Oakland Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Oakland holiday rentals

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
The price is HK$807
HK$1,103 total
includes taxes & fees
23 Apr - 24 Apr
Greer Room 1 Bedroom by Main Street Bed & Breakfast
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, pillow-top beds, laptop workspace, free WiFi

The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth
3.0 star property
Park City
8.8 out of 10, Excellent, (16 reviews)
"Wonderful property and ambiance. "
United States
neil
The price is HK$1,519
HK$2,446 total
includes taxes & fees
19 Apr - 20 Apr
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 HK$816
HK$1,115 total
includes taxes & fees
7 Apr - 8 Apr
America Room 1 Bedroom by Main Street Bed & Breakfast
Private kitchen

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 HK$946
HK$1,523 total
includes taxes & fees
7 Apr - 8 Apr
Dupriest Room 1 Bedroom by Main Street Bed & Breakfast
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 HK$1,152
HK$3,622 total
includes taxes & fees
20 Apr - 21 Apr
Private Hot Tub, Arcade Game: Bee Spring Cabin
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 HK$847
HK$2,516 total
includes taxes & fees
13 Apr - 14 Apr
Charming Cave City Vacation Rental w/ Fire Pit!
Private kitchen

Dickinson Room by Main Street Bed & Breakfast

Dickinson Room by Main Street Bed & Breakfast
3.0 star property
Glasgow
The price is HK$877
HK$1,428 total
includes taxes & fees
20 Apr - 21 Apr
Dickinson Room by Main Street Bed & Breakfast
Private kitchen

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 HK$886
HK$1,212 total
includes taxes & fees
7 Apr - 8 Apr
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

Red Roof Inn & Suites Cave City

Red Roof Inn & Suites Cave City

6/10 Okay
"No breakfast. The property is old- they slapped new bedding on the beds, but it is what it is, an old poorly maintained property. That said totally workable for the price! Didn’t smell funny, convenient to everything we needed, ac was loud, but worked as white noise from all the traffic on the roadway. Safe area. Would def stay again! "
Jennifer 2-night trip
Posted 1 hour ago
Red Roof Inn & Suites Cave City

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

OVERSIZED PORCH, LAKE FRONT, Mammoth Cave, Fast WiFi, Firepit, hiking: This holiday home rental outside of Oakland is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Ephram White 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.