Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

Bowling Green House w/ Shared Pool!

Bowling Green House w/ Shared Pool!
3.0 star property
Oakland
The price is AU$1,041
includes taxes & fees
5 May - 6 May
Bowling Green House w/ Shared Pool!

10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath

10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath
Horse Cave
8.8 out of 10, Excellent, (6 reviews)
"Everything was perfect for our first glamping experience. Host communicated well and all the instructions were exact. We would definitely stay again!!!"
United States
Kabira Y.
The price is AU$194
includes taxes & fees
28 Apr - 29 Apr
10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath

Glamping Tent at Noble Pine Campground

Glamping Tent at Noble Pine Campground
Mammoth Cave
9.8 out of 10, Exceptional, (28 reviews)
"Really great time, i highly re commend this spot to anyone visiting the caves "
United States
Pietro V.
The price is AU$330
includes taxes & fees
19 May - 20 May
Glamping Tent at Noble Pine Campground

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

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.2 out of 10, Wonderful, (36 reviews)
"It was a great place for a quick stay. "
United States
Sarah B.
The price is AU$256
includes taxes & fees
28 Apr - 29 Apr
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green

Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green
Rockfield
10.0 out of 10, Exceptional, (27 reviews)
"Cute and cozy tiny home. Extremely clean and all the amenities we could have asked for. Will definitely stay again! "
United States
Amy C.
The price is AU$249
includes taxes & fees
1 May - 2 May
Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green

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

Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave Hiking in the area
Mammoth Cave
9.8 out of 10, Exceptional, (40 reviews)
"Had everything we needed, very comfortable!"
United States
Bonnie W.
The price is AU$299
includes taxes & fees
28 Apr - 29 Apr
Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave Hiking in the area

Nolin Cabin Experience w/ Hot Tub

Nolin Cabin Experience w/ Hot Tub
Grayson County
9.8 out of 10, Exceptional, (26 reviews)
"We thoroughly enjoyed, inside, and outside!"
United States
Kary R.
Nolin Cabin Experience w/ Hot Tub

Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Scottsville
9.8 out of 10, Exceptional, (165 reviews)
"Awesome place! Super clean has everything! "
United States
jake S.
The price is AU$272
includes taxes & fees
28 Apr - 29 Apr
Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub

Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub
Cub Run
9.0 out of 10, Wonderful, (72 reviews)
"Amazing stay and a lovely home "
United States
Chloe J.
The price is AU$430
includes taxes & fees
29 Apr - 30 Apr
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub

2 BR Beautiful new home near Mammoth Cave.

2 BR Beautiful new home near Mammoth Cave.
Cave City
9.8 out of 10, Exceptional, (66 reviews)
"This place was the perfect getaway for my family! The house was newly built and everything in it was very nice, and the property was great! It’s minutes away from almost everything and was priced extremely well, will definitely be back next time we are in cave city"
United States
Jacob Eli
The price is AU$225
includes taxes & fees
29 Apr - 30 Apr
2 BR Beautiful new home near Mammoth Cave.

Wanderlust: Here for your outdoor adventure

Wanderlust: Here for your outdoor adventure
Brownsville
9.6 out of 10, Exceptional, (28 reviews)
"Very cute very clean we really enjoyed our stay"
Canada
Carey F.
The price is AU$246
includes taxes & fees
28 Apr - 29 Apr
Wanderlust: Here for your outdoor adventure

Quiet Apartment

Quiet Apartment
Brownsville
9.8 out of 10, Exceptional, (37 reviews)
"The bed was so comfortable. "
United States
Paige H.
The price is AU$263
includes taxes & fees
29 Apr - 30 Apr
Quiet Apartment

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, (42 reviews)
"This house was exceptionally clean and so cozy. I would stay here again if I came back to this area. The hosts have made this property super convenient and it feels like home away from home. "
United States
clay n.
The price is AU$375
includes taxes & fees
28 Apr - 29 Apr
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

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 AU$449
includes taxes & fees
28 Apr - 29 Apr
Charming Cave City Vacation Rental w/ Fire Pit!

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

Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola, Peaceful.
Cub Run
9.4 out of 10, Exceptional, (64 reviews)
"Nice quit place"
United States
Chris G.
The price is AU$307
includes taxes & fees
4 May - 5 May
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola, Peaceful.

Hunts Bend Private Getaway!

Hunts Bend Private Getaway!
Bowling Green
10.0 out of 10, Exceptional, (9 reviews)
"A great place to stay and enjoy the Kentucky landscape."
United States
Lance M.
The price is AU$492
includes taxes & fees
4 May - 5 May
Hunts Bend Private Getaway!

Fabulous 2-bedroom cabin in charming Cub Run

Fabulous 2-bedroom cabin in charming Cub Run
Cub Run
10.0 out of 10, Exceptional, (21 reviews)
"This cabin was very well setup. The host responded quickly with a few of our questions we had. Overall, was very pleased. Had a great weekend of relaxation. "
United States
Jamie
The price is AU$472
includes taxes & fees
28 Apr - 29 Apr
Fabulous 2-bedroom cabin in charming Cub Run

Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.

Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.
Cave City
9.8 out of 10, Exceptional, (74 reviews)
"We enjoyed our stay. The house is beautiful. I would definitely stay here again. "
United States
Tonia E.
The price is AU$285
includes taxes & fees
1 May - 2 May
Peaceful private 3 bedroom & 2 bathroom new home near 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, (20 reviews)
"Easy, timely communication with hosts. The fenced in backyard was great for dogs. Very clean with super comfortable beds. Basic toiletries provided. Overall great stay with no complaints!"
United States
Trish F.
The price is AU$417
includes taxes & fees
28 Apr - 29 Apr
Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.

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 AU$203
includes taxes & fees
5 May - 6 May
Greer 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

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$225 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?

Year-round 3BR/2BA Lake front - Nolin State Park (1mile) -Mammoth Cave (30min): This holiday home rental outside of Oakland is located on a lake, and has a fireplace, a balcony 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. You can relax into your holiday with a garden and a selection of games.

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 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.