Search Guest Houses in South Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Feb - 22 Feb
In two weeks
27 Feb - 1 Mar
In one month
13 Mar - 15 Mar
In two months
10 Apr - 12 Apr
No exact matches found, but these alternatives could be just right

Recommended hotels in South Side

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Cozy&Modern 2Bdr Apt PIttsburgh

Cozy&Modern 2Bdr Apt PIttsburgh
South Side Flats
10.0 out of 10, Exceptional, (11 reviews)
"Great spot!"
United States
Kevin D.
The price is AED 323
AED 447 total
includes taxes & fees
17 Feb - 18 Feb
Cozy&Modern 2Bdr Apt PIttsburgh
Interior

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
South Side Flats
7.6 out of 10, Good, (9 reviews)
"Home was very comfy children enjoyed there stay I was able to relax and feel comfortable stay I would definitely book again."
United States
bonita f.
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Living area

Traveler's Rest Hotel

Traveler's Rest Hotel
2.0 star property
South Side Flats
9.6 out of 10, Exceptional, (94 reviews)
"Friendly Staff, clean room"
United States
Devon
Traveler's Rest Hotel
TV, offices

King Bed | Free Parking | Arcade | Fire Pit

King Bed | Free Parking | Arcade | Fire Pit
South Side Flats
9.8 out of 10, Exceptional, (26 reviews)
"Great location to the things we wanted to go and do We celebrated my wife’s 60 birthday "
United States
Scott A.
The price is AED 742
AED 1,554 total
includes taxes & fees
1 Mar - 2 Mar
King Bed | Free Parking | Arcade | Fire Pit
Smart TV

⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂

⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
South Side Flats
9.0 out of 10, Wonderful, (13 reviews)
"The host was attentive and the space was clean."
United States
Jenn and George S.
The price is AED 140
AED 719 total
includes taxes & fees
16 Feb - 17 Feb
⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
Free buffet breakfast

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
2.5 star property
South Side Flats
7.4 out of 10, Good, (1,004 reviews)
"Staff was amazing, room was extremely clean & Breakfast was delicious "
United States
Olivia
The price is AED 275
AED 314 total
includes taxes & fees
16 Mar - 17 Mar
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Fridge, microwave, oven, stovetop

Carey Way Quarters – Modern 2BR Near Carson Street

Carey Way Quarters – Modern 2BR Near Carson Street
South Side Flats
9.0 out of 10, Wonderful, (9 reviews)
"Great home in the heart of Southside Pittsburgh. Nice roomy location, extremely comfortable beds a quiet location, close to restaurants, shops and Southside Park. We’d definitely stay here again! "
United States
Michele E.
Carey Way Quarters – Modern 2BR Near Carson Street
Interior

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

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
South Side Flats
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
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)
"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.
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
Fridge, microwave, oven, stovetop

❤️Cozy Townhome on Carey with Private Deck Space ❤️

❤️Cozy Townhome on Carey with Private Deck Space ❤️
South Side Flats
8.4 out of 10, Very Good, (34 reviews)
"Great location near the local nightlife"
United States
Andrew M.
The price is AED 157
AED 880 total
includes taxes & fees
23 Feb - 24 Feb
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Interior

Modern 5BR Retreat • Multiple En Suites • Prime South Side Location • Walkable

Modern 5BR Retreat • Multiple En Suites • Prime South Side Location • Walkable
South Side Flats
Modern 5BR Retreat • Multiple En Suites • Prime South Side Location • Walkable
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)
"Everything was great. We would definitely stay here again. "
United States
Jason M.
The price is AED 424
AED 1,207 total
includes taxes & fees
17 Feb - 18 Feb
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
Outdoor dining

City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
10.0 out of 10, Exceptional, (4 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 475
AED 1,531 total
includes taxes & fees
16 Feb - 17 Feb
City Skyline - Outside decks - Contemporary
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)
"Great host and property "
United States
Eric G.
Central 5BD Getaway - Spacious Home w/ BBQ
Dining

2615 Jane Down - Southside

2615 Jane Down - Southside
South Side Flats
10.0 out of 10, Exceptional, (2 reviews)
"Location was excellent. The place was very nice, we had a great time."
United States
Leah W.
The price is AED 255
AED 701 total
includes taxes & fees
16 Feb - 17 Feb
2615 Jane Down - Southside
Fridge, microwave, oven, stovetop

Pet-Friendly Southside Getaway - Sleeps 12

Pet-Friendly Southside Getaway - Sleeps 12
South Side Slopes
10.0 out of 10, Exceptional, (1 review)
"House is in great shape, good location, everything is updated, and the host is very responsive for questions or issues "
United States
Brett K.
The price is AED 323
AED 2,307 total
includes taxes & fees
16 Feb - 17 Feb
Pet-Friendly Southside Getaway - Sleeps 12
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.
King Bed - BBQ & Hot Tub - Centrally Located
3 bedrooms, iron/ironing board, WiFi, bed sheets

*Historic Gem* Heart of Southside-Sleeps 10

*Historic Gem* Heart of Southside-Sleeps 10
South Side Flats
9.2 out of 10, Wonderful, (25 reviews)
"Nice location"
United States
Shannon M.
The price is AED 533
AED 1,039 total
includes taxes & fees
16 Feb - 17 Feb
*Historic Gem* Heart of Southside-Sleeps 10
Interior

The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!

The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
South Side Flats
8.0 out of 10, Very Good, (1 review)
"It was a nice and beautiful place "
United States
Alyssa B.
The price is AED 419
AED 703 total
includes taxes & fees
1 Mar - 2 Mar
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
Terrace/patio

HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
3.0 star property
South Side Flats
8.6 out of 10, Excellent, (1,003 reviews)
"Everything was great love the location"
United States
Steve
The price is AED 470
AED 536 total
includes taxes & fees
22 Feb - 23 Feb
HYATT house Pittsburgh-South Side
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.
View all properties

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Side Hotel Reviews

The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

10/10 Excellent
"Our go to hotel when in Pittsburgh. Clean, great staff, free valet parking, free breakfast. "
ROBERT 1-night trip
Posted 5 hours ago
The Landing Hotel at Rivers Casino