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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Homes in South Side

Interior
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

2.0 star property
South Side Slopes
The price is ￥19,248
￥53,228 total
includes taxes & fees
Dec 1 - Dec 2
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
Fridge, microwave, oven, stovetop
King Bed | Free Parking | Arcade | Fire Pit

King Bed | Free Parking | Arcade | Fire Pit

South Side Flats
10.0 out of 10, Exceptional, (22)
"Very comfortable"
United States
Deanna
The price is ￥20,301
￥56,933 total
includes taxes & fees
Dec 1 - Dec 2
King Bed | Free Parking | Arcade | Fire Pit
Fridge, microwave, oven, stovetop
Hot Tub | King Bed | Games | Free Parking

Hot Tub | King Bed | Games | Free Parking

South Side Flats
10.0 out of 10, Exceptional, (4)
"Perfect vibes for a small girls trip. Great location. Such a fun place, thanks for the small details!"
United States
Sara P.
The price is ￥21,862
￥58,888 total
includes taxes & fees
Dec 2 - Dec 3
Hot Tub | King Bed | Games | Free Parking
Outdoor dining
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)
"It was an excellent stay and a very accurate property description. "
United States
chad s.
The price is ￥13,453
￥50,936 total
includes taxes & fees
Dec 2 - Dec 3
King Bed - BBQ & Hot Tub - Centrally Located
Fridge, microwave, oven, stovetop
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

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

South Side Flats
7.8 out of 10, Good, (8)
"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! "
United States
Nathan H.
The price is ￥7,027
￥37,333 total
includes taxes & fees
Dec 1 - Dec 2
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Fridge, microwave, oven, stovetop
❤️Cozy Townhome on Carey with Private Deck Space ❤️

❤️Cozy Townhome on Carey with Private Deck Space ❤️

South Side Flats
8.2 out of 10, Very Good, (32)
"This house worked excellent for our family to stay for the weekend for college graduation. Perfect location to get around and see South Side."
United States
Michael P.
The price is ￥7,027
￥37,333 total
includes taxes & fees
Dec 1 - Dec 2
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Property grounds
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, (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 ￥49,994
￥103,647 total
includes taxes & fees
Dec 1 - Dec 2
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
Fridge, microwave, oven, stovetop
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)
"We had a phenomenal stay at this gorgeous historical building! The communication with the owners was top notch and the coffee and pastries we had from their beautiful coffee shop downstairs were fantastic! Definitely recommend this beautiful property!!"
United States
Alexandra H.
The price is ￥52,470
￥96,879 total
includes taxes & fees
Dec 2 - Dec 3
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
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, (66)
"Everything was perfect and we hope to come back again soon. Rank One is ranked #1 in my book. Thanks for a great stay!"
United States
Joseph M.
The price is ￥15,467
￥52,475 total
includes taxes & fees
Dec 3 - Dec 4
King Bed | Free Parking | BBQ | Fire pit | Arcade
5 bedrooms, iron/ironing board, travel crib, WiFi
Spacious Stay in Southside Slopes Near Downtown

Spacious Stay in Southside Slopes Near Downtown

South Side Slopes
10.0 out of 10, Exceptional, (3)
"Perfect place to stay for a weekend steelers game. Short Uber ride over and back - was a great weekend"
United States
Doris H.
Spacious Stay in Southside Slopes Near Downtown
Outdoor dining
Pittsburgh Pennsylvania house

Pittsburgh Pennsylvania house

South Side Flats
6.0 out of 10, (2)
"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 ￥19,411
￥45,226 total
includes taxes & fees
Dec 3 - Dec 4
Pittsburgh Pennsylvania house
TV
The Light Room

The Light Room

McKeesport
9.6 out of 10, Exceptional, (4)
"The house has a very peaceful atmosphere."
United States
Susan G.
The price is ￥14,061
￥26,497 total
includes taxes & fees
Dec 4 - Dec 5
The Light Room
Interior
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Strip District
9.8 out of 10, Exceptional, (24)
"Nice place and met all our needs. Highly recommend "
United States
Dorothy L.
The price is ￥11,384
￥28,780 total
includes taxes & fees
Dec 1 - Dec 2
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ 4 Blocks From UPMC Children's

★ HostWise Stays ★ 4 Blocks From UPMC Children's

Lawrenceville
10.0 out of 10, Exceptional, (14)
"Great location and comfortable stay overall. Would recommend. Internet speed and reliability was excellent for remote work."
United States
Josh C.
The price is ￥11,393
￥30,393 total
includes taxes & fees
Dec 2 - Dec 3
★ HostWise Stays ★ 4 Blocks From UPMC Children's
Exterior
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

Bloomfield
10.0 out of 10, Exceptional, (7)
"We had a great weekend at this property. Highly recommended!"
Canada
John F.
The price is ￥14,248
￥41,951 total
includes taxes & fees
Dec 1 - Dec 2
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
Fridge, microwave, oven, stovetop
Stylish House near Frick Park

Stylish House near Frick Park

Squirrel Hill South
9.8 out of 10, Exceptional, (8)
"Stayed for the US Open. Check in was easy and property was clean and comfortable. "
United States
Joshua H.
The price is ￥11,868
￥29,447 total
includes taxes & fees
Dec 2 - Dec 3
Stylish House near Frick Park
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!

★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!

2.0 star property
Lawrenceville
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay during our visit to Pittsburgh. Our host Chad was very helpful and responsive when we had questions. It was our first time in Lawrenceville and it exceeded our expectations! Love the neighborhood and its vibe! Looking forward to our next trip! "
United States
Terri W.
The price is ￥14,242
￥49,889 total
includes taxes & fees
Dec 2 - Dec 3
★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!
Interior
183 Banner Way - Lawrenceville

183 Banner Way - Lawrenceville

Lawrenceville
10.0 out of 10, Exceptional, (10)
"Very nice place. Close to Butler street which has great restaurants & shops!"
United States
Heather z.
The price is ￥17,090
￥39,002 total
includes taxes & fees
Dec 3 - Dec 4
183 Banner Way - Lawrenceville
Dining
The Upper Room

The Upper Room

McKeesport
9.4 out of 10, Exceptional, (6)
"House was clean, comfortable, very peaceful, beautiful view of the mountains"
United States
Adam U.
The price is ￥14,835
￥27,375 total
includes taxes & fees
Dec 1 - Dec 2
The Upper Room
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ Stunning Remodel, Off-Street Parking, Amazing Location!

★ HostWise Stays ★ Stunning Remodel, Off-Street Parking, Amazing Location!

Lawrenceville
10.0 out of 10, Exceptional, (14)
"Easy check in, property was very nicely decorated and very clean! Perfect for our quick weekend trip. "
United States
Amanda L.
The price is ￥15,844
￥52,048 total
includes taxes & fees
Dec 1 - Dec 2
★ HostWise Stays ★ Stunning Remodel, Off-Street Parking, Amazing 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.
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Top South Side Hotel Reviews

TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

10/10 Excellent
"flawless execution once we arrived and left the car for parking"
Stephen 2-night trip
Posted 2 days ago
TRYP by Wyndham Pittsburgh/Lawrenceville

Find out more about South Side

South Side Vacation Homes information

Number of reviews
245
Accommodation
626 Vacation Homes
Lowest Price
￥26,497
Highest Price
￥103,647

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