Holiday Rentals in South Side

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Holiday Rentals in South Side

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 ❤️

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 €226
includes taxes & fees
20 Aug - 21 Aug
❤️Cozy Townhome on Carey with Private Deck Space ❤️

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 €290
includes taxes & fees
14 Aug - 15 Aug
Charming 2-bedroom apartment In Pittsburgh, Southside!

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 €213
includes taxes & fees
20 Aug - 21 Aug
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

*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 €242
includes taxes & fees
9 Sept - 10 Sept
*Historic Gem* Heart of Southside-Sleeps 10

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 €290
includes taxes & fees
14 Aug - 15 Aug
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside

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 €128
includes taxes & fees
14 Aug - 15 Aug
Cozy&Modern 2Bdr Apt PIttsburgh

Stay Pittsburgh

2.0 star property
7.8 out of 10, Good, (168)
"Clean and good location "
The price is €149
includes taxes & fees
11 Sept - 12 Sept
Stay Pittsburgh

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 €102
includes taxes & fees
24 Aug - 25 Aug
Placemakr Downtown Pittsburgh at The Pennsylvanian

Abode Pittsburgh - Downtown Convention Center

3.5 star property
7.6 out of 10, Good, (82)
"Location nice"
The price is €162
includes taxes & fees
25 Aug - 26 Aug
Abode Pittsburgh - Downtown Convention Center

Stylish & Central 3BD Home Pittsburgh/North Side

10.0 out of 10, Exceptional, (9)
"Super clean and comfortable. Centrally located. Great for family. Everyone enjoyed their stay."
The price is €144
includes taxes & fees
18 Aug - 19 Aug
Stylish & Central 3BD Home Pittsburgh/North Side

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 €125
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

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

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 €170
includes taxes & fees
18 Aug - 19 Aug
Melwood Suites Unit 106 Studio

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 €154
includes taxes & fees
17 Aug - 18 Aug
CozySuites - Press House

Downtown Estate! Can sleep up to 24!

10.0 out of 10, Exceptional, (1)
"Was in town for an unfortunate situation due to a family member needing an emergency surgery and was a little worried about booking a property with no reviews, but after speaking with the owner, I was put at ease and let me tell you this property is not only in a great location, but also such a beautiful property and the house even provided breakfast, pastries, and snacks as well as drinks so definitely already looking into booking another trip out to Pittsburgh just to stay here! "
Downtown Estate! Can sleep up to 24!

Stylish 4Bdr Loft Home, North Shore, City Skyline

10.0 out of 10, Exceptional, (29)
"Would definitely stay again. No problems whatsoever Recommend"
The price is €140
includes taxes & fees
17 Aug - 18 Aug
Stylish 4Bdr Loft Home, North Shore, City Skyline

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 €185
includes taxes & fees
14 Aug - 15 Aug
424-Apt. 403

6 Beds Downtown Apt Very Quick Walk Everywhere

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €173
includes taxes & fees
1 Sept - 2 Sept
6 Beds Downtown Apt Very Quick Walk Everywhere

Cozy City Views Apartment downtown perfect location with rooftop and gym

10.0 out of 10, Exceptional, (5)
The price is €158
includes taxes & fees
14 Aug - 15 Aug
Cozy City Views Apartment downtown perfect location with rooftop and gym
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

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.