266 Pittsburgh Holiday Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Pittsburgh holiday rentals from 7 rental sites including HomeAway, Booking.com, HRS Holidays and more, ranging from $28 to $725 a night.

Information about Pittsburgh

About Pittsburgh

Located in western Pennsylvania, Pittsburgh is the second largest city in the Commonwealth of Pennsylvania where the Allegheny, Monongahela and Ohio Rivers meet at a junction. Often called the “Hollywood of the East” due to its growing film industry, Pittsburgh has 24 miles of riverfront trails, historic attractions and beautiful parks, which offer visitors plenty of fun activities to choose from during their stay.

Things to Do in Pittsburgh

During your stay in Pittsburgh, you’ll find that you are spoiled for choice when it comes to choosing from all of the things to do there. Downtown you can spend an afternoon at Point State Park, which is where the junction that connects the Allegheny and Monongahela rivers to form the Ohio River is located. For some of the best city views, head over to Mount Washington Overlook and go for a ride on the Duquesne Incline, a century-old cable car. For art lovers, the Andy Warhol Museum is located near downtown Pittsburgh where he grew up and features extensive collections of his art and other materials from his estate. Whether you’re in the mood for baseball or football, you can catch a Pirates game at their home stadium in PNC Park, or watch the NFL Steelers and the University of Pittsburgh Panthers in action at Heinz Field. Enjoy the extensive varieties of wildlife at the Pittsburgh Zoo & PPG Aquarium, followed by the botanical gardens and Victorian greenhouse at Phipps Conservatory and Botanical Gardens, which are located 18 minutes away from each other.

Pittsburgh Day Trips

If you’re looking to get out of Pittsburgh for the day, there are plenty of great nearby towns with unique sites and attractions. Located 67 miles east of Pittsburgh is Johnstown, where you can catch the local Johnstown Tomahawks ice hockey team in action at the Cambria County War Memorial Arena, or stroll around beautiful buildings like the Cathedral of Saint John Gualbert. Altoona is another city in central Pennsylvania that is just over an hour-and-a-half from Pittsburgh and is home to the Railroaders Memorial Museum, Lakemont Park, and DelGrosso’s Amusement Park that includes miniature golf and a water park. If you’re up for the three-hour ride to Pennsylvania’s capital of Harrisburg, you can spend an entire day visiting local monuments and sights such as the Pennsylvania National Fire Museum, the chocolate-themed Hersheypark, and the kid-friendly Whitaker Center for Science and the Arts.

If you're eager for a lakeside getaway, there's no better place to go than Deep Creek Lake in Maryland, a mere two hour and fifteen minutes away by car. You'll feel like you've really escaped when you set foot in rustic cabins in a gorgeous waterfront setting.

Pittsburgh Accommodation

Home to 90 neighborhoods, Pittsburgh has all kinds of rentals that you can book on Tripping to make your stay more enjoyable. Rent a home in Bloomfield, which is located three miles from Downtown and is Pittsburgh’s historic Italian neighborhood filled with Italian restaurants, bakeries, markets and bars. It’s a great place for walking and is also a short bus ride from several distinguished educational institutions, including Carnegie Mellon University and the University of Pittsburgh. A great area to rent a high-rise is the Oakland neighborhood, which is home to many brand-new buildings along with the famous Carnegie Museum of Art and Natural History. The Strip District is another trendy area that has been transformed to several blocks of restaurants and eclectic shops, and on Saturday morning all of the vendors set up tables on Penn Avenue where you can find everything from hummus to olive oil. Downtown is the perfect area to stay in a high-rise and enjoy the beautiful city views, as well as taking a downtown walking tour during the day with the Pittsburgh History and Landmarks Foundation. The South Side has tons of shops with character and is a popular going-out spot, especially between 10th and 25th streets, where there are clubs, bars, and lounges for late night entertainment.

Pittsburgh Transportation

One of the most popular and convenient ways to get around Downtown Pittsburgh is walking, but there is also an abundance of taxi cabs and buses that are easily accessible and will take you to your destination. Healthy Ride is Pittsburgh’s bike share program that allows you to rent a bicycle from any Healthy Ride station for as little as $2 for every thirty minutes. Another fun method of transportation is Molly’s Trolley’s, a two-hour guided tour aboard a 1920 style vintage trolley that departs from Station Square and takes visitors throughout several of Pittsburgh’s most well-known neighborhoods.

Vacation Rentals in Pittsburgh

Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Pittsburgh offers 266 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $177 a night, or a long-term rental for an average price of $1462 a month.

These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 182 of Pittsburgh’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 78 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 130 cozy homes.

Traveling with pets? Choose from 40 pet-friendly rentals in Pittsburgh for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

Search properties from 7 rental sites in Pittsburgh where the top providers in that area are HomeAway, Booking.com, and HRS Holidays. There are 83 HomeAway rentals, 79 Booking.com short term rentals and 49 HRS Holidays vacation rentals.