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Compare 634 Vacation Homes in South Side with updated reviews, rates, and availability.

"We stayed here for Family Weekend at Pitt. Great location away from the craziness of campus but not too far to be inconvenient to pop back over. We even were able to walk to Acrisure Stadium at night for the game and felt completely safe walking backatmidnight. We"

"Very "

SAR 1,597 total

includes taxes & fees

19 Mar - 20 Mar

"Very clean. Perfect for what we needed, which was essentially a place to sleep as we were busy the rest of the time. Bathroom door to the bedroom was very hard to close, but would if you forced it.Would definitely stay there again"

SAR 918 total

includes taxes & fees

19 Mar - 20 Mar

"Property was just as advertised and exactly what we needed. We found the place clean and comfortable and close to restaurants we enjoy and less than a 15-minute drive to Pitt. The host even accommodated a late check out so my family could attend an evening event and leave our pet until it ended. Alleyway to access the garage is narrow and challenging with an SUV however did not affect our enjoyment of the stay. We would without question rent again."

SAR 696 total

includes taxes & fees

19 Mar - 20 Mar

"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...

"House was so comfortable and the grounds are so relaxing. There was only three of us but will definitely be using again for our larger family group "

"Lived the character of the house & neighborhood. Reminded me of home. "

"Had a great stay with 3 friends and our 7 year old boys for Pirates games. Would definitely stay here again!"

SAR 1,075 total

includes taxes & fees

31 Mar - 1 Apr

"I was in Pittsbugh for work. The property was wellKept and comfortable. Caroline was great to work with and very responsive to questions i had with the thermostats. "

SAR 1,159 total

includes taxes & fees

9 Apr - 10 Apr

"My friends and I stayed here for the weekend and it was amazing! It threw us off a little with the bed as soon as you walk in (don’t worry you can pull it up) but as we looked at the other rooms everything looked beautiful. The only negative thing I can say is the house is at a corner of a intersection so there’s no parking in front of the house but there is close streets you can park on."

SAR 1,477 total

includes taxes & fees

23 Mar - 24 Mar

"The house is adorable, the kitchen is amazing. the location is perfection "

"Wonderful house, very spacious and comfortable. "

SAR 2,357 total

includes taxes & fees

19 Mar - 20 Mar

Smart TV, DVD player, books, video library

"This charming gem of a home was a great place to spend the evening before giving a local presentation. Loved the art and antique furnishings. Lisa is a welcoming host and the neighborhood dogs and cats were a big bonus. cats and dogs a joy. "

SAR 640 total

includes taxes & fees

20 Mar - 21 Mar

"This place is everything I read in the comments. Owners were communicative and seemed to want us to be happy with our stay. The house is older and charming in a nice part of Pittsburg. The microwave button was broke and cold water handle in the shower fell off. Nothing major that ruined our stay. "

SAR 652 total

includes taxes & fees

23 Mar - 24 Mar

"Excellent location with everything you need within 10 minute walk. Place was clean and comfortable. Highly recommend this place to anyone looking to visit Pittsburgh. Host was excellent and responded immediately to all my questions and concerns. "

"Check in and out is a bit confusing but just follow the property managers guidance and it will go seamlessly. Great unit and amazing views!"

SAR 915 total

includes taxes & fees

31 Mar - 1 Apr

"Our daughter had a baby and my husband and I rented this home so that all of us could get together and spend time celebrating. It was perfect. Crystal Crivelli was extremely responsive and helpful. Also she provided lots of necessities and lovely toiletries. We would love to return again very soon. Also - the neighbors on both sides were so nice and friendly! "

SAR 1,962 total

includes taxes & fees

25 Mar - 26 Mar

"This was an excellent place to stay in Pittsburgh! My family and I had a great time! "

"10/10 definitely recommend it’s very spacious and it’s on peaceful street also the host is very forward with there information about the home I will be booking again "

"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. "