Search South Side Guest Houses

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Featured Guest Houses in South Side

Charming Guest House - Pittsburgh's Little Italy!
Interior

Charming Guest House - Pittsburgh's Little Italy!

9.4 out of 10, Exceptional, (3)
"Nice!"
Charming Guest House - Pittsburgh's Little Italy!
Lovely, cozy Murray guest suite in Squirrel Hill
Exterior

Lovely, cozy Murray guest suite in Squirrel Hill

10.0 out of 10, Exceptional, (1)
"Immaculate. Perfectly stocked. Easy directions. Great communication."
Lovely, cozy Murray guest suite in Squirrel Hill
Lovely, cozy Beacon guest suite with portable kitchen in Squirrel Hill
Interior

Lovely, cozy Beacon guest suite with portable kitchen in Squirrel Hill

9.0 out of 10, Wonderful, (4)
"Decor: lovely colors, nice cotton sheets. An organized mind at work! Host went out of way to communicate with us."
Lovely, cozy Beacon guest suite with portable kitchen in Squirrel Hill
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.
Don't see what you're looking for?
See all available properties in South Side
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in South Side

Kasa South Side Pittsburgh
Exterior

Kasa South Side Pittsburgh

4.0 star property
8.6 out of 10, Excellent, (72)
"We had an amazing stay, unfortunately the only parking was in a parking garage and you get charged anytime your vehicle leaves so we spent a pretty penny just to get to and from. Regardless the room and building itself was nice and clean, we also enjoyed the pool! Definitely recommend!"
Kasa South Side Pittsburgh
The Schenley! 8 Bed/5 bath! Sleeps 22! 4 x Free Parking!
Interior

The Schenley! 8 Bed/5 bath! Sleeps 22! 4 x Free Parking!

9.8 out of 10, Exceptional, (31)
"After making the reservation, finding out that it was for three separate units was a surprise. It was not an issue but just a surprise."
The Schenley! 8 Bed/5 bath! Sleeps 22! 4 x Free Parking!
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Exterior

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (23)
"We had a lovely stay at the Carey Townhome. Everything was exactly as promised and the location was perfect. There were plenty of bars and restaurants within a 10 minute walk while still being located in a quiet area. Tom was very easy to communicate with as well. I would definitely recommend staying at the Carey Townhome in the future."
The price is AU$396
includes taxes & fees
30 Jan - 31 Jan
❤️Cozy Townhome on Carey with Private Deck Space ❤️
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.