Oakland holiday rentals

We found 142 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Oakland that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as parking and a fireplace. You'll be sure to find 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

Book 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, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Oakland

Are you looking for attractions to see while you're in town? Venture out of your holiday home and check out everything that makes Oakland a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Canterbury Village (6.5 mi / 10.4 km)
  • SEA LIFE Michigan Aquarium (8.3 mi / 13.4 km)
  • LEGOLAND® Discovery Center (8.4 mi / 13.6 km)
  • Seymour Lake Township Park (9.2 mi / 14.8 km)
  • Pine Knob Mansion (10.7 mi / 17.1 km)
  • Pine Knob Ski Resort (10.7 mi / 17.2 km)

Exploring the natural features in Oakland

Whether you're looking for fun outdoor activities or just want to take in the scenery, Oakland is a great spot to appreciate mother nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Seymour Lake Township Park (9.2 mi / 14.8 km)
  • Pontiac Lake State Recreation Area (16.6 mi / 26.6 km)
  • Union Lake (18 mi / 28.9 km)
  • Huron River (19.8 mi / 31.8 km)
  • Addison Oaks County Park (1.9 mi / 3 km)
  • Stony Lake Beach (7.8 mi / 12.6 km)

Transport options to and around Oakland

Fly into Pontiac, MI (PTK-Oakland County Intl.), the closest airport, located 15.7 mi (25.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Detroit, MI (DET-Coleman A. Young Municipal), which is 26.3 mi (42.4 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Oakland?
The average price for a holiday home in Oakland can vary depending on factors including property type, length of stay and time of year. Whether you’re looking for a sprawling villa with lots of bedrooms or an apartment for you and your other half, just add your dates of travel to find stays with unbeatable value.
How much does it cost to rent a beach house in Oakland?
Prices for beach houses in Oakland will vary depending on the type and size of the property and time of year you’re travelling. Just enter your travel dates into Stayz and how many guests to see your home options and prices. From there you can use our filter tool to tailor your search results by amenities, ratings, nearby activities and more.
What are the top attractions for families in Oakland?
Keep your kids entertained at these awesome family-friendly attractions in Oakland:

  • Stony Lake Beach
  • Addison Oaks County Park
  • Seymour Lake Township Park

How old do you have to be to rent a holiday home in Oakland?
The age limit can differ across properties on Stayz, so be sure to look at the rules of the holiday home in Oakland you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Oakland for?
It all depends on the Oakland property. To browse a list of options offering extended stays, simply enter your dates and guest number into Stayz. Look forward to having the place to yourself, as well as amenities such as air conditioning, a kitchen and an outdoor space where the kids can burn off energy. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.