Oakland, Kentucky holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Oakland to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as a hot tub and garden. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Oakland

Showing deals for:10 Oct - 17 Oct

Excellent

(53 reviews)

6 bedroom 5 bath dream escape with over 4600 square feet!

Bowling Green, KY

12% off

AU$936 per night

includes taxes & fees

The Mammoth Cave House sits on a 100 acre farm and is very near Mammoth Cave

Exceptional

(6 reviews)

The Mammoth Cave House, 3BR, 2 bath with 5 beds and VERY near Mammoth Cave

Brownsville, KY

8% off

AU$420 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Oakland

Showing deals for: 10 Oct - 13 Oct

Bowling Green Vacation Rental | 2BR | 1BA | 1,560 Sq Ft | Steps Required

Bowling Green Farmhouse 10 Mi to Mammoth Cave

Sleeps 4 · 2 bedrooms · 1 bathroom

for 3 nights, 1 home

AU$467 per night

includes taxes & fees

Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave

Sleeps 6 · 2 bedrooms · 1 bathroom

for 3 nights, 1 home

AU$287 per night

includes taxes & fees

Brownsville Vacation Rental | 2BR | 1BA | Step-Free Access | 1,100 Sq Ft

Pet-Friendly Brownsville Retreat w/ Porch!

Sleeps 6 · 2 bedrooms · 1 bathroom

for 3 nights, 1 apartment

AU$326 per night

includes taxes & fees

Smiths Grove Vacation Rental | 2BR | 1BA | 900 Sq Ft | Step-Free Access

Charming Smiths Grove Home Near Cave Tours!

Sleeps 5 · 2 bedrooms · 1 bathroom

for 3 nights, 1 home

AU$355 per night

includes taxes & fees

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Choose a holiday rental for your Oakland getaway

Learn about the unique charm of Oakland with a stay in a holiday home rental. This city has something for everyone. National Corvette Museum and Mammoth Cave National Park are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Oakland

Do you want to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that Oakland has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

NCM Motorsports Park (7.6 mi / 12.2 km)
Beech Bend Park (8.5 mi / 13.8 km)
Nolin Lake State Park (17.7 mi / 28.5 km)
Cave Valley Golf Club (9.8 mi / 15.7 km)
CrossWinds Golf Course (11.2 mi / 18.1 km)
Diamond Caverns Golf Course (11.6 mi / 18.7 km)

Exploring the natural features in Oakland

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Oakland. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

Mammoth Cave National Park (12.6 mi / 20.3 km)
Fountain Square Park (11.2 mi / 18 km)
Mammoth Cave Visitor Center (12.9 mi / 20.8 km)
Barren River Lake (13.5 mi / 21.8 km)
Lost River Cave (13.9 mi / 22.3 km)
Barren River Lake State Resort Park (15.5 mi / 24.9 km)

Frequently asked questions

How much does it cost to rent a holiday home in Oakland?

The average price for a holiday home in Oakland depends on several factors, like length of stay, property type and season. Whether you prefer a sprawling villa with space for the whole family or an apartment that's perfect for two, just add your dates of travel to find stays with unbeatable value.

How much does it cost to rent a beach house in Oakland?

The average price for a holiday home near the beach in Oakland depends on when you'll be there and the size and type of property you're searching for. You can quickly and easily find prices on Stayz by entering the dates you'll be travelling. Then use the handy filters to select the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.

What are the top attractions for families in Oakland?

You'll find loads of fabulous things to do and see with the family in Oakland, such as:

National Corvette Museum
Beech Bend Park
Ephram White Park

How old do you have to be to rent a holiday home in Oakland?

The minimum age permitted can differ across properties on Stayz, so be sure to check the rules of the holiday home in Oakland you want to book. But usually, it's 16, 18 or 21.

How long can I rent a holiday home in Oakland for?

The amount of time you can stay in an Oakland holiday home for differs depending on the property. Just put in your travel dates to view available options that offer long-term stays. They come with everything you need to make your extended trip more convenient and enjoyable, like air conditioning and kitchens. Some holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.