful property with all the amenities you could ever need for a weekend getaway "
United States
Amanda G.
The price is AU$976
includes taxes & fees
11 Nov - 12 Nov
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
King Bed | Free Parking | Arcade | Fire Pit
10.0 out of 10, Exceptional, (20)
"Very comfortable"
United States
Deanna
The price is AU$573
includes taxes & fees
27 Oct - 28 Oct
King Bed | Free Parking | Arcade | Fire Pit
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
10.0 out of 10, Exceptional, (14)
"Great stay! Very good location to get to the city and great restaurants. Amazing view! The host was very nice and great to work with. "
United States
Eric A.
The price is AU$1,117
includes taxes & fees
4 Nov - 5 Nov
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
*Historic Gem* Heart of Southside-Sleeps 10
9.4 out of 10, Exceptional, (22)
"Property was perfect for a quick weekend visit to attend a concert at PPG arena. "
United States
Corrie W.
The price is AU$441
includes taxes & fees
23 Oct - 24 Oct
*Historic Gem* Heart of Southside-Sleeps 10
⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
9.6 out of 10, Exceptional, (11)
"Tom was thorough, polite and extremely quick to answer any questions I had. You can’t beat the location with so many great restaurants and bars within walking distance. Definitely recommend! "
United States
Brenna O.
The price is AU$321
includes taxes & fees
28 Oct - 29 Oct
⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
2615 Jane Down - Southside
2.0 star property
The price is AU$294
includes taxes & fees
29 Oct - 30 Oct
2615 Jane Down - Southside
Carey Way Quarters-Stylish 3BR Loft-Prime Location
9.2 out of 10, Wonderful, (5)
"Good stay, easy check in, lovely location. "
United States
Carolee V.
Carey Way Quarters-Stylish 3BR Loft-Prime Location
Industrial Chic Studio-Modern Comfort in the Burgh
10.0 out of 10, Exceptional, (4)
"Great place to stay. Easy access to bridges which then led us to Pitt to visit. Owner was very responsive to our questions. We'd stay here again!"
United States
Rich D.
The price is AU$589
includes taxes & fees
14 Nov - 15 Nov
Industrial Chic Studio-Modern Comfort in the Burgh
South Side Vibe! Pittsburgh's best location
9.4 out of 10, Exceptional, (8)
"It was an amazing place centerally located "
United States
Michelle A.
The price is AU$345
includes taxes & fees
29 Oct - 30 Oct
South Side Vibe! Pittsburgh's best location
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.
Save an average of 15% on thousands of hotels when you're signed in

Top South Side Hotel Reviews

Find out more about South Side

South Side Guest Houses information

Number of reviews
Accommodation
Guest Houses
Lowest Price
Highest Price

Explore a world of travel with Expedia