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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Oakland holiday rentals

A living room with a sectional sofa, a dining area with a table and chairs, a ceiling fan, and a kitchen in the background.

1. < Half-mi to Mammoth Cave! Family Home w/ Yard

< Half-mi to Mammoth Cave! Family Home w/ Yard
3.0 star property
Brownsville
10.0 out of 10, Exceptional, (3 reviews)
"This place was very nice. It was very modern inside and a quiet country setting outside. We loved having a fire pit and being so close to the park. We would definitely stay here again."
United States
Amber
The price is Rp2.684.100
Rp6.578.550 total
includes taxes & fees
12 Oct - 13 Oct
< Half-mi to Mammoth Cave! Family Home w/ Yard
A bedroom with a large bed, a view of a forest, and a modern design.

2. The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth
3.0 star property
Park City
9.2 out of 10, Wonderful, (22 reviews)
"Comfortable and nice location"
United States
Emily
The price is Rp3.960.210
Rp6.229.527 total
includes taxes & fees
12 Oct - 13 Oct
The Maple Retreat at Park Mammoth
Private kitchen

3. Dickinson Room by Main Street Bed & Breakfast

Dickinson Room by Main Street Bed & Breakfast
3.0 star property
Glasgow
10.0 out of 10, Exceptional, (1 review)
The price is Rp2.691.720
Rp3.487.450 total
includes taxes & fees
4 Oct - 5 Oct
Dickinson Room by Main Street Bed & Breakfast
A park with a gazebo, outdoor seating, and a small shed.

4. Charming Cave City Vacation Rental w/ Fire Pit!

Charming Cave City Vacation Rental w/ Fire Pit!
3.0 star property
Cave City
10.0 out of 10, Exceptional, (1 review)
"One of the BEST overnight stays we have ever experienced ! This place was EXCEPTIONAL !! "
United States
Tony
The price is Rp2.433.584
Rp5.753.995 total
includes taxes & fees
12 Oct - 13 Oct
Charming Cave City Vacation Rental w/ Fire Pit!
Private kitchen

5. Greer Room 1 Bedroom by Main Street Bed & Breakfast

Greer Room 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
Glasgow
10.0 out of 10, Exceptional, (2 reviews)
"2nd time we stayed there. Cherie is a great host! Lovely place!"
United States
Carol
The price is Rp2.478.122
Rp2.731.883 total
includes taxes & fees
4 Oct - 5 Oct
Greer Room 1 Bedroom by Main Street Bed & Breakfast
Private kitchen

6. Dupriest Room 1 Bedroom by Main Street Bed & Breakfast

Dupriest Room 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
Glasgow
The price is Rp2.862.631
Rp3.675.862 total
includes taxes & fees
4 Oct - 5 Oct
Dupriest Room 1 Bedroom by Main Street Bed & Breakfast
Private kitchen

7. Carroll Cottage 1 Bedroom by Main Street Bed & Breakfast

Carroll Cottage 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
Glasgow
2.0 out of 10, (1 review)
"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 Rp2.691.720
Rp2.967.351 total
includes taxes & fees
8 Oct - 9 Oct
Carroll Cottage 1 Bedroom by Main Street Bed & Breakfast
Private kitchen

8. America Room 1 Bedroom by Main Street Bed & Breakfast

America Room 1 Bedroom by Main Street Bed & Breakfast
2.0 star property
Glasgow
The price is Rp2.478.122
Rp2.731.883 total
includes taxes & fees
4 Oct - 5 Oct
America Room 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

Drury Inn & Suites Bowling Green

Drury Inn & Suites Bowling Green

10/10 Excellent
"The property was amazing, the kick back dinner and breakfast buffet were delicious."
Roberta 1-night trip
Posted 18 hours ago
Drury Inn & Suites Bowling Green

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia.co.id! 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.