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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

House (2 Bedrooms) | 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 ￥37,398
￥73,406 total
includes taxes & fees
Jul 9 - Jul 10
Bowling Green Farmhouse 10 Mi to Mammoth Cave
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
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 ￥17,880
￥24,442 total
includes taxes & fees
Jul 8 - Jul 9
Greer Room 1 Bedroom by Main Street Bed & Breakfast
House (1 Bedroom) | Interior

4 Mi to Mammoth Cave: Hand-built Cabin on 70 Acres

4 Mi to Mammoth Cave: Hand-built Cabin on 70 Acres
3.0 star property
Brownsville
4 Mi to Mammoth Cave: Hand-built Cabin on 70 Acres
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 ￥37,224
￥58,138 total
includes taxes & fees
Jul 9 - Jul 10
The Maple Retreat at Park Mammoth
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
Glasgow
The price is ￥18,296
￥29,778 total
includes taxes & fees
Jul 8 - Jul 9
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
Glasgow
The price is ￥18,572
￥30,155 total
includes taxes & fees
Jul 6 - Jul 7
Dupriest Room 1 Bedroom by Main Street Bed & Breakfast
House (3 Bedrooms) | Interior

Kentucky Vacation Rental: Half-mi to Mammoth Cave!

Kentucky Vacation Rental: Half-mi to Mammoth Cave!
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 ￥24,390
￥59,778 total
includes taxes & fees
Jul 21 - Jul 22
Kentucky Vacation Rental: Half-mi to Mammoth Cave!
House (3 Bedrooms) | Interior

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 ￥22,114
￥52,286 total
includes taxes & fees
Jul 8 - Jul 9
Charming Cave City Vacation Rental w/ Fire Pit!
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
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 ￥17,584
￥24,038 total
includes taxes & fees
Jul 6 - Jul 7
Carroll Cottage 1 Bedroom by Main Street Bed & Breakfast
House (2 Bedrooms) | Interior

Private Hot Tub, Arcade Game: Bee Spring Cabin

Private Hot Tub, Arcade Game: Bee Spring Cabin
3.0 star property
Bee Spring
6.0 out of 10, (1 review)
"The cabin was very nice. I called the host with a question and was disappointed in the friendliness of the conversation."
United States
Beth
The price is ￥28,455
￥75,225 total
includes taxes & fees
Jul 12 - Jul 13
Private Hot Tub, Arcade Game: Bee Spring Cabin
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
Glasgow
The price is ￥16,079
￥21,981 total
includes taxes & fees
Jul 8 - Jul 9
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

The Hotel Sync

The Hotel Sync

10/10 Excellent
"Q"
john 2-night trip
Posted 3 hours ago
The Hotel Sync

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 are some of the best vacation rentals that Oakland has to offer?

Peaceful 2-bedroom home near Mammoth Cave.: This vacation home rental outside of Oakland has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.