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Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

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

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
9.6 out of 10, Exceptional, (45 reviews)
"Had everything we needed, very comfortable!"
United States
Bonnie W.
The price is AU$311
includes taxes & fees
24 June - 25 June
Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave Hiking in the area

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

4 Mi to Mammoth Cave: Hand-Built Cabin on 70 Acres
Brownsville
10.0 out of 10, Exceptional, (3 reviews)
"Peaceful location in rural KY, great jumping off place for Mammoth Cave NP. Appreciate the fast wifi and snacks left by the host."
United States
Liberty Z.
4 Mi to Mammoth Cave: Hand-Built Cabin on 70 Acres

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, (31 reviews)
"Great Host and quiet location "
United States
Anonymous traveller
The price is AU$252
includes taxes & fees
23 June - 24 June
Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green

Quiet Apartment

Quiet Apartment
Brownsville
9.8 out of 10, Exceptional, (39 reviews)
"The bed was so comfortable. "
United States
Paige H.
The price is AU$267
includes taxes & fees
15 June - 16 June
Quiet Apartment

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, (39 reviews)
"The Host was very responsive and house was great."
United States
Myra L.
The price is AU$322
includes taxes & fees
11 July - 12 July
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Wanderlust: Here for your outdoor adventure

Wanderlust: Here for your outdoor adventure
Brownsville
9.4 out of 10, Exceptional, (30 reviews)
"Very cute very clean we really enjoyed our stay"
Canada
Carey F.
The price is AU$250
includes taxes & fees
15 June - 16 June
Wanderlust: Here for your outdoor adventure

King bed in Tulip Glamping Aframe at Noble Pine Campground

King bed in Tulip Glamping Aframe at Noble Pine Campground
Mammoth Cave
9.4 out of 10, Exceptional, (29 reviews)
"Cozy, warm, clean. Comfy bed, beautiful location. "
United States
Lindsay
The price is AU$235
includes taxes & fees
15 June - 16 June
King bed in Tulip Glamping Aframe at Noble Pine Campground

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 AU$213
includes taxes & fees
24 June - 25 June
Greer Room 1 Bedroom by Main Street Bed & Breakfast

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, (75 reviews)
"Amazing stay and a lovely home "
United States
Chloe J.
The price is AU$460
includes taxes & fees
19 June - 20 June
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub

The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth
3.0 star property
Park City
9.0 out of 10, Wonderful, (17 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 AU$471
includes taxes & fees
23 June - 24 June
The Maple Retreat at Park Mammoth

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, (167 reviews)
"Awesome place! Super clean has everything! "
United States
jake S.
The price is AU$279
includes taxes & fees
21 June - 22 June
Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Charming 2-bedroom cabin on Nolin Lake with WiFi, AC, fire pit

Charming 2-bedroom cabin on Nolin Lake with WiFi, AC, fire pit
Mammoth Cave
9.8 out of 10, Exceptional, (11 reviews)
"Great place close to mammoth National Park for a reasonable price."
United States
Tony
The price is AU$379
includes taxes & fees
29 June - 30 June
Charming 2-bedroom cabin on Nolin Lake with WiFi, AC, fire pit

Mammoth Cave Getaway

Mammoth Cave Getaway
Cave City
10.0 out of 10, Exceptional, (43 reviews)
"Location convenient to the National Park is key, but this place was comfy and nice, too"
United States
Karen K.
The price is AU$459
includes taxes & fees
10 July - 11 July
Mammoth Cave Getaway

Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.
Cave City
10.0 out of 10, Exceptional, (44 reviews)
"Great place, will stay again!"
United States
Darren B.
The price is AU$262
includes taxes & fees
5 July - 6 July
Peaceful 2-bedroom home near Mammoth Cave.

Historic Loft Stay in Downtown Cave City

Historic Loft Stay in Downtown Cave City
Cave City
The price is AU$333
includes taxes & fees
12 July - 13 July
Historic Loft Stay in Downtown Cave City

Spacious Backyard • Fireplace • Mins from Downtown

Spacious Backyard • Fireplace • Mins from Downtown
Glasgow
Spacious Backyard • Fireplace • Mins from Downtown

Hiking,Caves,Waterfalls and Amazing RockFormations

Hiking,Caves,Waterfalls and Amazing RockFormations
Cub Run
10.0 out of 10, Exceptional, (61 reviews)
"Super cute little loft. Love that we were able to explore the land and the owners gave us a little map with the trails and cool thing to see on it. "
United States
Mary M.
The price is AU$325
includes taxes & fees
15 June - 16 June
Hiking,Caves,Waterfalls and Amazing RockFormations

Dickinson Room by Main Street Bed & Breakfast

Dickinson Room by Main Street Bed & Breakfast
3.0 star property
Glasgow
The price is AU$275
includes taxes & fees
8 July - 9 July
Dickinson Room by Main Street Bed & Breakfast

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)
"the yurt was clean and was stocked with whatever you might need! the location they have is incredible!! if you’re traveling with pets, definitely give this place a try! there was plenty of space for my pups for run around and stretch after a long car ride! the fire pit is in a perfect spot to star gaze!!"
United States
Madison F.
The price is AU$197
includes taxes & fees
25 June - 26 June
10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath
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$252 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 2-bedroom home near Mammoth Cave.: This holiday 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 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.