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Compare 500 Vacation Homes in South Side with updated reviews, rates, and availability.

2 King Beds / Free Parking / Arcade / Patio

9.8 out of 10, Exceptional, (28)
"Simple check-in, great location, super clean. All around a great stay - would 100% rebook."
The price is AED 404
AED 1,059 total
includes taxes & fees
29 Jan - 30 Jan
2 King Beds / Free Parking / Arcade / Patio

Downtown Loft | Skyline Views | Free Parking | Gym

10.0 out of 10, Exceptional, (14)
"wonderful stay, so homey, beautiful view of the city! easy access getting in. host was very nice and responsive when having any questions! 10/10 recommend staying here you will not regret it! "
The price is AED 312
AED 893 total
includes taxes & fees
29 Jan - 30 Jan
Downtown Loft | Skyline Views | Free Parking | Gym

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (41)
"very nice modernconvenient only negative which is super minimal, no microwave "
The price is AED 367
AED 707 total
includes taxes & fees
29 Jan - 30 Jan
Not so tiny house with full kitchen & patio swing

4BR 4BA Urban Oasis in Mt Washington

10.0 out of 10, Exceptional, (21)
"Family in Pittsburgh "
The price is AED 496
AED 1,700 total
includes taxes & fees
29 Jan - 30 Jan
4BR 4BA Urban Oasis in Mt Washington

Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage

9.8 out of 10, Exceptional, (42)
"Had a great stay. Property was exactly as listed. Very well done. "
The price is AED 573
AED 1,442 total
includes taxes & fees
3 Feb - 4 Feb
Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage

Enjoy Urban Living at our Steel City Getaway w/ Hot Tub!

10.0 out of 10, Exceptional, (34)
"Stayed here over a long weekend for a hockey tournament. We commuted to Ice Castle in Castle Shannon at various times of day and it was very reasonable. Neighborhood was quiet and clean. Driveway parking available which we used and had to park an additional vehicle on the street. No issues finding parking. Backyard was fully fenced and clean. Would be super cute in the Spring-Fall time. Salt and shovel were available for us as well as a couple of space heaters should we needed them. I would have...
Enjoy Urban Living at our Steel City Getaway w/ Hot Tub!

Cozy escape close to downtown, stadiums & parks

10.0 out of 10, Exceptional, (37)
"My boyfriend and I stayed over Christmas to watch the Pittsburgh Steelers play The Kansas City Cheifs, the house was very comfortable, the owner had decorations for us in the house which made our stay at Christmas away from our families very enjoyable "
The price is AED 242
AED 627 total
includes taxes & fees
17 Feb - 18 Feb
Cozy escape close to downtown, stadiums & parks

2 Bedroom/ 2 Bath- 5 mins to stadiums - BEST city views - Free parking!

9.4 out of 10, Exceptional, (39)
"Overall a great experience. Was clean and comfortable and had a several nice things done by the owner including ice, a bottle of wine and coffee. We used everything except the ice. Fantastic views of downtown and the rivers. Would stay again but probably not the best place for those who are older or adverse to stairs. Nice little coffee shop down the nearby stairs. Close to stadiums and North side scene. "
2 Bedroom/ 2 Bath- 5 mins to stadiums - BEST city views - Free parking!

Spacious Loft Downtown | Free Parking | Gym | View

9.8 out of 10, Exceptional, (16)
"First time in Pittsburgh and this was a great place to stay. The view of the city is beautiful! "
Spacious Loft Downtown | Free Parking | Gym | View

Home away from Home

The price is AED 496
AED 644 total
includes taxes & fees
12 Feb - 13 Feb
Home away from Home

Spacious Downtown Loft | Free Parking | Gym

9.6 out of 10, Exceptional, (25)
"If you are looking for somewhere to stay to enjoy a night in Pittsburgh, this is the perfect place to stay! Very close to all local sports arenas and a few fun bars. Very comfy and cozy!"
The price is AED 312
AED 893 total
includes taxes & fees
29 Jan - 30 Jan
Spacious Downtown Loft | Free Parking | Gym

★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

10.0 out of 10, Exceptional, (26)
"Highly recommended! This place was so beautiful and super spacious considering it’s deceiving from the exterior. If we take another trip to Pittsburgh, we will absolutely stay here again."
The price is AED 456
AED 1,326 total
includes taxes & fees
17 Feb - 18 Feb
★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

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

9.6 out of 10, Exceptional, (43)
"The house was exactly as listed and we loved it. The host was great when it came to communication, too. There was way more space than expected inside and as two families of 4 we definitely all had space. Outside was super nice as well. We will definitely use this house again when visiting the area "
The price is AED 382
AED 1,069 total
includes taxes & fees
19 Feb - 20 Feb
King Bed / Free Parking / BBQ / Fire pit / Arcade

Victorian Home in Mt. Washington

10.0 out of 10, Exceptional, (1)
"I was very pleased with this place up on Mt. Washington. I was looking for a location to host some guests from my professional organization, and the backyard was perfect. All communication and details through the App and with host were perfect. Thank you! "
The price is AED 645
AED 1,577 total
includes taxes & fees
11 Feb - 12 Feb
Victorian Home in Mt. Washington

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

10.0 out of 10, Exceptional, (21)
"Cute, clean place to stay for a larger family. We enjoyed our stay. Loved the private back patio area. We would stay again if in the area! "
Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

6min to Pittsburgh Zoo,Pet Friendly,Near Butler St

9.8 out of 10, Exceptional, (11)
"Very Nice!/ clean and convenient location!. Would love to stay again. Only con - too early check out time @ 10am, was hard to get out!"
The price is AED 367
AED 1,413 total
includes taxes & fees
2 Feb - 3 Feb
6min to Pittsburgh Zoo,Pet Friendly,Near Butler St

Spacious Home on Mount Washington/King Bed

9.8 out of 10, Exceptional, (8)
"Had a great time in Pitt for the Homecoming weekend visiting our son! Great house and location. Would definitely stay again. "
The price is AED 360
AED 878 total
includes taxes & fees
29 Jan - 30 Jan
Spacious Home on Mount Washington/King Bed

Spacious Pitt Loft | Walkable | Gym |Free Parking

9.2 out of 10, Wonderful, (7)
"We really enjoyed staying at this property. The condo itself is very nice/clean and we felt extra safe with the security in the lobby. The parking is an extra bonus. We walked everywhere, including to Acrisure Stadium! Highly recommend staying here."
The price is AED 331
AED 922 total
includes taxes & fees
2 Feb - 3 Feb
Spacious Pitt Loft | Walkable | Gym |Free Parking

Townhouse in Brighton Heights

10.0 out of 10, Exceptional, (20)
"Good price, good location, very neat, great weekend."
The price is AED 441
AED 790 total
includes taxes & fees
29 Jan - 30 Jan
Townhouse in Brighton Heights

Steel City Stay- 4B/2B Getaway

The price is AED 343
AED 1,195 total
includes taxes & fees
29 Jan - 30 Jan
Steel City Stay- 4B/2B Getaway
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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Other property types in South Side

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!

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 ❤️

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 AED 165
AED 894 total
includes taxes & fees
29 Jan - 30 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.