Book Holiday Homes in Pittsburgh

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Featured Holiday Homes in Pittsburgh

Pittsburgh 2 Bedroom Home on Mt. Washington, Steps away from the Incline

Pittsburgh 2 Bedroom Home on Mt. Washington, Steps away from the Incline

Pittsburgh
The price is AU$396 per night from 24 Nov to 25 Nov
AU$396
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Pittsburgh (Mount Washington), you'll be within a 5-minute drive of PPG Paints Arena and Acrisure Stadium.
Pittsburgh 2 Bedroom Home on Mt. Washington, Steps away from the Incline
Modern ✌🏾Bedroom House in the ❤️ of Shadyside

Modern ✌🏾Bedroom House in the ❤️ of Shadyside

Pittsburgh
With a stay at this vacation home, you'll be centrally located in Pittsburgh, within a 5-minute drive of University of Pittsburgh and Carnegie Mellon ...
Modern ✌🏾Bedroom House in the ❤️ of Shadyside
2 King Beds / Free Parking / Arcade / Patio

2 King Beds / Free Parking / Arcade / Patio

Pittsburgh
The price is AU$430 per night from 2 Dec to 3 Dec
AU$430
includes taxes & fees
2 Dec - 3 Dec
With a stay at this vacation home in Pittsburgh (Mount Washington), you'll be within a 5-minute drive of PPG Paints Arena and David L Lawrence Convention ...
2 King Beds / Free Parking / Arcade / Patio
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Townhouse in Brighton Heights

Townhouse in Brighton Heights

Pittsburgh
The price is AU$378 per night from 23 Nov to 24 Nov
AU$378
includes taxes & fees
23 Nov - 24 Nov
Located in Pittsburgh (North Side), this vacation home is within a 10-minute drive of Acrisure Stadium and PPG Paints Arena.
Townhouse in Brighton Heights
Not so tiny house with full kitchen & patio swing

Not so tiny house with full kitchen & patio swing

Pittsburgh
The price is AU$299 per night from 24 Nov to 25 Nov
AU$299
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home, you'll be centrally located in Pittsburgh, a 5-minute drive from Carnegie Mellon University and 5 minutes from University ...
Not so tiny house with full kitchen & patio swing
15 minutes from Downtown, PNC Park, 5 minutes from Monroeville

15 minutes from Downtown, PNC Park, 5 minutes from Monroeville

Pittsburgh
The price is AU$264 per night from 23 Nov to 24 Nov
AU$264
includes taxes & fees
23 Nov - 24 Nov
Located in Pittsburgh (Wilkinsburg), this vacation home is within a 10-minute drive of University of Pittsburgh and Carnegie Mellon University.
15 minutes from Downtown, PNC Park, 5 minutes from Monroeville
Modern 1BR | FREE Parking | Gym | Skyline Views

Modern 1BR | FREE Parking | Gym | Skyline Views

Pittsburgh
With a stay at this vacation home in Pittsburgh (Downtown Pittsburgh), you'll be a 2-minute walk from PPG Paints Arena and 12 minutes by foot from David L Lawrence ...
Modern 1BR | FREE Parking | Gym | Skyline Views
Downtown Loft | Skyline Views | Free Parking | Gym

Downtown Loft | Skyline Views | Free Parking | Gym

Pittsburgh
The price is AU$389 per night from 24 Nov to 25 Nov
AU$389
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Pittsburgh (Downtown Pittsburgh), you'll be a 2-minute walk from PPG Paints Arena and 12 minutes by foot from David L Lawrence ...
Downtown Loft | Skyline Views | Free Parking | Gym
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

Pittsburgh
Located in Pittsburgh (Wilkinsburg), this vacation home is within a 10-minute drive of University of Pittsburgh and Carnegie Mellon University.
Pittsburgh Home Near Frick Park, 7 Mi to Dtwn
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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.

Pittsburgh Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pittsburgh vacation homes are the perfect way for you to wing it.

Holiday houses in Pittsburgh let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pittsburgh in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pittsburgh adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pittsburgh with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pittsburgh vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pittsburgh Holiday Homes essential information

Accommodation
439 Holiday Homes
Lowest Price
AU$141
Highest Price
AU$430
Popular accommodation
Pittsburgh 2 Bedroom Home on Mt. Washington, Steps away from the Incline, Modern ✌🏾Bedroom House in the ❤️ of Shadyside, 2 King Beds / Free Parking / Arcade / Patio, Townhouse in Brighton Heights, Not so tiny house with full kitchen & patio swing, 15 minutes from Downtown, PNC Park, 5 minutes from Monroeville, Modern 1BR | FREE Parking | Gym | Skyline Views, Downtown Loft | Skyline Views | Free Parking | Gym, Pittsburgh Home Near Frick Park, 7 Mi to Dtwn

Top trending hotels in Pittsburgh

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is AU$251 per night from 24 Nov to 25 Nov
AU$251
includes taxes & fees
24 Nov - 25 Nov
Located in Pittsburgh (Downtown Pittsburgh), Wyndham Grand Pittsburgh Downtown is within a 15-minute walk of PNC Park and David L Lawrence Convention ...
Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is AU$293 per night from 5 Dec to 6 Dec
AU$293
includes taxes & fees
5 Dec - 6 Dec
With a stay at Omni William Penn Hotel, you'll be centrally located in Pittsburgh, within a 10-minute walk of Benedum Center and Cabaret at Theatre Square.
Omni William Penn Hotel
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

2.5 out of 5
8507 University Blvd, Coraopolis, PA
Fully refundableReserve now, pay when you stay
The price is AU$141 per night from 1 Dec to 2 Dec
AU$141
includes taxes & fees
1 Dec - 2 Dec
With a stay at La Quinta Inn by Wyndham Pittsburgh Airport in Coraopolis, you'll be near the airport, within a 10-minute drive of The Mall at Robinson and Robert ...
La Quinta Inn by Wyndham Pittsburgh Airport
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Homewood Suites by Hilton Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

3 out of 5
1410 Smallman Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 1 Dec to 2 Dec
AU$188
includes taxes & fees
1 Dec - 2 Dec
With a stay at Homewood Suites by Hilton Pittsburgh Downtown, you'll be centrally located in Pittsburgh, steps from Senator John Heinz Regional History Centre ...
Homewood Suites by Hilton Pittsburgh Downtown
Don't see what you're looking for?
See all available properties in Pittsburgh
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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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^Subject to availability and chosen travel dates.