Search Holiday Rentals in Oakland

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Check prices for these dates

Tonight
14 Dec - 15 Dec
Tomorrow
15 Dec - 16 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

Our top choices for Oakland holiday rentals

House (2 Bedrooms) | Interior
Walk to Wku, Bars & Dining! Updated Duplex Home

Walk to Wku, Bars & Dining! Updated Duplex Home

Walk to Wku, Bars & Dining! Updated Duplex Home
3.0 star property
Bowling Green
10.0 out of 10, Exceptional, (1)
"Super location, super clean, good information before arrival, newly renovated and would definitely stay there again"
Denmark
Jakob
The price is ฿3,281
฿8,208 total
includes taxes & fees
15 Dec - 16 Dec
Walk to Wku, Bars & Dining! Updated Duplex Home
Premium bedding, pillow-top beds, laptop workspace, free WiFi
The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth
3.0 star property
Park City
9.8 out of 10, Exceptional, (13)
"Wonderful property and ambiance. "
United States
neil
The price is ฿4,526
฿7,781 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Maple Retreat at Park Mammoth
House (2 Bedrooms) | Interior
6 Mi to Mammoth Cave! Mtn-view Home w/ Fire Pit

6 Mi to Mammoth Cave! Mtn-view Home w/ Fire Pit

6 Mi to Mammoth Cave! Mtn-view Home w/ Fire Pit
2.0 star property
Cave City
The price is ฿2,934
฿8,872 total
includes taxes & fees
15 Dec - 16 Dec
6 Mi to Mammoth Cave! Mtn-view Home w/ Fire Pit
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.
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Top Oakland Hotel Reviews

Embassy Suites by Hilton Bowling Green

Embassy Suites by Hilton Bowling Green

10/10 Excellent
"Check in was great. She even let me have a drink from the cafe for free since I was checking in without eating dinner yet. "
Brittany 1-night trip
Posted 3 days ago
Embassy Suites by Hilton Bowling Green

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

  • View our selection of featured holiday rentals in Oakland
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Oakland?

While exploring the area, visit family-friendly sights like Beech Bend Park, or get outside and enjoy nature at Fountain Square Park. National Corvette Museum and NCM Motorsports Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Oakland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakland. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family gatherings.