Oakland Holiday Homes

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
24/7 support, so you can book with confidence

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Holiday Homes in Oakland

Don't see what you're looking for?
See all available properties in Oakland
View all properties
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.

Holiday Accommodation Oakland

You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Oakland are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Oakland itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.

Oakland holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.

If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Oakland, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.

Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Oakland with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.

Oakland Holiday Homes essential information

Accommodation
453 Holiday Homes
Lowest Price
NZ$184
Highest Price
NZ$249
Popular accommodation
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,, Deep Creek Lake Townhome w/Deck & Water Views, Gorgeous cabin on 2.3 acres with private hot tub & game room with pool table, Oakland Retreat ~ 13 Mi to Deep Creek Lake!, Lakefront, dog friendly, dock slip, hot tub, and fire pit, Lakefront/Dock/Amazing views HotTub, Beautiful Lake View w/Hot tub, Fireplace,& firepit, Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi, New: Lakefront Luxury Home with Private Indoor Heated Pool!, Lake It Easy: Lake Access, Fireplace, Wifi, Lake Views!, Central Lake House with Private Dock! Walk to Area Hot Spots!, New! Howie's Landing: Dogs Welcome, Lake Area, Hot Tub!

Top trending hotels in Oakland

^Eligibility requirements and conditions apply