Holiday Rentals Southwest Pennsylvania from ฿3,995: Find Short-Term Rentals & Holiday Accommodations

A cityscape with a river, bridges, and a red trolley.

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Our top choices for Southwest Pennsylvania holiday rentals

A historic building with a large arched entrance, multiple windows, and a clock tower.

1. Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

Brandon

฿3,995 total

includes taxes & fees

2 Nov - 3 Nov

A hallway with a double door leading to an outdoor area, a staircase, and a view of a brick building.

2. 1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh

Crawford-Roberts

Jim

฿9,183 total

includes taxes & fees

18 Oct - 19 Oct

A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

3. 424-Apt. 403

Oakland

Laurence

฿6,314 total

includes taxes & fees

26 Oct - 27 Oct

A modern interior with a polished floor, a grey sofa, and a white door with text.

4. Melwood Suites Unit 107 Studio

Oakland

Lisa

฿6,196 total

includes taxes & fees

18 Oct - 19 Oct

A brick building with a large arched entrance labeled "STAYPGH".

5. Stay Pittsburgh

Downtown Pittsburgh

Krishna

฿4,811 total

includes taxes & fees

20 Oct - 21 Oct

6. 424 Gold Way-Apt 402, 2 Bed/1Bath

Oakland

Krystyna

฿7,271 total

includes taxes & fees

18 Oct - 19 Oct

A grand banquet hall with high ceilings, ornate columns, and a central stage. Tables are set for a formal event, with floral centerpieces and elegant table settings.

7. Abode Pittsburgh - Downtown Convention Center

Downtown Pittsburgh

HEMAL

฿6,040 total

includes taxes & fees

21 Oct - 22 Oct

A residential property with a brick house, a covered porch, and a fenced yard.

8. Home 6 Mi to Dtwn & Steelers Game! Bring Your Pets

North Side

฿12,571 total

includes taxes & fees

23 Oct - 24 Oct

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Top Southwest Pennsylvania Hotel Reviews

Hyatt Place Pittsburgh-North Shore

8/10 Good

"Breakfast could be better"

Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent

"Thoroughly enjoyed our stay here we stayed for three nights. It was centrally located right next to the marketplace downtown which at the time was having Oktoberfest. It was really a good experience. The room was clean. We did not eat the breakfast. It was not included. But there was so many places to eat in walking distance there was no shortage of food. The room was very clean and the bar atmosphere was really nice"

Find out more about Southwest Pennsylvania

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Pennsylvania holiday rentals

1. Placemakr Downtown Pittsburgh at The Pennsylvanian