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Compare 446 Vacation Homes in South Side with updated reviews, rates, and availability.

Not so tiny house with full kitchen & patio swing

9.6 out of 10, Exceptional, (37)
"I loved this little spot... I did a solo getaway, and this was perfect for me. In a pretty quiet neighborhood, and I felt safe. Close to all the good stuff Pittsburgh has to offer. I will be back!"
The price is AED 367
AED 711 total
includes taxes & fees
2 Dec - 3 Dec
Not so tiny house with full kitchen & patio swing

Cozy Designer Home- Fall views, Minutes to Stadiums, Covered Parking, Spa Bath

2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a great time staying at Patrick's property. Everything was exactly as pictured and described. Bed was comfortable, views were awesome, parking was secure. There was a small park just half a block away good for dogwalking and showing off the views that give the Fineview neighborhood its name. Most of all, we enjoyed the kitchen--fantastically equipped, all Bosch appliances, new cookware--and the bathroom, which provided spa-like luxury. Overall, the taste level of the design and decor made...
Cozy Designer Home- Fall views, Minutes to Stadiums, Covered Parking, Spa Bath

The Beverly at Mt. Lebanon by Luxe PGH

4.0 star property
8.6 out of 10, Excellent, (8)
" I was in love with the place , it was beautiful . Not onr thing to complain about at all . I loved the area it was in too. Everyone was super nice . "
The price is AED 173
AED 471 total
includes taxes & fees
1 Dec - 2 Dec
The Beverly at Mt. Lebanon by Luxe PGH

Stylish 4Bdr Loft Home, North Shore, City Skyline

10.0 out of 10, Exceptional, (22)
"Pleasant stay. House is comfortable, clean. Photos accurate. Host accessible."
The price is AED 632
AED 1,786 total
includes taxes & fees
2 Dec - 3 Dec
Stylish 4Bdr Loft Home, North Shore, City Skyline

Entire Pittsburgh-Carnegie 4Bdr, 2Bath Home King Bed, FreeParking,Patio & Porch!

7.2 out of 10, Good, (7)
"It was spacious, good location and clean. Nice Neighborhood. Would recommend it. We will use it again."
The price is AED 364
AED 1,263 total
includes taxes & fees
2 Dec - 3 Dec
Entire Pittsburgh-Carnegie 4Bdr, 2Bath Home King Bed, FreeParking,Patio & Porch!

Spacious Downtown Loft | Free Parking | Gym

9.6 out of 10, Exceptional, (18)
"Literally across the street from our venue. Being able to walk everywhere we want to go in downtown Pittsburgh is a great plus. Our second time staying with this property manager. Will use everytime we're in Pittsburgh if available. "
The price is AED 331
AED 922 total
includes taxes & fees
28 Nov - 29 Nov
Spacious Downtown Loft | Free Parking | Gym

307 37th St · Lawrenceville Row House - Walk to Everything!

9.4 out of 10, Exceptional, (20)
"It was great."
The price is AED 303
AED 634 total
includes taxes & fees
1 Dec - 2 Dec
307 37th St · Lawrenceville Row House - Walk to Everything!

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

9.6 out of 10, Exceptional, (40)
"A good place to stay, close to things to do. Parking was free however it was on the street, wished that had been mentioned in description. Stovetop & microwave needed some attention. Was just a block off a busy, late night favorite street, not a problem, we just stayed in! Pittsburgh is a clean city with friendly people. Enjoyed our stay!"
The price is AED 415
AED 1,118 total
includes taxes & fees
3 Dec - 4 Dec
King Bed / Free Parking / BBQ / Fire pit / Arcade

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

10.0 out of 10, Exceptional, (8)
"The house is a vibe. Loved the setup and the amenities. Decor was adorable and it was extraordinarily spacious. So close to great coffee shops and other funky stores and breweries. Highly recommend this spot!"
The price is AED 367
AED 1,405 total
includes taxes & fees
1 Dec - 2 Dec
6min to Pittsburgh Zoo,Pet Friendly,Near Butler St

Downtown 1 BR Apartment | Free Parking | Gym

10.0 out of 10, Exceptional, (8)
"Location is right across from PPG Arena. Directions for check-in and check-out were very clear and thorough. Apartment is exactly in the description. The only issue was that when we checked in the headboard was not in good condition. "
Downtown 1 BR Apartment | Free Parking | Gym

