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Check prices for these dates

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Holiday Rentals in Oakland

Room, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker
America Room 1 Bedroom by Main Street Bed & Breakfast
America Room 1 Bedroom by Main Street Bed & Breakfast
2.0 star property
The price is ฿3,591
฿4,593 total
includes taxes & fees
2 Nov - 3 Nov
America Room 1 Bedroom by Main Street Bed & Breakfast
House (3 Bedrooms) | Interior
Charming Cave City Vacation Rental w/ Fire Pit!
Charming Cave City Vacation Rental w/ Fire Pit!
3.0 star property
10.0 out of 10, Exceptional, (1)
"One of the BEST overnight stays we have ever experienced ! This place was EXCEPTIONAL !! "
United States
Tony
The price is ฿3,847
฿9,590 total
includes taxes & fees
5 Nov - 6 Nov
Charming Cave City Vacation Rental w/ Fire Pit!
Exterior
The Maple Retreat at Park Mammoth
The Maple Retreat at Park Mammoth
3.0 star property
9.8 out of 10, Exceptional, (13)
"Excellent location. Just minutes from Mammoth National Park. We were able to go back and forth to take breaks easily. Super clean and has everything you need to make meals. Laundry on site was very helpful to clean our clothes after hiking, cave tours and kayaking. You have privacy yet you are located close to everything (fast food/Walmart, etc. 15 minutes away). "
United States
Katy
The price is ฿4,416
฿7,685 total
includes taxes & fees
30 Nov - 1 Dec
The Maple Retreat at Park Mammoth
Room, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker
Greer Room 1 Bedroom by Main Street Bed & Breakfast
Greer Room 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
The price is ฿3,589
฿4,590 total
includes taxes & fees
12 Nov - 13 Nov
Greer Room 1 Bedroom by Main Street Bed & Breakfast
House (2 Bedrooms) | Interior
Walk to Wku, Bars & Dining! Updated Duplex Home
Walk to Wku, Bars & Dining! Updated Duplex Home
3.0 star property
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 ฿3,718
฿7,976 total
includes taxes & fees
3 Nov - 4 Nov
Walk to Wku, Bars & Dining! Updated Duplex Home
House (1 Bedroom) | Interior
Hilltopper Convenience: Modern Duplex Near WKU
Hilltopper Convenience: Modern Duplex Near WKU
3.0 star property
The price is ฿2,845
฿6,986 total
includes taxes & fees
3 Nov - 4 Nov
Hilltopper Convenience: Modern Duplex Near WKU
Studio | Private kitchen | Fridge, coffee/tea maker
Dickinson Room by Main Street Bed & Breakfast
Dickinson Room by Main Street Bed & Breakfast
3.0 star property
The price is ฿3,902
฿4,989 total
includes taxes & fees
2 Nov - 3 Nov
Dickinson Room by Main Street Bed & Breakfast
Room, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker
Dupriest Room 1 Bedroom by Main Street Bed & Breakfast
Dupriest Room 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
The price is ฿4,209
฿5,382 total
includes taxes & fees
12 Nov - 13 Nov
Dupriest Room 1 Bedroom by Main Street Bed & Breakfast
Cottage, 1 Bedroom | Private kitchen | Coffee/tea maker
Carroll Cottage 1 Bedroom by Main Street Bed & Breakfast
Carroll Cottage 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
2.0 out of 10, (1)
"The bed sheets were not clean. Covered in both human and dog hair. Room was freezing. Looks to be an old converted shed sitting in a concrete pad. It was 5 degrees outside and we had a constant draft through the doors, windows, and cold air emitting straight from the floor. The home is old, which is no issue. There is a difference however between old and old/dirty/unkept. The floor was covered in dead bugs, spiderwebs, and dust. There was someone’s old food in n the mini fridge. Also, we are...
United States
Meesha
The price is ฿3,902
฿4,989 total
includes taxes & fees
2 Nov - 3 Nov
Carroll Cottage 1 Bedroom by Main Street Bed & Breakfast
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

Tru by Hilton Bowling Green, KY

Tru by Hilton Bowling Green, KY

10/10 Excellent
"Clean environment, perfect location, and friendly staff."
Toya 1-night trip
Posted 1 day ago
Tru by Hilton Bowling Green, KY

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 Mammoth Cave National 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.