Photo by KM Moore

Oakland rentals with pool

We found 576 rentals with pool — enter your dates for availability

  • 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 rentals with a pool in Oakland?
Browse our 576 holiday rentals with a pool and start organising your trip to Oakland. Whether you'd like to stay in Alpine Lake, Blakeslee, The View or another much-visited neighbourhood, you'll find the ideal poolside property on Bookabach.
How much does it cost to stay in a holiday rental with a pool in Oakland?
Infinity pool or plunge pool, one bedroom or many, busy or quiet season — what you'll pay for your Oakland stay depends on a wide array of variables. But the one consistent element? Our holiday rentals with a pool are something special. To find a place that fits your budget, narrow your search results by price. You can also use our "Discounts" filter to find holiday rentals that offer discounts for longer stays.
When is the best time to book a holiday rental with a pool in Oakland?
The weather conditions will help you decide when it's the ideal time to plan a poolside escape. Many visitors to Western Maryland get an Oakland holiday rental with a pool in January, when the temperature ranges from -7ºC to 0ºC.
What holiday rentals with a pool in Oakland have nice views?
Use the "Location" filter to find a holiday rental with a pool and the views you dream of waking up to. Start by entering the dates you plan to visit Oakland, then narrow your search based on the type of area you'd prefer to stay in. The only thing left is to pack your swim gear and you're set for a splashing great time.
Can I book a cabin with a pool in Oakland?
You sure can. Search for a cabin with a pool in or near Oakland and create memorable moments with family or friends. Some may offer a private pool, so you can access it whenever you like, while at other stays it may be shared. Use our "Pool" or "Private pool" filters to find a cabin that checks your boxes.
Are there holiday rentals with a private pool in Oakland?
Morning, noon or night, you can go swimming whenever you want when you book a holiday rental with a private pool in Oakland. To look for accommodation that'll boost the fun factor during your getaway, use our "Private pool" filter.
What are the top things to do in Oakland?
Fun times in Oakland are on the cards for all ages when you stay at a holiday home rental with a pool. As well as visiting top attractions like Deep Creek Lake, Wisp Resort and Swallow Falls State Park, you'll be able to spend your downtime having cannonball contests.
Why should I book my holiday rental with a pool with Bookabach?
Booking your holiday rental with a pool with Bookabach means you'll have the whole place for your exclusive use — your own private sanctuary to make a splash with no interruptions or distractions from anyone else. What's more, our flexible payment and cancellation policies give you the freedom to alter your plans if required.