Beautiful Newly Renovated Home Away from Home

8.6 out of 10, Excellent, (20)
"Great location, clean, beds were comfortable. No issues parking on the street. Only thing I would have liked better is to have the living room furniture be more comfortable. Overall great stay and nice place. Owner was great with communication!"
Beautiful Newly Renovated Home Away from Home

Yinzers Getaway - Kid & Pet-Friendly 'PETtsburgh' - Free Parking

8.0 out of 10, Very Good, (1)
"The three-story house was very cozy and clean. The kitchen was well equipped, the living room was comfortable for us to sit around and talk, and the beds were very comfortable. We did not have any pets so we could not take advantage of the pet facilities in the basement. But for anyone with a cat, it would be ideal down there."
Yinzers Getaway - Kid & Pet-Friendly 'PETtsburgh' - Free Parking

Charming 3-bedroom house with WiFi and AC in Pittsburgh suburb

10.0 out of 10, Exceptional, (3)
"This place was fantastic! We stayed for a couple nights to be close to downtown for the Steelers football game, which was about a 15 minute drive. The living room was spacious and larger than the pictures conveyed. The kitchen was new and had a very nice sink and refrigerator as well as snacks. The bedrooms were all very spacious and comfortable and the upstairs bathroom was very nice and clean and stocked with towels and toiletries. The property was right in downtown Coraopolis and was a stones...
The price is AED 551
AED 1,180 total
includes taxes & fees
1 Dec - 2 Dec
Charming 3-bedroom house with WiFi and AC in Pittsburgh suburb

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (20)
"Amazing Place very clean very nice close to everything Host will most definitely will be booking again soon"
The price is AED 220
AED 961 total
includes taxes & fees
1 Dec - 2 Dec
❤️Cozy Townhome on Carey with Private Deck Space ❤️

Cozy escape close to downtown, stadiums & parks

10.0 out of 10, Exceptional, (33)
"Great as always"
The price is AED 239
AED 623 total
includes taxes & fees
1 Dec - 2 Dec
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!

Home away from home!!!

8.2 out of 10, Very Good, (20)
"Overall well. I wish the unit was a little cleaner. The property is beautiful so a little more TLC would have been good. The downstairs area needed cleaned. The bathroom floor wasn’t clean. The toilet wasn’t clean but I cleaned everything to my liking upon checking in and it made our stay better. We felt safe and enjoyed to fireplace lights."
The price is AED 1,377
AED 2,336 total
includes taxes & fees
30 Nov - 1 Dec
Home away from home!!!

Pet-Friendly Apollo Home w/ Furnished Deck!

9.0 out of 10, Wonderful, (8)
"Traveling for a wedding, our family decided to be together. It was wonderful. This was a perfect home for the 10 of us. The home is very spacious w everything you need. Communication w the owner was simple and prompt. Location was peaceful & the neighborhood appeared safe. Thank you for contributing to some wonderful memories! . "
Pet-Friendly Apollo Home w/ Furnished Deck!

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

9.8 out of 10, Exceptional, (15)
"You could definitely walk to the Strip District which holds great restaurants, boutiques and tourist items. The beds were comfortable and the bathrooms were clean. The kitchen could use a little more cleaning. The biggest issue is the traffic noise if you are sleeping on the upper level. It seems to be a thoroughfare for semis/dumpster trucks one block over which is very loud and continuous. Bring ear plugs."
The price is AED 294
AED 707 total
includes taxes & fees
3 Dec - 4 Dec
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
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, (67)
"It's conveniently located with easy access to CMU, downtown etc. We love staying in this property. This is our 4th stay. we stay here when we come to drop off our kid to college or visit her. Apartment is very neat, self sufficient even for longer stays. Love it"
Kasa South Side Pittsburgh

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (20)
"Amazing Place very clean very nice close to everything Host will most definitely will be booking again soon"
The price is AED 220
AED 961 total
includes taxes & fees
1 Dec - 2 Dec
❤️Cozy Townhome on Carey with Private Deck Space ❤️

Breathtaking Spacious PGH Skyline Loft On Carson Street

8.6 out of 10, Excellent, (23)
"This place was perfect for our weekend getaway. Perfect size for a group of guy just there to enjoy the game & even better with a nice rooftop with perfect weather. "
Breathtaking Spacious PGH Skyline Loft On Carson Street
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.