Destination guide

Head to the friendly city of Oakland

Enjoy the area's cathedral, museums and architecture and make a vacation rental your home during your stay in Oakland. Well known for its university setting, restaurants and sporting events, this welcoming city won't disappoint. PNC Park and Monongahela Incline are just a couple of the must-sees in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.


Activities and attractions in Oakland

Are you hoping to find top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that Oakland has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • National Aviary (2.7 mi / 4.4 km)
  • Frick Park (3.2 mi / 5.2 km)
  • Pittsburgh Zoo and PPG Aquarium (3.4 mi / 5.5 km)
  • Sandcastle Water Park (3.6 mi / 5.8 km)
  • Kennywood (6.2 mi / 10 km)
  • South Park Golf Course (8.4 mi / 13.6 km)
Natural features

Exploring the natural features in Oakland

Whether you're an adventurous traveler or just want to appreciate the scenery, Oakland is a great place to spend some time outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Schenley Park (0.6 mi / 1 km)
  • Phipps Conservatory (0.6 mi / 1 km)
  • Mellon Park (2.3 mi / 3.8 km)
  • Point State Park (2.5 mi / 4 km)
  • Frick Park (3.2 mi / 5.2 km)
  • West End-Elliott Overlook Park (4 mi / 6.4 km)
How to get there

Transportation to and around Oakland

The nearest airport is in Pittsburgh, PA (PIT-Pittsburgh Intl.), located 16 mi (25.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Latrobe, PA (LBE-Arnold Palmer Regional), which is 31.5 mi (50.6 km) away.

Where to stay around Oakland?

Our 2019 property listings offer a large selection of 19 vacation rentals near Oakland. From 13 Houses to 3 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Oakland for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Oakland?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Oakland:

  • South Oakland: 24 vacation rentals
  • Downtown: 79 vacation rentals
  • Mount Washington: 44 vacation rentals
  • South Side Flats: 33 vacation rentals
  • Squirrel Hill South: 19 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Oakland?

HomeAway offers a large selection of vacation rentals near lovely places in Oakland. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • University of Pittsburgh: 255 vacation rentals
  • Carnegie Museum of Natural History: 254 vacation rentals
  • Soldiers and Sailors Memorial Hall and Museum: 254 vacation rentals
  • University of Pittsburgh Medical Center: 255 vacation rentals
  • Carnegie Library of Pittsburgh: 255 vacation rentals

But there are many other points of interest around Oakland listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Oakland?

Yes, of course. HomeAway has 13 Houses in Oakland. Our other popular types of vacation rentals in Oakland include:

  • Condos/Apartments: 3 rentals available
  • Townhouses: 2 rentals available
  • Studios: 2 rentals available

Can I find a vacation rental with internet/wifi in Oakland?

Yes, you can select your preferred vacation rental with internet/wifi among our 16 vacation rentals with internet/wifi available in Oakland. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Oakland