Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

9.4 out of 10, Exceptional, (58)
"Wonderful stay"
United States
Magdalena F.
The price is NZ$374
includes taxes & fees
12 Jan - 13 Jan
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.
3.0 star property
10.0 out of 10, Exceptional, (1)
"One of the BEST overnight stays we have ever experienced ! This place was EXCEPTIONAL !! "
United States
Tony
Charming Cave City Vacation Rental w/ Fire Pit!
9.2 out of 10, Wonderful, (23)
"great view. very nice A- frame cabin"
United States
dean v.
The price is NZ$284
includes taxes & fees
7 Jan - 8 Jan
King bed in Tulip Glamping Aframe at Noble Pine Campground
10.0 out of 10, Exceptional, (18)
"Lovely place!"
United States
R
The price is NZ$322
includes taxes & fees
7 Jan - 8 Jan
Cozy Tiny Home at Traveler's Cellar Winery in Rockfield with Vineyard views.
9.6 out of 10, Exceptional, (51)
"It was so close to the national park which was great for us"
United States
Morgan I.
The price is NZ$221
includes taxes & fees
7 Jan - 8 Jan
2 BR Beautiful new home near Mammoth Cave.
9.0 out of 10, Wonderful, (63)
"The cabin was really nice and well taken care of."
United States
Josh L.
The price is NZ$368
includes taxes & fees
11 Jan - 12 Jan
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub
10.0 out of 10, Exceptional, (3)
"Nice location to everything you.wpuld need. "
United States
LeAnn P.
The price is NZ$421
includes taxes & fees
7 Jan - 8 Jan
The Blue Nest: Downtown, WKU, Hospital & Garage
9.6 out of 10, Exceptional, (23)
"We absolutely loved our stay. It was quiet and beautiful!"
United States
Elana T.
The price is NZ$368
includes taxes & fees
7 Jan - 8 Jan
Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave
10.0 out of 10, Exceptional, (24)
"Good stay, communication good, gave great recommendations on local attractions. "
United States
Anonymous traveller
The price is NZ$221
includes taxes & fees
13 Jan - 14 Jan
Peaceful 2-bedroom home near Mammoth Cave.
9.8 out of 10, Exceptional, (44)
"Great place to stay after touring the caves. "
United States
Matt D.
The price is NZ$239
includes taxes & fees
7 Jan - 8 Jan
Peaceful private 3 BR new home near Mammoth Cave.
9.8 out of 10, Exceptional, (163)
"beautiful area on 200 acres to explore, would definitely do it again"
United States
jalen r.
The price is NZ$305
includes taxes & fees
7 Jan - 8 Jan
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
9.6 out of 10, Exceptional, (27)
"Very cute very clean we really enjoyed our stay"
Canada
Carey F.
The price is NZ$301
includes taxes & fees
7 Jan - 8 Jan
Wanderlust: Here for your outdoor adventure

Holiday Home in Bowling Green

Hunts Bend Private Getaway!
10.0 out of 10, Exceptional, (8)
"A wonderful property in a great location!"
United States
Lance M.
The price is NZ$507
includes taxes & fees
13 Jan - 14 Jan
Hunts Bend Private Getaway!
9.8 out of 10, Exceptional, (11)
"Excellent stay. Would for sure stay here again! "
United States
keith g.
The price is NZ$527
includes taxes & fees
7 Jan - 8 Jan
Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly
9.8 out of 10, Exceptional, (19)
"Amazing property and location! "
United States
Dan B.
The price is NZ$597
includes taxes & fees
7 Jan - 8 Jan
Vette City Stingray - Condo w/King Bed
9.0 out of 10, Wonderful, (30)
"It was a great place for a quick stay. "
United States
Sarah B.
The price is NZ$405
includes taxes & fees
13 Jan - 14 Jan
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
3.0 star property
The price is NZ$262
includes taxes & fees
11 Jan - 12 Jan
Greer Room 1 Bedroom by Main Street Bed & Breakfast
9.4 out of 10, Exceptional, (3)
"We had a comfortable stay in the cottage and enjoyed meeting our host and Kodiak!"
United States
Erin M.
The price is NZ$308
includes taxes & fees
4 Feb - 5 Feb
NEW LISTING! Carroll Cottage by Main Street Bed & Breakfast
10.0 out of 10, Exceptional, (64)
"Great location, close to wonderful attractions."
United States
Anonymous traveller
The price is NZ$384
includes taxes & fees
7 Jan - 8 Jan
Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave

Holiday Home in Brownsville

Quiet Apartment
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 NZ$322
includes taxes & fees
7 Jan - 8 Jan
Quiet Apartment
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 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 NZ$221 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?

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.