South Side Holiday Rentals

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Check prices for these dates

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

Holiday Rentals in South Side

Kasa South Side Pittsburgh
Exterior

Kasa South Side Pittsburgh

4.0 star property
8.2 out of 10, Very good, (89)
"Surprised at the room cleanliness. This is our 4th time staying at this property. And the no parking was a little disappointing."
Kasa South Side Pittsburgh
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Fridge, microwave, oven, stovetop

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (26)
"got a lil warm in the house the first night but over all a great place"
The price is HK$391
HK$1,965 total
includes taxes & fees
20 Aug - 21 Aug
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Charming 2-bedroom apartment In Pittsburgh, Southside!
Smart TV, stereo

Charming 2-bedroom apartment In Pittsburgh, Southside!

4.0 out of 10, (3)
"The apartment itself is lovely. There is one reason I would not stay here is there is a horrible gut wrenching smell in hallway and the entire apartment. At first we thought someone was cooking with very intense spices until we got inside apartment and it smelled the same with same intensity. This smell did not go away for the two days we were there. Only relief we got was when opening windows. Luckily had air freshener in the car. There were plug-ins but only one had deodorizer in it. The host...
The price is HK$939
HK$2,567 total
includes taxes & fees
21 Aug - 22 Aug
Charming 2-bedroom apartment In Pittsburgh, Southside!
*Historic Gem* Heart of Southside-Sleeps 10
Fridge, microwave, oven, stovetop

*Historic Gem* Heart of Southside-Sleeps 10

9.6 out of 10, Exceptional, (18)
"Property was perfect for a quick weekend visit to attend a concert at PPG arena. "
The price is HK$1,134
HK$2,222 total
includes taxes & fees
21 Aug - 22 Aug
*Historic Gem* Heart of Southside-Sleeps 10
Cozy&Modern 2Bdr Apt PIttsburgh
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Cozy&Modern 2Bdr Apt PIttsburgh

2.0 star property
10.0 out of 10, Exceptional, (4)
"Good location right of East Carson. Enjoyed our stay."
The price is HK$720
HK$988 total
includes taxes & fees
20 Aug - 21 Aug
Cozy&Modern 2Bdr Apt PIttsburgh
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Outdoor dining

Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside

6.0 out of 10, (3)
"Excellent communication with owner. Fast, friendly and courteous. Located about 450 meter walk up a large hill from Penn Avenue (bus 88) which is about 35 minutes to downtown. Apartment showing its age but fair value for cost. "
The price is HK$939
HK$2,584 total
includes taxes & fees
19 Aug - 20 Aug
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Fridge, microwave, oven, stovetop

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

9.4 out of 10, Exceptional, (3)
"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! "
The price is HK$352
HK$1,912 total
includes taxes & fees
20 Aug - 21 Aug
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Stay Pittsburgh
Front of property

Stay Pittsburgh

2.0 star property
7.8 out of 10, Good, (168)
"Clean and good location "
The price is HK$1,016
HK$1,560 total
includes taxes & fees
22 Aug - 23 Aug
Stay Pittsburgh
Placemakr Downtown Pittsburgh at The Pennsylvanian
Interior

Placemakr Downtown Pittsburgh at The Pennsylvanian

4.0 star property
8.0 out of 10, Very good, (14)
"The unit we stayed in was impeccable. Very beautifully decorated and comfy and homelike. Would definitely stay there again. "
The price is HK$1,197
HK$1,365 total
includes taxes & fees
25 Aug - 26 Aug
Placemakr Downtown Pittsburgh at The Pennsylvanian
Abode Pittsburgh - Downtown Convention Center
Interior

Abode Pittsburgh - Downtown Convention Center

3.5 star property
7.6 out of 10, Good, (82)
"Location nice"
The price is HK$500
HK$1,453 total
includes taxes & fees
25 Aug - 26 Aug
Abode Pittsburgh - Downtown Convention Center
Stylish & Central 3BD Home Pittsburgh/North Side
TV

Stylish & Central 3BD Home Pittsburgh/North Side

10.0 out of 10, Exceptional, (10)
"Super clean and comfortable. Centrally located. Great for family. Everyone enjoyed their stay."
The price is HK$1,017
HK$1,357 total
includes taxes & fees
21 Aug - 22 Aug
Stylish & Central 3BD Home Pittsburgh/North Side
Melwood Suites Unit 107 Studio
1 bedroom, free WiFi

