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Search results; 783 homes in Oakland

Top guest favourite
Barn in Oakland
Nonna’s Place Pole Barn Dwelling Near Mammoth Cave
2 bedrooms, 3 beds, 1 private bathroom
19–24 Oct
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4.99 out of 5 average rating, 148 reviews
Guest favourite
Home in Smiths Grove
Vineyard House At Bluegrass Vineyard & Winery
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 400 reviews
Top guest favourite
Farm stay in Smiths Grove
The Maples
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 444 reviews
Home in Bowling Green
Jenny’s Southland Homestead, LLC
5 bedrooms, 5 beds, 4.5 bathrooms
7–12 Oct
4.86 out of 5 average rating, 49 reviews
Top guest favourite
Home in Bowling Green
Loving Union Stay at Sunnyside/5 bdrm 3.5 bath
5 bedrooms, 6 beds, 3.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Smiths Grove
Texie’s Treasure on the Hill
3 bedrooms, 3 queen beds, 2 bathrooms
19–24 Sept
4.93 out of 5 average rating, 104 reviews
Top guest favourite
Home in Smiths Grove
Country setting near Mammoth cave , Barren River
2 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 373 reviews
Top guest favourite
Home in Smiths Grove
Smith's Station
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 178 reviews
Top guest favourite
Cabin in Smiths Grove
1830s Log Cabin • 5 Acres Near Mammoth Cave
2 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 238 reviews
Guest favourite
Home in Bowling Green
Jenny's Southland Homestead, LLC - Guest House
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 29 reviews
Top guest favourite
Home in Bowling Green
Cottage At Sunnyside/Private/Wooded 5 Acres/Garage
1 bedroom, 2 beds, 1.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Home in Brownsville
The Cave Retreat - 4 Minutes from Mammoth Cave!
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 206 reviews
Home in Bowling Green
6 bedroom 5 bath Dream Escape
6 bedrooms, 8 beds, 3 bathrooms
5–10 Oct
4.51 out of 5 average rating, 61 reviews
Guest favourite
Home in Bowling Green
The River House
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
4.93 out of 5 average rating, 30 reviews
Guest favourite
Cabin in Smiths Grove
Gorgeous Log Cabin close to Cave and Lakes!!
3 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
4.91 out of 5 average rating, 232 reviews
Home in Bowling Green
The Redbird Retreat, Your Modern Southern Getaway
4 bedrooms, 7 beds, 3 bathrooms
13–18 Sept
New place to stay
Superhost
Home in Bowling Green
The River Cabin
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
New place to stay
Superhost
Home in Bowling Green
Two-Story Family Retreat Large Yard, Pet-Friendly
3 bedrooms, 9 beds, 2 bathrooms
13–18 Sept
4.78 out of 5 average rating, 92 reviews
Guest favourite
Apartment in Bowling Green
Convenient Condo
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
4.85 out of 5 average rating, 13 reviews