Oakland holiday rentals

We found holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Oakland to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Oakland getaway

Learn about the unique charm of Oakland with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Oakland

Do you want to find attractions to visit in the area? Venture out of your holiday home and check out everything that makes Oakland a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Nova Cellars Winery (7.8 mi / 12.6 km)
  • Living Treasures Wild Animal Park (8.2 mi / 13.2 km)
  • Pittsburgh International Race Complex (9.9 mi / 15.9 km)
  • Chuck E. Cheese's (14.5 mi / 23.3 km)
  • The Links at Firestone Farms (15.8 mi / 25.4 km)
  • Knockin Noggin Cidery & Winery (10.3 mi / 16.6 km)

Exploring the natural features in Oakland

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Oakland is a great place to get out in nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Moraine State Park (14.5 mi / 23.4 km)
  • Boardman Park (14.9 mi / 23.9 km)
  • Lakeview Beach (13.6 mi / 21.9 km)
  • Pleasant Valley Beach (15.1 mi / 24.3 km)
  • Marge Hartman's Paws Town (14.9 mi / 24 km)

Travelling to and around Oakland

Fly into Youngstown, OH (YNG-Youngstown - Warren Regional), the closest airport, located 25 mi (40.3 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Oakland?
Property type, length of stay and time of year are some factors that can affect the price of a holiday home. Simply enter your travel dates to find your dream escape. From cosy chalets to sprawling villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Oakland?
When you travel and the style and size of the property will influence the cost of your beachside escape. Type in your Oakland travel dates to view your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use our filters to select the features and amenities you want in your home.
What are the top attractions for families in Oakland?
If you’re craving something entertaining for the family close to the heart of Oakland, don’t miss Living Treasures Wild Animal Park.
How old do you have to be to rent a holiday home in Oakland?
We recommend you check with the Oakland holiday property you’d like on Stayz as the age limit differs. However, typically it’s 16, 18 or 21.
How long can I rent a holiday home in Oakland for?
The length of time you can rent a holiday home in Oakland depends on the property. Simply enter your desired dates to view a list of options offering extended stays. With many features such as washing machines and kitchens, as well as some offering weekly or monthly discounts, you’re sure to discover somewhere perfect to call your home away from home in Oakland.