Photo by KM Moore

Oakland houses

We found 1,393 houses — enter your dates for availability

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

Frequently asked questions

Are there any holiday home rentals in Oakland?
Choose from 1,393 holiday home rentals in Oakland that offer more privacy, space, amenities and value compared to a hotel room. Look into houses in well-known areas such as Alpine Lake, Blakeslee and The View.
How much does it cost to stay in a holiday rental house in Oakland?
Your ideal holiday home rental in Oakland is waiting to be discovered, with prices varying from budget-friendly accommodation to more high-end options. Enter your travel dates to filter your search, making sure you find the best place that everyone will love.
When is the best time to rent a holiday house in Oakland?
The ideal time is whenever you can break free from your daily routine and enjoy the weather you prefer. For most guests looking for a holiday home rental in Oakland, Western Maryland, that's January. Temperatures during this month range from -7ºC to 0ºC.
Where can I rent an Oakland holiday house with great views?
There's only one thing better than enjoying a break in one of our Oakland holiday home rentals — being somewhere that boasts gorgeous views. Browse our options to find a house with the amenities you need and the vistas that'll make your getaway even more amazing. Sort the results by "Guest rating" or "Recommended" and see what's available.
Does Oakland have any weekend house rentals?
We've got a range of wonderful houses that are available for weekend rental. Simply enter your preferred travel dates and get ready for a fun-packed few days away. If you can't find the ideal holiday home rental in Oakland right away, just play around with your dates and search again.
Are there any pet-friendly house rentals in Oakland?
Enjoy your next adventure with your furry companion at one of the five pet-friendly holiday home rentals in Oakland. These properties come with perks that'll make your pooch feel welcome, such as their own cosy bedding. Just check the "Pets allowed" filter to find a house that has space for every cherished member of your family.
What are the top things to do in Oakland?
From Deep Creek Lake to Wisp Resort and Swallow Falls State Park, there are plenty of awesome things to see and do during your family getaway to Oakland. With the fun stuff sorted out, we're here to help you find a holiday home rental that suits your taste and budget.
Why should I book my holiday rental house with Bookabach?
We take the hassle out of finding your perfect holiday home rental. Use our filters to fine-tune your search by nightly price, property type, nearby attractions and more. Whatever your preference, you'll always get the entire space for you and whoever you're adventuring with. What's more, our cancellation policies offer peace of mind should your plans change. You'll get a 100% refund if you cancel your booking within the timeframe specified by the property's cancellation policy.