Holiday Homes in South Side

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Featured Holiday Homes in South Side

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
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
28 Oct - 29 Oct
King Bed | Free Parking | Arcade | Fire Pit
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
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$696
includes taxes & fees
27 Oct - 28 Oct
Central 5BD Getaway - Spacious Home w/ BBQ
King Bed - BBQ & Hot Tub - Centrally Located
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 AU$518
includes taxes & fees
29 Oct - 30 Oct
King Bed - BBQ & Hot Tub - Centrally Located
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
2.0 star property
The price is AU$322
includes taxes & fees
23 Oct - 24 Oct
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
Hot Tub | King Bed | Games | Free Parking
10.0 out of 10, Exceptional, (3)
"Space was great. Bars and restaurants within walking distance. Would recommend! "
United States
Thomas Z.
The price is AU$545
includes taxes & fees
5 Nov - 6 Nov
Hot Tub | King Bed | Games | Free Parking
City Skyline - Outside decks - Contemporary
10.0 out of 10, Exceptional, (4)
"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 AU$651
includes taxes & fees
23 Oct - 24 Oct
City Skyline - Outside decks - Contemporary
❤️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$381
includes taxes & fees
23 Oct - 24 Oct
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
7.0 out of 10, Good, (4)
"Very well organized and clean. Host was quick to communicate and helpful."
United States
Noah S.
The price is AU$372
includes taxes & fees
3 Nov - 4 Nov
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
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 AU$381
includes taxes & fees
27 Oct - 28 Oct
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
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$1,108
includes taxes & fees
3 Nov - 4 Nov
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
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 | 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$530
includes taxes & fees
29 Oct - 30 Oct
King Bed | Free Parking | BBQ | Fire pit | Arcade
Pittsburgh Pennsylvania house
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 AU$487
includes taxes & fees
4 Nov - 5 Nov
Pittsburgh Pennsylvania house
6min to Pittsburgh Zoo,Pet Friendly,Near Butler St
9.6 out of 10, Exceptional, (16)
"This house was perfect for a long weekend with friends. The location was ideal. We could walk to restaurants and bars. And it was nice and quiet at night. Jonathan was so nice and answered my questions quickly. We would stay here again. "
United States
Nancy H.
The price is AU$599
includes taxes & fees
29 Oct - 30 Oct
6min to Pittsburgh Zoo,Pet Friendly,Near Butler St
307 37th St · Lawrenceville Row House - Walk to Everything!
9.4 out of 10, Exceptional, (36)
"We enjoyed our stay. There were only 2 of us so we definitely enjoyed being in separate parts of the house. "
United States
Kendra N.
The price is AU$300
includes taxes & fees
11 Nov - 12 Nov
307 37th St · Lawrenceville Row House - Walk to Everything!
Spacious~Family Friendly~King Bed~Driveway Parking~Pets~BBQ~Outdoor
9.2 out of 10, Wonderful, (13)
"Beautiful home in a great location. "
United States
Lisa B.
The price is AU$576
includes taxes & fees
30 Oct - 31 Oct
Spacious~Family Friendly~King Bed~Driveway Parking~Pets~BBQ~Outdoor
Modern and Spacious House
2.0 star property
9.4 out of 10, Exceptional, (3)
"Very clean, spacious, and easy parking"
United States
Jessica and Jeff S.
The price is AU$553
includes taxes & fees
18 Nov - 19 Nov
Modern and Spacious House
Yinz Retreat, Above the City Home
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay at, loved the ambiance, the view of the city was amazing. It is spacious, and the top floor is great for adults and kids to just hang out in. Would definitely book again when we come back out here. "
United States
MIGUEL
The price is AU$822
includes taxes & fees
3 Nov - 4 Nov
Yinz Retreat, Above the City Home
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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