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Search results; 768 homes in Oakland

Top guest favourite
Cottage in Oakland
Cozy Farmhouse Near Mammoth Cave
1 bedroom, 2 beds, 1 private bathroom
20–25 Sept
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4.99 out of 5 average rating, 256 reviews
Top guest favourite
Barn in Oakland
Nonna’s Place Pole Barn Dwelling Near Mammoth Cave
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
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, 401 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
4.97 out of 5 average rating, 31 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 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, 54 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
Guest favourite
Home in Bowling Green
Jenny's Southland Homestead, LLC - Guest House
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
4.9 out of 5 average rating, 29 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, 179 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
Top guest favourite
Home in Smiths Grove
Country setting near Mammoth cave , Barren River
2 bedrooms, 5 beds, 1 bathroom
29 Sept – 4 Oct
4.93 out of 5 average rating, 373 reviews
Guest favourite
Cabin in Smiths Grove
Gorgeous Log Cabin close to Cave and Lakes!!
3 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
4.92 out of 5 average rating, 231 reviews
Top guest favourite
Farm stay in Smiths Grove
Cute Farmhouse close to Mammoth Cave/Bowling Green
2 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.96 out of 5 average rating, 192 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
Top guest favourite
Farm stay in Scottsville
Rural Cabin Close to Town
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 367 reviews
Home in Bowling Green
The Redbird Retreat, Your Modern Southern Getaway
4 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
New place to stay
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
Superhost
Home in Bowling Green
The River Cabin
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
New place to stay