Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Holiday Home in Cave City

9.8 out of 10, Exceptional, (37)
"This house is a perfect place to stay. So close to Mammoth State Park.."
United States
Nicole J.
The price is €140
includes taxes & fees
30 Nov - 1 Dec
Peaceful private 3 BR new home near Mammoth Cave.

Cabin in Park City

3.0 star property
9.8 out of 10, Exceptional, (13)
"Wonderful property and ambiance. "
United States
neil
The price is €213
includes taxes & fees
30 Nov - 1 Dec
The Maple Retreat at Park Mammoth

Cabin in Mammoth Cave

9.6 out of 10, Exceptional, (21)
"We absolutely loved our stay. It was quiet and beautiful!"
United States
Elana T.
The price is €187
includes taxes & fees
10 Dec - 11 Dec
Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

Cabin in Mammoth Cave

2.0 star property
9.8 out of 10, Exceptional, (17)
"Very pleased with our stay. Will book again if we ever need to stay nearby."
United States
Arif
Cozy Cabin Retreat w/ Hot Tub & Disc Golf — Minutes from Mammoth Cave

Holiday Home in Cave City

9.6 out of 10, Exceptional, (41)
"Great location to the caves."
United States
RYAN K.
The price is €127
includes taxes & fees
30 Nov - 1 Dec
2 BR Beautiful new home near Mammoth Cave.

Holiday Home in Scottsville

9.8 out of 10, Exceptional, (239)
"We had a wonderful time, and we would certainly love to stay here again!"
United States
Anne S.
Group Gather 3 Level Cabin overlooking lake, game, private hot tub, w/d, 2 decks

Holiday Home in Mammoth Cave

9.6 out of 10, Exceptional, (205)
"Great space "
United States
Donald P.
Lakefront home near Mammoth Cave

Cabin in Mammoth Cave

9.8 out of 10, Exceptional, (170)
"Robins Nest had everything we needed to have fun including games for the kids."
United States
Jerry S.
Robins Nest nestled on Nolin Lake! Boat parking onsite & close to the boat ramp!

Holiday Home in Mammoth Cave

10.0 out of 10, Exceptional, (52)
"Awesome house on gorgeous property. Had a great weekend!"
United States
Kevin L.
The price is €551
includes taxes & fees
30 Nov - 1 Dec
Beautiful Relaxing House w a private lake joining the Mammoth Cave National Park

Holiday Home in Mammoth Cave

9.6 out of 10, Exceptional, (226)
"Absolutely amazing property. Very peaceful and relaxing. Has lots games for kids in the game room. Right on the lake. Not far from a Dollar General for anything you need. Has a great lil restaurant up the road. Will be booking this house again"
United States
katrina l.
Lakeside Dreams - House Located On Beautiful Nolin Lake In Mammoth Cave, KY

Holiday Home in Cave City

10.0 out of 10, Exceptional, (21)
"Very nice property, clean and close to allattractions and restaurants."
United States
Cari B.
The price is €127
includes taxes & fees
5 Dec - 6 Dec
Peaceful 2-bedroom home near Mammoth Cave.

Cabin in Leitchfield

2.0 star property
10.0 out of 10, Exceptional, (3)
"Absolutely perfect! Exceeded expectations completely. I’ve stayed in a lot of rentals and this one is my favorite. I celebrated my birthday with a girls trip and was so sad Mammoth Cave was closed due to government shutdown but that didn’t matter the house made up for it all. Host are extremely accommodating and had everything we needed and didn’t think of. I am already looking at dates to come back to this location. "
United States
Lindsey E.
Cozy Cabin with hot tub, just minutes from Nolin lake and Mammoth Cave park!

Cottage in Cub Run

9.4 out of 10, Exceptional, (56)
"Wonderful stay"
United States
Magdalena F.
The price is €200
includes taxes & fees
1 Dec - 2 Dec
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.

Cottage in Glasgow

10.0 out of 10, Exceptional, (22)
"Great place to stay!"
United States
Jeanie V.
IDA'S COTTAGE... Close to caves and lakes. Beautiful decor... Simply the best!

Holiday Home in Smiths Grove

10.0 out of 10, Exceptional, (153)
"Nice sized house, plenty of room. Enjoyed the wine room."
United States
Aaran E.
The price is €209
includes taxes & fees
30 Nov - 1 Dec
Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Holiday Home in 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 €171
includes taxes & fees
29 Nov - 30 Nov
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Holiday Home in Brownsville

9.8 out of 10, Exceptional, (36)
"Very clean and conveniently located. "
United States
Karen J.
The price is €165
includes taxes & fees
1 Dec - 2 Dec
Quiet Apartment

Cabin in Rockfield

10.0 out of 10, Exceptional, (13)
"Lovely place!"
United States
R
The price is €165
includes taxes & fees
6 Dec - 7 Dec
Cozy Tiny Home at Traveler's Cellar Winery in Rockfield with Vineyard views.

Cottage in Mammoth cave

10.0 out of 10, Exceptional, (85)
"Lovely cabin with cozy nooks for a great getaway. Luxurious furnishings and kind owners. Stopped at a little cafe down the road with the best cinnamon rolls. Great stay!"
United States
Sandy D.
Welcome to Whipsaw a beautiful cottage ,just a 5 minute walk to see the lake!!

Cabin in Cub Run

9.0 out of 10, Wonderful, (58)
"Very nice place to stay for a couple and for a weekend! Perfect distance from Mammoth Cave!"
United States
Isaac R.
The price is €202
includes taxes & fees
1 Dec - 2 Dec
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub
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, 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 €127 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.