Search Cottages in South Side

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in South Side and around

We don't have any properties that match your exact search

Recommended hotels in South Side

The Wexford Hotel
Exterior

The Wexford Hotel

2.0 star property
8.4 out of 10, Very good, (21)
"Clean, comfy and in a great location"
The price is €80
includes taxes & fees
21 Aug - 22 Aug
The Wexford Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Terrace/patio

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (1346)
"Perfect place to stay for what we were there for baseball game"
The price is €117
includes taxes & fees
31 Aug - 1 Sept
Joinery Hotel Pittsburgh, Curio Collection by Hilton
The Landing Hotel at Rivers Casino
Exterior

The Landing Hotel at Rivers Casino

2.0 star property
9.4 out of 10, Exceptional, (960)
"Great hotel"
The price is €131
includes taxes & fees
24 Aug - 25 Aug
The Landing Hotel at Rivers Casino
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Exterior

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

2.5 star property
7.0 out of 10, Good, (1003)
"Good breakfast, clean and refurbished room"
The price is €81
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Traveler's Rest Hotel
Exterior

Traveler's Rest Hotel

2.0 star property
9.6 out of 10, Exceptional, (82)
"Would stay again!"
Traveler's Rest Hotel
SpringHill Suites by Marriott Pittsburgh Southside Works
Front of property – evening/night

SpringHill Suites by Marriott Pittsburgh Southside Works

3.0 star property
8.4 out of 10, Very good, (972)
"I once again enjoyed my (second) stay. Nice facility in a convenient location with fantastic staff!"
The price is €108
includes taxes & fees
31 Aug - 1 Sept
SpringHill Suites by Marriott Pittsburgh Southside Works
HYATT house Pittsburgh-South Side
Terrace/patio

HYATT house Pittsburgh-South Side

3.0 star property
8.6 out of 10, Excellent, (1002)
"Great location, good breakfast and friendly staff"
The price is €140
includes taxes & fees
31 Aug - 1 Sept
HYATT house Pittsburgh-South Side
Charming and luxurious 2-bed house in Pittsburgh with AC
Exterior

Charming and luxurious 2-bed house in Pittsburgh with AC

Charming and luxurious 2-bed house in Pittsburgh with AC
Central 5BD Getaway - Spacious Home w/ BBQ
Fridge, microwave, oven, stovetop

Central 5BD Getaway - Spacious Home w/ BBQ

2.0 star property
10.0 out of 10, Exceptional, (7)
"House was absolutely perfect for our big family trip to Pittsburgh! House was very clean, beds were comfortable and the outside was amazing! We all would recommend and absolutely would stay again!"
Central 5BD Getaway - Spacious Home w/ BBQ
⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (10)
"Very nice apartment and the location is great. Walking distance to everything in the Southside strip. "
The price is €178
includes taxes & fees
26 Aug - 27 Aug
⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
King Bed | Free Parking | Arcade | Fire Pit
Fridge, microwave, oven, stovetop

King Bed | Free Parking | Arcade | Fire Pit

10.0 out of 10, Exceptional, (15)
"Very easy to use and so many great amenities!"
The price is €285
includes taxes & fees
9 Sept - 10 Sept
King Bed | Free Parking | Arcade | Fire Pit
King bed I 1 block to Carson l Game Room l Fire Pit l BBQ l Sleeps 10 l AC l
Private kitchen

King bed I 1 block to Carson l Game Room l Fire Pit l BBQ l Sleeps 10 l AC l

The price is €409
includes taxes & fees
20 Aug - 21 Aug
King bed I 1 block to Carson l Game Room l Fire Pit l BBQ l Sleeps 10 l AC l
*Historic Gem* Heart of Southside-Sleeps 10
Fridge, microwave, oven, stovetop

*Historic Gem* Heart of Southside-Sleeps 10

9.6 out of 10, Exceptional, (18)
"Property was perfect for a quick weekend visit to attend a concert at PPG arena. "
The price is €249
includes taxes & fees
21 Aug - 22 Aug
*Historic Gem* Heart of Southside-Sleeps 10
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Exterior

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (26)
"got a lil warm in the house the first night but over all a great place"
The price is €214
includes taxes & fees
20 Aug - 21 Aug
❤️Cozy Townhome on Carey with Private Deck Space ❤️
King Bed • Garage • Rooftop Views • Sleeps 14 • Game room • walk to Carson St
Terrace/patio

King Bed • Garage • Rooftop Views • Sleeps 14 • Game room • walk to Carson St

The price is €538
includes taxes & fees
20 Aug - 21 Aug
King Bed • Garage • Rooftop Views • Sleeps 14 • Game room • walk to Carson St
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (3)
"Tom was very communicative during the whole stay and had great recommendations! We loved the place, well situated on the South side for easy walking along Carson. Wonderful time in Pittsburgh! "
The price is €214
includes taxes & fees
20 Aug - 21 Aug
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
Exterior

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

8.0 out of 10, Very good, (1)
"It was a nice and beautiful place "
The price is €131
includes taxes & fees
24 Aug - 25 Aug
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
Hot Tub | Arcade | King Bed | Free Parking
Exterior

Hot Tub | Arcade | King Bed | Free Parking

10.0 out of 10, Exceptional, (1)
Hot Tub | Arcade | King Bed | Free Parking
King Bed | Free Parking | BBQ | Fire pit | Arcade
Fridge, microwave, oven, stovetop

King Bed | Free Parking | BBQ | Fire pit | Arcade

9.6 out of 10, Exceptional, (58)
"We stayed over the Christmas holiday and really enjoyed the townhouse - lots of privacy and room for the whole family. Also loved the convenient location. "
The price is €341
includes taxes & fees
1 Sept - 2 Sept
King Bed | Free Parking | BBQ | Fire pit | Arcade
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Outdoor dining

Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside

6.0 out of 10, (3)
"Excellent communication with owner. Fast, friendly and courteous. Located about 450 meter walk up a large hill from Penn Avenue (bus 88) which is about 35 minutes to downtown. Apartment showing its age but fair value for cost. "
The price is €290
includes taxes & fees
20 Aug - 21 Aug
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
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
Sign in
Sign up, it's free

Top South Side Hotel Reviews

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

10/10 Excellent
"The room was comfortable and the parking easy. "
James 1-night trip
Posted 16 hours ago
Holiday Inn Express & Suites Pittsburgh North Shore by IHG