Melwood Suites Unit 107 Studio

2.0 star property
9.6 out of 10, Exceptional, (29)
"We loved how modern and quiet the place was."
The price is HK$1,000
HK$1,140 total
includes taxes & fees
20 Aug - 21 Aug
Melwood Suites Unit 107 Studio
Spacious 3-bedroom house in scenic Mt. Washington near Grandview's city view
Interior

Spacious 3-bedroom house in scenic Mt. Washington near Grandview's city view

2.0 star property
9.8 out of 10, Exceptional, (17)
"Great house and great location. Walking distance to several bars, restaurants and the incline. Great views. "
Spacious 3-bedroom house in scenic Mt. Washington near Grandview's city view
CozySuites - Press House
Private kitchen

CozySuites - Press House

2.0 star property
4.0 out of 10, (2)
"Nice area in downtown Pittsburg PA. It was roomy. Furniture was cheap but we understand why. "
The price is HK$532
HK$1,409 total
includes taxes & fees
20 Aug - 21 Aug
CozySuites - Press House
Stylish 4Bdr Loft Home, North Shore, City Skyline
TV, fireplace

Stylish 4Bdr Loft Home, North Shore, City Skyline

9.8 out of 10, Exceptional, (30)
"Would definitely stay again. No problems whatsoever Recommend"
The price is HK$1,033
HK$1,376 total
includes taxes & fees
17 Sept - 18 Sept
Stylish 4Bdr Loft Home, North Shore, City Skyline
Cozy home close to UPMC/CMU/UPITT/DUQSNE/CARLW Minutes from everything w/Parking
Exterior

Cozy home close to UPMC/CMU/UPITT/DUQSNE/CARLW Minutes from everything w/Parking

9.2 out of 10, Wonderful, (16)
"We stayed for two weeks it was perfect"
Cozy home close to UPMC/CMU/UPITT/DUQSNE/CARLW Minutes from everything w/Parking
Quick ride to the Stadiums!
Fridge, microwave, oven, stovetop

Quick ride to the Stadiums!

10.0 out of 10, Exceptional, (11)
"The house is beautiful and was perfect for an overnight with family after strolling around north shore all day. The house was stocked with everything we needed, the beds were so comfortable, and I will go back! Thanks for a great stay!"
The price is HK$951
HK$2,341 total
includes taxes & fees
20 Aug - 21 Aug
Quick ride to the Stadiums!
424-Apt. 403
Front of property

424-Apt. 403

3.5 star property
9.8 out of 10, Exceptional, (30)
"It was a beautiful place. We really enjoyed our stay. "
The price is HK$1,048
HK$1,686 total
includes taxes & fees
24 Aug - 25 Aug
424-Apt. 403
6 Beds Downtown Apt Very Quick Walk Everywhere
2 bedrooms

6 Beds Downtown Apt Very Quick Walk Everywhere

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is HK$1,003
HK$1,577 total
includes taxes & fees
1 Sept - 2 Sept
6 Beds Downtown Apt Very Quick Walk Everywhere
Melwood Suites Unit 106 Studio
1 bedroom, free WiFi

Melwood Suites Unit 106 Studio

2.0 star property
9.4 out of 10, Exceptional, (3)
"Best stay ever! And I’ve been many places. "
The price is HK$845
HK$1,550 total
includes taxes & fees
19 Aug - 20 Aug
Melwood Suites Unit 106 Studio
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

Hyatt Place Pittsburgh Airport/Robinson Mall

Hyatt Place Pittsburgh Airport/Robinson Mall

10/10 Excellent
"Check in was quick and easy. Our room was comfortable and clean "
Lisa 1-night trip
Posted 1 day ago
Hyatt Place Pittsburgh Airport/Robinson Mall

Frequently asked questions

Are there holiday rentals in South Side?

Yes, there are holiday rentals close to the most popular sights in South Side, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say South Side has a good selection of lively bars and top-notch restaurants. The theatre scene and live music are some other things you might like to check out during your trip.

What are some of the best holiday rentals that South Side has to offer?

Convenient Getaway : This highly rated holiday home rental in South Side is equipped with a patio, laundry facilities and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker. Other favourite homes for rent in South Side are Charming 2BD/3BM home w/fireplace/hut tub/private patio and Gorgeous Southside Slopes home with outdoor hot tub and city view!.

How many holiday rentals will I find in South Side?

Choose from 59 Expedia holiday rentals in South Side for a memorable holiday.

What can I see and do in South Side?

Explore the area and family-friendly sights such as Senator John Heinz Regional History Centre, or get out into nature at a spot like PNC Park. While in the area, you can also visit popular places such as PPG Paints Arena and Acrisure Stadium.

What are holiday rentals like in South Side?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Side. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.