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Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Oakland vacation rentals

Interior

Bowling Green Farmhouse 10 Mi to Mammoth Cave

Bowling Green Farmhouse 10 Mi to Mammoth Cave
3.0 star property
Oakland
The price is P14,159
P27,793 total
includes taxes & fees
Jul 5 - Jul 6
Bowling Green Farmhouse 10 Mi to Mammoth Cave
Private kitchen

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, (1 review)
"I enjoyed my brief stay at the property. The check in process was unusual. I talked with the property manager via Ring and the place was unlocked. Also, I was initially unsure which room I would occupy. But everything got sorted out. The location is very, very close to the street, but the building, which apparently was constructed in 1810, was so well constructed that any noises from passing traffic could not be heard. The room was quiet and comfortable. The ambience of the place was...
United States
Michael Tim
The price is P7,649
P10,456 total
includes taxes & fees
Aug 3 - Aug 4
Greer Room 1 Bedroom by Main Street Bed & Breakfast
Premium bedding, pillowtop beds, laptop workspace, free WiFi

The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth
3.0 star property
Park City
9.0 out of 10, Wonderful, (19 reviews)
"Beautiful place right by the park! the views and nature are breath taking. The cabin is beautiful and clean and services are phenomenal."
United States
MARIA
The price is P14,152
P22,103 total
includes taxes & fees
Jul 16 - Jul 17
The Maple Retreat at Park Mammoth
Private kitchen

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 P7,042
P9,627 total
includes taxes & fees
Jul 5 - Jul 6
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

Comfort Suites Bowling Green Southeast

Comfort Suites Bowling Green Southeast

10/10 Excellent
"The lady that checked us in at the desk was super friendly and genuinely caring! I feel terrible I can’t remember her name but she was incredible! She went out of her way to make the stay great! I would absolutely stay here again!"
Jacob 1-night trip
Posted 13 hours ago
Comfort Suites Bowling Green Southeast

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:

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

Frequently asked questions

Can I find vacation rentals in Oakland?

Yes, we have vacation rentals near top local attractions in Oakland, or you can choose a more remote option if you're looking for relaxation.

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 Southern Kentucky Performing Arts Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Oakland?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Oakland. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.