Oakland Holiday Rentals from €141: Search Short-Term Rentals

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

Lakefront 4BR/2BA Cabin - Sleeps 10 --> Pets Stay Free : This holiday home rental outside of Oakland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 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.

Q: 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.

Q: 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.

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Holiday Rentals in Oakland

Perched on stilts, this cabin offers a serene retreat amidst the natural surroundings.

"This place was awesome and a place to go to get away from the hustle of life for a weekend. It was restful, peaceful and quiet all!! We do recommend this place!"

includes taxes & fees

4 Aug - 5 Aug

Enjoy meals in this kitchen with a central island, stainless steel appliances, and wooden cabinetry.

"We enjoyed our stay. House was easy to find with a great location close to Mammoth Cave and Cave City. Had everything we needed and grocery stores close by. Check in and checkout were easy and host was quick to respond to questions. Great stay, thanks!"

includes taxes & fees

27 Aug - 28 Aug

Relax in a warm and inviting space with a comfortable sofa, fireplace, and large window.

"Wonderful little placeWe had a great time there We will be going back"

includes taxes & fees

4 Aug - 5 Aug

Relax under the pergola with a ceiling fan, surrounded by trees and a serene view of the water.

"Beautiful property and home. Very welcoming when entering with little touches to make us feel at home. Best yet - my dog loved the area and there was a long leash outside so she could just hang out. The deck was wonderful. "

Cozy cabin-style building with a charming porch and lush surroundings.

"Great place to keep coming back to as the hosts treat you like family and share life on the farm with you freely! If your family enjoys animals and hikes in the woods it’s a great place to rest and unplug!"

includes taxes & fees

30 Jul - 31 Jul

Enjoy cooking in this well-equipped kitchen with an oven and dishwasher.

"Very nice property "

includes taxes & fees

4 Aug - 5 Aug

Situated on a grassy lawn, this single-story house features a gabled roof and a front porch.

"The place was great and very comfortable. We hope to stay here again when we are in the area."

Stroll out to the front porch of this charming home, surrounded by a lush lawn and a mature tree.

"Clean, nice home perfectly located close to Mammoth cave and all activities in the area. Kitchen had everything needed to prepare simple meals. Loved the board games for the evenings and rainy day with the kids. Made us feel right at home."

includes taxes & fees

11 Aug - 12 Aug

Stroll through the serene garden, surrounded by lush greenery and vibrant flowers in a beautifully maintained outdoor space.

"We all love it there.. "

Enjoy cooking in this kitchen with a large island, oven, and stainless steel appliances.

"We loved everything about it. Being surrounded by nature and a downshift in life pace was just what we needed! Amazing property!"

includes taxes & fees

3 Aug - 4 Aug

Relax in a tent with a deck overlooking a serene grassy field, featuring a small table and chair.

"I booked this property for a last minute getaway and am so glad I stumbled upon Noble Pines. From the glamping tent, to the farm animals, to the hospitality of the host, every aspect of the weekend was perfect. Would definitely recommend a stay here!"

includes taxes & fees

4 Aug - 5 Aug

Stylish home with a simple, functional design, featuring a white exterior and a cozy porch area.

"Clean and lovely efficiency apartment within easy drive to mammoth caves and Bowling Green. "

includes taxes & fees

30 Jul - 31 Jul

Relax and dine on the covered deck, featuring a grill, wicker chairs, and a sturdy table.

"Our family was very pleased with our stay. We would definetly refer the home to our friends."

Relax in a serene outdoor setting surrounded by lush greenery, featuring a swing set, seating area, and fire pit.

includes taxes & fees

11 Aug - 12 Aug

Charming single-story house with a garden and a porch featuring a few chairs and a table.

"Darling clean cabin centrally located. Would definitely stay again!"

includes taxes & fees

4 Aug - 5 Aug

Compact kitchen with microwave, cabinet, and countertop storage.

