Holiday houses in Oakland

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Popular amenities for Oakland holiday rentals

Other great holiday rentals in Oakland

Top Guest favourite
Tiny home in Scottsville
4.96 out of 5 average rating, 25 reviews

Tiny Loft #1

EvanRating, 5 stars1 day ago
Place was very clean and had everything you need. Super close to Rusty’s and Paradise Point (two restaurants that are delicious). Also very convenient if you’re going out on the lake as it’s near the state dock and narrows marina.
Top Guest favourite
Guesthouse in Smiths Grove
4.97 out of 5 average rating, 33 reviews

Cozy MidCentury Modern Farmhouse near Mammoth Cave

BelindaRating, 5 stars1 week ago
Anna was beyond gracious with a lot of extra touches that made the house feel like a home. She thought of many things we might need along the way, like snacks, flashlights, phone chargers, etc. The eggs, baked breads, drinks, were sp nice to have. She has definitely earned the title "super host." Thank you Anna for making us feel special!
Guest favourite
Home in Smiths Grove
4.96 out of 5 average rating, 25 reviews

Charming Smiths Grove Home Near Cave Tours!

ChrisRating, 5 stars1 week ago
Great place to stay for our family trip to Mammoth Cave!
Guest favourite
Farm stay in Glasgow
4.95 out of 5 average rating, 55 reviews

Quiet horse farm with pool, hot tub and more!

CyrielleRating, 5 stars1 day ago
We had a wonderful stay at the farm, surrounded by beautiful parks and peaceful meadows. The animals were absolutely adorable, each one more charming than the last. Mary’s warm hospitality and responsiveness made us feel right at home from the start. It was truly a special experience. If you’re looking for a total escape, close to nature and under the stars, we couldn’t recommend it more!
Top Guest favourite
Farm stay in Smiths Grove
4.97 out of 5 average rating, 151 reviews

Cute Farmhouse close to Mammoth Cave/Bowling Green

CoryRating, 5 stars3 days ago
We really enjoyed our stay here and couldn't have asked for a better host. A beautiful small community. We can't wait to visit again in the future.
Guest favourite
Home in Smiths Grove
4.94 out of 5 average rating, 346 reviews

Vineyard House At Bluegrass Vineyard & Winery

BethRating, 5 stars3 weeks ago
My wife and I visited with our daughter to explore the mammoth cave area and Jessica's place was close enough and in addition offered us a beautiful country view. In addition, she has her winery right there and on Saturday we were treated to a wonderful local band that we could hear from our private porch and a terrific food truck. Overall, a wonderful location for anyone wanting to explore the Mammoth cave NP, Bowling Green and the surrounding areas.
Guest favourite
Home in Bowling Green
4.82 out of 5 average rating, 62 reviews

Newer 3bd home on 1 acre. Great location! WC0007

JerryRating, 5 stars1 month ago
Jennifer and her husband are amazing hosts. They are very helpful and easy to work with.
Top Guest favourite
Cabin in Scottsville
5 out of 5 average rating, 84 reviews

Liberty Hills Cabin | Hot Tub | Fire Pit

DavidRating, 5 stars1 week ago
Absolutely perfect in every way. The cabin is beautiful, the location is gorgeous and peaceful, and yet still close enough to town for anything you might need. It was the perfect place for us to get away and truly relax. Check-in and check-out were super easy. And Joe's communication was great. Next time I need a place to stay in the area, I won't be looking around, I'll be coming here. Thanks Joe!

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