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Search results; 800 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
Guest favourite
Home in Smiths Grove
Vineyard House At Bluegrass Vineyard & Winery
3 bedrooms, 3 beds
20–25 Sept
4.94 out of 5 average rating, 400 reviews
Home in Bowling Green
Jenny’s Southland Homestead, LLC
5 bedrooms, 5 beds
7–12 Oct
4.85 out of 5 average rating, 48 reviews
Guest favourite
Home in Smiths Grove
Texie’s Treasure on the Hill
3 bedrooms, 3 queen beds
20–25 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
5–10 Oct
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Home in Smiths Grove
Country setting near Mammoth cave , Barren River
2 bedrooms, 5 beds
13–18 Sept
4.93 out of 5 average rating, 373 reviews
Top guest favourite
Cabin in Smiths Grove
1830s Log Cabin • 5 Acres Near Mammoth Cave
2 bedrooms, 4 beds
30 Oct – 4 Nov
4.97 out of 5 average rating, 238 reviews
Top guest favourite
Farm stay in Smiths Grove
The Maples
3 bedrooms, 3 beds
20–25 Sept
4.97 out of 5 average rating, 444 reviews
Top guest favourite
Home in Bowling Green
Loving Union Stay at Sunnyside/5 bdrm 3.5 bath
5 bedrooms, 6 beds
5–10 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Smiths Grove
Smith's Station
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.85 out of 5 average rating, 178 reviews
Guest favourite
Home in Bowling Green
Jenny's Southland Homestead, LLC - Guest House
2 bedrooms, 2 queen beds
13–18 Sept
4.9 out of 5 average rating, 29 reviews
Top guest favourite
Home in Alvaton
Country Living~ Horses & Wildlife
3 bedrooms, 3 beds
20–25 Sept
4.97 out of 5 average rating, 29 reviews
Home in Bowling Green
6 bedroom 5 bath Dream Escape
6 bedrooms, 8 beds
5–10 Oct
4.51 out of 5 average rating, 61 reviews
Top guest favourite
Flat in Smiths Grove
The Loft off Main I
1 bedroom, 1 bed
13–18 Sept
4.9 out of 5 average rating, 128 reviews
Guest favourite
Treehouse in Brownsville
The Eagle's Nest Treehouse
2 bedrooms, 4 beds
20–25 Sept
4.92 out of 5 average rating, 189 reviews
Top guest favourite
Home in Bowling Green
Cozy home near Beech Bend, WKU, Corvette Museum
2 bedrooms, 3 beds
11–16 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Cabin in Smiths Grove
Gorgeous Log Cabin close to Cave and Lakes!!
3 bedrooms, 3 beds
17–22 Sept
4.91 out of 5 average rating, 232 reviews
Cabin in Cub Run
Frog Lick Resort
2 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Smiths Grove
The Loft off Main II
2 bedrooms, 2 beds
13–18 Sept
4.98 out of 5 average rating, 89 reviews