"This place was perfect for us! We loved the cabin, the property and the courtesy of the host! We definitely recommend this place to anyone who loves hiking and the outdoors!"

"Great property for family visiting Mammoth Cave. Very clean and well stocked. Andrea was great to work with. "

Efficient kitchen with a central island, stainless steel appliances, and a ceiling fan.

"We enjoyed the wonderful accommodations, great proximity to Mammoth Cave, a bonfire, and a porch to visit and grill dinner! "

Cozy cabin interior with a loft area and wooden ladder.

"Hot tub wuz clean,bathroom wuz nice and the living room area wuz ok also ,,"

includes taxes & fees

26 Aug - 27 Aug

Relax in a hot tub surrounded by lush greenery on a spacious deck with a railing.

"It was very clean and cozy Hot tub and firepit were great Perfect fit for 2 families of 4"

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Top Oakland Hotel Reviews

Wingate by Wyndham Bowling Green

10/10 Excellent

"We love this hotel being half way to outr destination! "

Baymont by Wyndham Cave City

8/10 Good

"I have a good report, the reasons that follow are why only 4 stars. We had a great time, but our reservation was for a king size bed, we got in our room and it was two queen size, not exactly a way to celebrate a wedding anniversary. We also had a bit of a run around with our dogs. We were told yes, then was reading that we couldn't. We could, hence the need for a king bed. Although our visit was great this wasn't noticed till I checked out that the reservation was correct for the size bed. I thought I made a mistake, but I didn't. The only other issue I had, was that there wasn't some form of anti-skid mat or strips in the bath tub. My husband, while taking a shower slipped in the tub and hit his head. He is fine, but I believe shouldn't have happened."

Drury Inn & Suites Bowling Green

10/10 Excellent

"Very nice hotel. Great stay, great price. Clean. Comfortable beds. Loved the dinner bar and breakfast bar. Best yet from all the many other hotels we’ve stayed at. It was quiet in our room even with the hotel being full with families for little league competitions. "

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, apart-hotels, 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 favorite 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 depends 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 €141 per night. Entering your travel dates in the search wizard you might find 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?

Lakefront 4BR/2BA Cabin - Sleeps 10 --> Pets Stay Free <--: This holiday home rental outside of Oakland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 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.

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Holiday Rentals in Oakland

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Holiday Rentals in Oakland

The Maple Retreat at Park Mammoth

Peaceful private 3 BR new home near Mammoth Cave.

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

Lakefront 4BR/2BA Cabin - Sleeps 10 --> Pets Stay Free <--

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

Gorgeous New Cabin with 75 Acres!Trails, Waterfalls and Amazing Rock Formations!

2 BR Beautiful new home near Mammoth Cave.

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

Cozy Waterfront Lake Home on Nolin Lake & Close to Mammoth Cave

Beautiful Relaxing House w a private lake joining the Mammoth Cave National Park

Glamping Tent at Noble Pine Campground

Wanderlust: Here for your outdoor adventure

Lakeside Dreams - House Located On Beautiful Nolin Lake In Mammoth Cave, KY

LITTLE BEAR COVE—Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

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

Hiking,Caves,Waterfalls and Amazing RockFormations

Living Relaxed - Brand New Home - Lake Property - Backs Up To Mammoth Cave Land

Robins Nest nestled on Nolin Lake! Boat parking onsite & close to the boat ramp!

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

Mammoth Cave Cabin w/ Fire Pit - 3 Mi to Lake!

Top Oakland Hotel Reviews

Wingate by Wyndham Bowling Green

The Lodge at Mammoth Cave

Red Roof Inn & Suites Cave City

Baymont by Wyndham Cave City

Embassy Suites by Hilton Bowling Green

Holiday Inn Express Bowling Green by IHG

Days Inn & Suites by Wyndham Bowling Green

Woodspring Suites Bowling Green I-65

Drury Inn & Suites Bowling Green

Find out more about Oakland

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