Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth
3.0 star property
Park City
9.8 out of 10, Exceptional, (14 reviews)
"Wonderful property and ambiance. "
United States
neil
The price is NZ$488
includes taxes & fees
22 Feb - 23 Feb
The Maple Retreat at Park Mammoth

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 NZ$538
includes taxes & fees
22 Feb - 23 Feb
Charming Cave City Vacation Rental w/ Fire Pit!

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 NZ$246
includes taxes & fees
4 Mar - 5 Mar
Greer Room 1 Bedroom by Main Street Bed & Breakfast

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, (59 reviews)
"Wonderful stay"
United States
Magdalena F.
The price is NZ$355
includes taxes & fees
2 Mar - 3 Mar
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola, Peaceful.

Quiet Apartment

Quiet Apartment
Brownsville
9.8 out of 10, Exceptional, (36 reviews)
"The place was beautiful and very quiet. We loved it. "
United States
Angela S.
The price is NZ$312
includes taxes & fees
6 Mar - 7 Mar
Quiet Apartment

log home Only 10 min from Mammoth Cave Nat Park

log home Only 10 min from Mammoth Cave Nat Park
Park City
10.0 out of 10, Exceptional, (42 reviews)
"Perfect place to stay for our family trip to Mammoth Cave. "
United States
Taylor D.
The price is NZ$726
includes taxes & fees
24 Feb - 25 Feb
log home Only 10 min from Mammoth Cave Nat Park

Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.
Cave City
10.0 out of 10, Exceptional, (26 reviews)
"Just Perfect, Clean Everything we needed,will definitely book again, Very Impressed."
United States
Terri L.
The price is NZ$231
includes taxes & fees
23 Feb - 24 Feb
Peaceful 2-bedroom home near Mammoth Cave.

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, (163 reviews)
"beautiful area on 200 acres to explore, would definitely do it again"
United States
jalen r.
The price is NZ$323
includes taxes & fees
22 Feb - 23 Feb
Peace And Quiet Of Country Living Yet Close To Modern Convenience.

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

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.0 out of 10, Wonderful, (32 reviews)
"It was a great place for a quick stay. "
United States
Sarah B.
The price is NZ$379
includes taxes & fees
6 Mar - 7 Mar
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

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, (66 reviews)
"Adorable and cozy, with excellent proximity to Mammoth Cave and Nolin Lake activities! Perfect spot for a weekend hiking getaway!"
United States
Shelby N.
The price is NZ$382
includes taxes & fees
22 Feb - 23 Feb
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub

Exile on Main Street

Exile on Main Street
Brownsville
10.0 out of 10, Exceptional, (58 reviews)
"Nice stay! As described. "
United States
Brad T.
The price is NZ$558
includes taxes & fees
6 Mar - 7 Mar
Exile on Main Street

Very clean & private

Very clean & private
Bowling Green
9.8 out of 10, Exceptional, (154 reviews)
"The property was perfect for our family.Clean and comfortable and very relaxing.Great location, very quiet and peaceful."
United States
Bill S.
The price is NZ$294
includes taxes & fees
22 Feb - 23 Feb
Very clean & private

Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Bluegrass Vineyard B&B, nestled next to the vineyard and winery
Smiths Grove
10.0 out of 10, Exceptional, (156 reviews)
"This home was very clean and check in was super easy. The winery is attached and was really fun. "
United States
Megan
The price is NZ$404
includes taxes & fees
22 Feb - 23 Feb
Bluegrass Vineyard B&B, nestled next to the vineyard and winery

2 BR Beautiful new home near Mammoth Cave.

2 BR Beautiful new home near Mammoth Cave.
Cave City
9.6 out of 10, Exceptional, (57 reviews)
"It was so close to the national park which was great for us"
United States
Morgan I.
The price is NZ$231
includes taxes & fees
27 Feb - 28 Feb
2 BR Beautiful new home near Mammoth Cave.

Cave City's Honeycomb Hideout

Cave City's Honeycomb Hideout
Cave City
9.8 out of 10, Exceptional, (14 reviews)
"Great place good location for a park visit. "
United States
Henry S.
The price is NZ$481
includes taxes & fees
22 Feb - 23 Feb
Cave City's Honeycomb Hideout

Fabulous 2-bedroom cabin in charming Cub Run

Fabulous 2-bedroom cabin in charming Cub Run
Cub Run
10.0 out of 10, Exceptional, (19 reviews)
"Great place to get away in a secluded area. WiFi worked great and the cabin itself was great. Great place for sure!!"
United States
Jimmy D.
The price is NZ$430
includes taxes & fees
2 Mar - 3 Mar
Fabulous 2-bedroom cabin in charming Cub Run

Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!

Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!
Bowling Green
The price is NZ$249
includes taxes & fees
1 Mar - 2 Mar
Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!

Redbird Hideaway With Hot Tub

Redbird Hideaway With Hot Tub
Edmonson County
9.6 out of 10, Exceptional, (9 reviews)
"We loved our stay with our two dogs at the Redbird Hideaway. The property felt secluded and cozy. We loved the charcoal grill , the fire pit, and all of the comforts of home but in the beautiful woods. The hot tub was clean and well maintained. Felt great after a day spent in Mammoth cave! We would stay again!"
United States
Karen E.
Redbird Hideaway With Hot Tub

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, (38 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 NZ$445
includes taxes & fees
21 Feb - 22 Feb
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Dickinson Room by Main Street Bed & Breakfast

Dickinson Room by Main Street Bed & Breakfast
3.0 star property
Glasgow
The price is NZ$284
includes taxes & fees
3 Mar - 4 Mar
Dickinson Room 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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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$231 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?

Beautiful Relaxing House w a private lake joining the Mammoth Cave National Park: This holiday home rental outside of Oakland is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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.