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Vacation Homes in South Side

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
2.0 star property
The price is AED 314
AED 762 total
includes taxes & fees
27 Oct - 28 Oct
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
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 traveler
The price is AED 644
AED 1,755 total
includes taxes & fees
28 Oct - 29 Oct
Central 5BD Getaway - Spacious Home w/ BBQ
King Bed | Free Parking | Arcade | Fire Pit
10.0 out of 10, Exceptional, (20)
"Very comfortable"
United States
Deanna
The price is AED 477
AED 1,355 total
includes taxes & fees
29 Oct - 30 Oct
King Bed | Free Parking | Arcade | Fire Pit
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 AED 264
AED 815 total
includes taxes & fees
29 Oct - 30 Oct
South Side Vibe! Pittsburgh's best location
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 AED 475
AED 1,539 total
includes taxes & fees
27 Oct - 28 Oct
City Skyline - Outside decks - Contemporary
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 AED 544
AED 1,442 total
includes taxes & fees
18 Nov - 19 Nov
Hot Tub | King Bed | Games | Free Parking
Pet-Friendly Southside Getaway - Sleeps 12
2.0 star property
The price is AED 646
AED 2,260 total
includes taxes & fees
31 Oct - 1 Nov
Pet-Friendly Southside Getaway - Sleeps 12
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 AED 324
AED 1,222 total
includes taxes & fees
29 Oct - 30 Oct
King Bed - BBQ & Hot Tub - Centrally Located
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 AED 165
AED 898 total
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.
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
❤️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 AED 165
AED 898 total
includes taxes & fees
27 Oct - 28 Oct
❤️Cozy Townhome on Carey with Private Deck Space ❤️
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 AED 1,234
AED 2,310 total
includes taxes & fees
12 Nov - 13 Nov
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
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 AED 184
AED 881 total
includes taxes & fees
27 Oct - 28 Oct
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
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 AED 408
AED 1,308 total
includes taxes & fees
30 Oct - 31 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.
Pittsburgh Pennsylvania house
Cozy, Pet-Friendly Home in Pittsburgh South Side
10.0 out of 10, Exceptional, (4)
"We loved this property and would stay here again when we return to Pittsburgh! The host is very responsive and the home is clean, comfortable, and walkable to downtown. "
United States
Chris O.
Cozy, Pet-Friendly Home in Pittsburgh South Side
★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!
2.0 star property
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 AED 301
AED 1,143 total
includes taxes & fees
29 Oct - 30 Oct
★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!
The Light Room
10.0 out of 10, Exceptional, (3)
"The house has a very peaceful atmosphere."
United States
Susan G.
The price is AED 294
AED 581 total
includes taxes & fees
27 Oct - 28 Oct
The Light Room
183 Banner Way - 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 AED 297
AED 806 total
includes taxes & fees
29 Oct - 30 Oct
183 Banner Way - Lawrenceville
Fire Pit + Family Friendly + Great Location!
9.8 out of 10, Exceptional, (6)
"The house was very comfortable for our family. Great location in walking distance to eateries, breweries, coffee shops, grocery and drug stores. Easy access to downtown. We would stay there again on our next visit. "
United States
shely c.
The price is AED 301
AED 956 total
includes taxes & fees
29 Oct - 30 Oct
Fire Pit + Family Friendly + Great 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