South Side Holiday Rentals: Short-Term Accommodations for Rent

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Holiday Rentals in South Side

Stunning hotel with a modern, symmetrical facade featuring a central vertical element.

"Great location relative to Pitt's campus. excellent dining choices in the area. TV in the master suite would be nice."

Over The Bar Bicycle Cafe offers a variety of services and products, including a selection of beers.

"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. "

HK$1,947 total

includes taxes & fees

29 Jul - 30 Jul

"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...

HK$1,849 total

includes taxes & fees

29 Jul - 30 Jul

Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven, along with a sink and ample counter space.

"got a lil warm in the house the first night but over all a great place"

HK$1,868 total

includes taxes & fees

29 Jul - 30 Jul

Kitchen features a microwave, sink, and dishwasher, with a modern countertop and rustic brick wall.

"Property was perfect for a quick weekend visit to attend a concert at PPG arena. "

HK$2,372 total

includes taxes & fees

29 Jul - 30 Jul

Kitchen area with a brick wall, white countertop, and bar stools.

"Good location right of East Carson. Enjoyed our stay."

HK$1,090 total

includes taxes & fees

31 Jul - 1 Aug

Enjoy a convenient morning with a coffee maker and toaster, plus a stove, microwave, and refrigerator.

"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! "

HK$1,868 total

includes taxes & fees

29 Jul - 30 Jul

Welcome to StayPGH, where guests enter through a charming brick archway flanked by lush greenery.

"Great location. "

HK$1,128 total

includes taxes & fees

26 Aug - 27 Aug

Experience the grandeur of our lobby, featuring a reception desk under a stunning arched window, comfortable seating areas, and a beautiful patterned rug.

"Practical and accessible "

HK$1,423 total

includes taxes & fees

29 Jul - 30 Jul

Formal events take place in this grand banquet hall with high ceilings and ornate details.

"Location nice"

HK$1,353 total

includes taxes & fees

29 Jul - 30 Jul

Relax in style with a comfortable seating area and expansive views through the large window.

"We loved how modern and quiet the place was."

HK$1,144 total

includes taxes & fees

29 Jul - 30 Jul

Enjoy a city view from the expansive windows in this stylish room, featuring a large bed and two nightstands.

"First I wanna say the view was perfect and for relaxing with my wife with the view of the city at night was a great mood setter. I would recommend this for anyone. Only negative I have is diff coffee creamer an sugar selections no I'm joking it was great. I'll definitely be back soon. "

Enjoy a city view from this kitchen with a large window, dining area, and oven.

"Nice area in downtown Pittsburg PA. It was roomy. Furniture was cheap but we understand why. "

HK$1,414 total

includes taxes & fees

29 Jul - 30 Jul

Contemporary space with a polished floor leading to a seating area featuring a table and chairs.

"Best stay ever! And I’ve been many places. "

HK$1,555 total

includes taxes & fees

29 Jul - 30 Jul

"Would definitely stay again. No problems whatsoever Recommend"

HK$1,233 total

includes taxes & fees

29 Jul - 30 Jul

Enjoy a peaceful view from the deck with a lounge chair and table.

"We loved staying on Mt Washington! It was close to everything we wanted to do. The house was clean, and a really easy walk to the grocery store, bakery, coffee shop, ice cream shop, and the incline."

HK$2,061 total

includes taxes & fees

20 Aug - 21 Aug

HK$1,334 total

includes taxes & fees

31 Jul - 1 Aug

Kitchen equipped with a refrigerator, sink, coffee maker, microwave, and oven.

HK$1,479 total

includes taxes & fees

29 Jul - 30 Jul

Relax in this inviting room with a comfortable seating area and large window offering a view of the neighborhood.

"The home was great!!! Small and quaint! Perfect for us!!! "

HK$1,519 total

includes taxes & fees

31 Jul - 1 Aug

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Top South Side Hotel Reviews

Omni William Penn Hotel

10/10 Excellent

"This hotel was beautiful! My kids and I had fun exploring the different stairways and rooms. "

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

10/10 Excellent

"We had a great stay. My kids used the pool (indoors, which was nice). Breakfast could have been better (there were a lot of people and it seemed like the serving dishes were too small to accommodate that many guests at once... the staff wasn't able to keep up with things running out in a timely manner). Overall, the food selection was decent."

Find out more about South Side

Search for holiday rentals in South Side on Expedia! You can easily find your home rentals, villas, holiday apartments in South Side using one of the methods below:

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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.

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South Side Holiday Rentals

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Holiday Rentals in South Side

Kasa South Side Pittsburgh

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

Charming 2-bedroom apartment In Pittsburgh, Southside!

❤️Cozy Townhome on Carey with Private Deck Space ❤️

Historic Gem Heart of Southside-Sleeps 10

Cozy&Modern 2Bdr Apt PIttsburgh

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

Stay Pittsburgh

Placemakr Downtown Pittsburgh at The Pennsylvanian

Abode Pittsburgh - Downtown Convention Center

Melwood Suites Unit 107 Studio

Cozy 1BR/1BA + Gym Near UPMC & Carnegie Mellon

CozySuites Downtown Pittsburgh

CozySuites - Press House

Melwood Suites Unit 106 Studio

Stylish 4Bdr Loft Home, North Shore, City Skyline

Urban Retreat with Garage on Mt Washington

Stylish & Central 3BD Home Pittsburgh/North Side

6 Beds Downtown Apt Very Quick Walk Everywhere

Not so tiny house with full kitchen & patio swing