Oakland Holiday Rentals

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Holiday Rentals in Oakland

Lakeview Home Perfect for Family Getaways|Backyard

2.0 star property
9.6 out of 10, Exceptional, (5)
"We loved our time at this house! Was perfect for us, our son and his fiancee and our granddaughter, as well as 2 dogs! The huge fenced in yard was a definite benefit for our dogs. Beautiful view of the lake and loved watching the deer in the evening. House had everything we needed including games, would be nice to see a hot tub added in the future. John was very easy to communicate with and responded very quickly. I will definitely book with him again! We even ended up booking an...
The price is AU$606
includes taxes & fees
23 July - 24 July
Lakeview Home Perfect for Family Getaways|Backyard

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

9.2 out of 10, Wonderful, (5)
The price is AU$332
includes taxes & fees
21 July - 22 July
LITTLE BEAR COVE—Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

Quiet Apartment

10.0 out of 10, Exceptional, (25)
"Lovely stay at a thoughtfully nammed property. I appreciated staying in a private, unique rental instead of a hotel chain full of noisy kids. The Hickory and Bee property was a quiet, comfortable place to unwind. I never slept better away from home!"
The price is AU$291
includes taxes & fees
21 July - 22 July
Quiet Apartment

Cozy 1-bedroom RV in fantastic Leitchfield with AC

2.0 out of 10, (1)
"Arrived at destination to start my quiet relaxing weekend. It was over in a few seconds after realizing this isn't what I planned for. RV was no longer there after contacting host and was told the RV and property had been previously sold. Being last minute on memorial weekend no other places were available. Great weekend was the joke of the day. So in conclusion I was very disappointed to say the least "
The price is AU$198
includes taxes & fees
21 July - 22 July
Cozy 1-bedroom RV in fantastic Leitchfield with AC

Charming Cave City Vacation Rental w/ Fire Pit!

10.0 out of 10, Exceptional, (43)
"We were visiting Mammoth Cave NP. No restaurants nearby so having a home with a kitchen is a must. Great location to park. Clean. Cozy. "
The price is AU$503
includes taxes & fees
21 July - 22 July
Charming Cave City Vacation Rental w/ Fire Pit!

Lake House at Nolin Lake in Cub Run, KY Private Boat ramp near Mammoth Cave

2.0 star property
10.0 out of 10, Exceptional, (13)
"Great property with Great host"
The price is AU$603
includes taxes & fees
29 July - 30 July
Lake House at Nolin Lake in Cub Run, KY Private Boat ramp near Mammoth Cave

Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill

10.0 out of 10, Exceptional, (9)
"The hosts are very attentive and wonderful people! Many birds and sounds of nature, I didn’t want to go home!!"
The price is AU$344
includes taxes & fees
21 July - 22 July
Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill

Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly

9.2 out of 10, Wonderful, (5)
"The property was very nice. Clean and had all the amenities. The host even left smores supplies for the fire pit! Only down side is the neighborhood looks a little sketchy but the neighbors were quite and we overall enjoyed our stay."
The price is AU$610
includes taxes & fees
14 Aug - 15 Aug
Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly

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

8.8 out of 10, Excellent, (16)
"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."
The price is AU$364
includes taxes & fees
21 July - 22 July
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Cozy, Clean Home for Family or Friends

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great location. Excellent communication with host. Provides great recommendations of what to do and see in the area. "
The price is AU$651
includes taxes & fees
21 July - 22 July
Cozy, Clean Home for Family or Friends

Peaceful 2-bedroom home near Mammoth Cave.

10.0 out of 10, Exceptional, (6)
"We stayed overnight to visit mammoth national Park. The house was clean and very conveniently located between the park entrance and Cave City. We would definitely return! "
The price is AU$245
includes taxes & fees
12 Aug - 13 Aug
Peaceful 2-bedroom home near Mammoth Cave.

Cozy, New Lake House at Barren River Lake #2

10.0 out of 10, Exceptional, (3)
"Really nice. Quiet. Enjoyed our stay and will stay again."
The price is AU$568
includes taxes & fees
21 July - 22 July
Cozy, New Lake House at Barren River Lake #2

The Blue Belle: Downtown, WKU, Hospital & Parks

8.8 out of 10, Excellent, (3)
"Comfortable stay in the Blue Belle. Original wood flooring and fixtures add to its charm. Lovely deck and backyard, full kitchen and updated bathroom. Quiet and cozy. There was a slight snag on check-in concerning the door code but the host was quickly able to resolve it. I did find a few spiders in the bathroom and some Cheerios on the living room floor, but other than that, my stay was clean and comfy. "
The price is AU$420
includes taxes & fees
23 July - 24 July
The Blue Belle: Downtown, WKU, Hospital & Parks

Hunts Bend Private Getaway!

10.0 out of 10, Exceptional, (8)
"A wonderful property in a great location!"
The price is AU$467
includes taxes & fees
22 July - 23 July
Hunts Bend Private Getaway!

Mammoth Cave Getaway

9.8 out of 10, Exceptional, (29)
"The location cannot be beat unless you are camping on site. Less than ten minute from the caves. Do recommend the zip lining at Adventures. Zoo was nice and includes a tour to a very cute cave."
The price is AU$416
includes taxes & fees
4 Aug - 5 Aug
Mammoth Cave Getaway

Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

10.0 out of 10, Exceptional, (34)
"Overall, ot was a great place to stay because right between all the"
The price is AU$416
includes taxes & fees
1 Aug - 2 Aug
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Family Game Night II - 3BD/2.5BA

10.0 out of 10, Exceptional, (8)
"Very clean property! We loved the location and all the games they had. Everything was very smooth as far as check-in and check-out! Would definitely stay again!"
The price is AU$671
includes taxes & fees
21 July - 22 July
Family Game Night II - 3BD/2.5BA

NEW LISTING! DuPriest Room by Main Street Bed & Breakfast

2.0 star property
The price is AU$284
includes taxes & fees
23 July - 24 July
NEW LISTING! DuPriest Room by Main Street Bed & Breakfast

Home in Mammoth Cave

10.0 out of 10, Exceptional, (65)
"We loved this home! It was super clean and had all the essentials. The fire pit was so fun! We were very comfortable here and easily able to access all of the fun hiking in the area. "
The price is AU$430
includes taxes & fees
19 Aug - 20 Aug
Home in Mammoth Cave

2 BR Beautiful new home near Mammoth Cave.

9.2 out of 10, Wonderful, (20)
"The place was great and very comfortable. We hope to stay here again when we are in the area."
The price is AU$255
includes taxes & fees
28 July - 29 July
2 BR Beautiful new home near Mammoth Cave.
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

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.