Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

Walk to Wku, Bars & Dining! Updated Duplex Home

Walk to Wku, Bars & Dining! Updated Duplex Home
3.0 star property
Bowling Green
10.0 out of 10, Exceptional, (1)
"Super location, super clean, good information before arrival, newly renovated and would definitely stay there again"
Denmark
Jakob
The price is AU$392
includes taxes & fees
11 Dec - 12 Dec
Walk to Wku, Bars & Dining! Updated Duplex Home

Cozy Tiny Home at Traveler's Cellar Winery in Rockfield with Vineyard views.

Cozy Tiny Home at Traveler's Cellar Winery in Rockfield with Vineyard views.
Rockfield
10.0 out of 10, Exceptional, (14)
"Lovely place!"
United States
R
The price is AU$283
includes taxes & fees
11 Dec - 12 Dec
Cozy Tiny Home at Traveler's Cellar Winery in Rockfield with Vineyard views.

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.0 out of 10, Wonderful, (29)
"It was a great place for a quick stay. "
United States
Sarah B.
The price is AU$291
includes taxes & fees
11 Dec - 12 Dec
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.

Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.
Cub Run
9.4 out of 10, Exceptional, (57)
"Wonderful stay"
United States
Magdalena F.
The price is AU$341
includes taxes & fees
14 Dec - 15 Dec
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.

Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave
Mammoth Cave
9.6 out of 10, Exceptional, (22)
"We absolutely loved our stay. It was quiet and beautiful!"
United States
Elana T.
The price is AU$318
includes taxes & fees
11 Dec - 12 Dec
Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.

Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.
Cave City
9.6 out of 10, Exceptional, (16)
"This was a perfect house for our family to stay in. Clean and well kept. We would definitely stay here again. "
United States
Anonymous traveller
The price is AU$387
includes taxes & fees
11 Dec - 12 Dec
Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.

A Kentucky Cottage - Charming Cottage One Mile From Mammoth Cave National Park

A Kentucky Cottage - Charming Cottage One Mile From Mammoth Cave National Park
Park City
10.0 out of 10, Exceptional, (12)
"Darling clean cabin centrally located. Would definitely stay again!"
United States
K G.
The price is AU$520
includes taxes & fees
11 Dec - 12 Dec
A Kentucky Cottage - Charming Cottage One Mile From Mammoth Cave National Park

Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly

Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly
Cave City
9.6 out of 10, Exceptional, (9)
"We stayed in this lovely rental so we could visit Mammoth Cave National Park. The home was clean and welcoming: the host even supplied dog treats and bowls for our dogs. We very much enjoyed the space and we had everything that we needed to be comfortable for our long weekend stay!"
United States
Kristi J.
The price is AU$466
includes taxes & fees
5 Jan - 6 Jan 2026
Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly

The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth
3.0 star property
Park City
9.8 out of 10, Exceptional, (13)
"Wonderful property and ambiance. "
United States
neil
The price is AU$371
includes taxes & fees
6 Jan - 7 Jan 2026
The Maple Retreat at Park Mammoth

Peaceful private 3 BR new home near Mammoth Cave.

Peaceful private 3 BR new home near Mammoth Cave.
Cave City
9.8 out of 10, Exceptional, (37)
"Great place to stay after touring the caves. "
United States
Matt D.
The price is AU$211
includes taxes & fees
15 Dec - 16 Dec
Peaceful private 3 BR new home near Mammoth Cave.

6 Mi to Mammoth Cave! Mtn-view Home w/ Fire Pit

6 Mi to Mammoth Cave! Mtn-view Home w/ Fire Pit
2.0 star property
Cave City
The price is AU$424
includes taxes & fees
11 Dec - 12 Dec
6 Mi to Mammoth Cave! Mtn-view Home w/ Fire Pit

Cozy House with lots of charm!

Cozy House with lots of charm!
Bowling Green
10.0 out of 10, Exceptional, (36)
"Enjoyed the trip to NCM. "
United States
Steven J.
The price is AU$432
includes taxes & fees
11 Dec - 12 Dec
Cozy House with lots of charm!

Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!
Cave City
10.0 out of 10, Exceptional, (37)
"Great stay & good location to many activities & Mammouth cave. Although wasn't able to find any utensils for the grill. "
United States
RONDA N.
The price is AU$439
includes taxes & fees
11 Dec - 12 Dec
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Exile on Main Street

Exile on Main Street
Brownsville
10.0 out of 10, Exceptional, (58)
"Nice stay! As described. "
United States
Brad T.
The price is AU$424
includes taxes & fees
11 Dec - 12 Dec
Exile on Main Street

Quiet Apartment

Quiet Apartment
Brownsville
9.8 out of 10, Exceptional, (36)
"My husband and I stayed here one night while visiting Mammoth Cave and it perfectly suited our needs. The property was quiet, the bed was comfortable and it was reasonably close to Mammoth Cave National Park. We would stay here again if we ever return to the area."
United States
Caitlin W.
The price is AU$284
includes taxes & fees
11 Dec - 12 Dec
Quiet Apartment

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

The Mammoth Cave House, 3BR, 2 bath with 5 beds and VERY near Mammoth Cave
Brownsville
10.0 out of 10, Exceptional, (7)
"The property was beautiful and clean and had thoughtful additions like a high chair, play pin, basket ball for playing outside, and plenty of svds books and board games. Great place to stay and very close to mammoth cave visitor center."
United States
Chasidy P.
The price is AU$518
includes taxes & fees
11 Dec - 12 Dec
The Mammoth Cave House, 3BR, 2 bath with 5 beds and VERY near Mammoth Cave

Hunts Bend Private Getaway!

Hunts Bend Private Getaway!
Bowling Green
10.0 out of 10, Exceptional, (8)
"A wonderful property in a great location!"
United States
Lance M.
The price is AU$445
includes taxes & fees
16 Dec - 17 Dec
Hunts Bend Private Getaway!

A Kentucky Cabin - Cozy Secluded Cabin One Mile From Mammoth Cave National Park

A Kentucky Cabin - Cozy Secluded Cabin One Mile From Mammoth Cave National Park
Park City
9.8 out of 10, Exceptional, (13)
"Had a great time staying at this unique property."
United States
Andrew
The price is AU$520
includes taxes & fees
11 Dec - 12 Dec
A Kentucky Cabin - Cozy Secluded Cabin One Mile From Mammoth Cave National Park

Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.
Cave City
10.0 out of 10, Exceptional, (21)
"Good stay, communication good, gave great recommendations on local attractions. "
United States
Anonymous traveller
The price is AU$196
includes taxes & fees
11 Dec - 12 Dec
Peaceful 2-bedroom home near Mammoth Cave.

Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill

Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill
Austin
10.0 out of 10, Exceptional, (16)
"Lovely stay on a beautiful property!"
United States
Christine G.
The price is AU$354
includes taxes & fees
14 Dec - 15 Dec
Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill
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

Find out more about Oakland

Everything you need to know about Oakland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oakland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as AU$196 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Peaceful private 3 BR new home near Mammoth Cave.: This holiday home rental outside of Oakland offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable 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.

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 Fountain Square 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.