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Search results; 632 homes in Monticello

Top guest favourite
Tiny home in Monticello
Tiny LakeView Cottage~Pets~Best Sunset~Kayaks!
1 bedroom, 3 beds, 1 private bathroom
19–24 Aug
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4.94 out of 5 average rating, 270 reviews
Guest favourite
Cabin in Monticello
The Stable @ Bluegrass Gables
1 bedroom, 4 beds
16–21 Aug
4.92 out of 5 average rating, 144 reviews
Guest favourite
Home in Monticello
Nestled on a beautiful farm near Lake Cumberland.
1 bedroom, 2 beds
12–17 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Cabin in Monticello
Hidden Creek Schoolhouse
1 bedroom, 1 king bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Cottage in Monticello
The Cozy Cabell Cottage
1 bedroom, 3 beds
16–21 Aug
5.0 out of 5 average rating, 117 reviews
Guest favourite
Flat in Monticello
The Green Mini Stay @ 92 Rentals
1 queen bed
12–17 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Monticello
Beautiful Farmhouse near Lake Cumberland
3 bedrooms, 4 beds
23–28 Aug
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Cottage in Monticello
Cozy Comfort. Only 175 yards from the water.
2 bedrooms, 2 beds
12–17 Aug
4.91 out of 5 average rating, 125 reviews
Superhost
Cabin in Monticello
The Oak. Cabin w view close to Conley Bottom.
2 bedrooms, 4 beds
12–17 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Monticello
Bluegrass Gables: Lake Cumberland Cottage
4 bedrooms, 9 beds
16–21 Aug
4.93 out of 5 average rating, 215 reviews
Guest favourite
Home in Monticello
Carter Cottage On the Lake
2 bedrooms, 4 beds
16–21 Aug
4.88 out of 5 average rating, 25 reviews
Top guest favourite
Home in Monticello
Lake House "Dar Bida" Monticello
4 bedrooms, 6 beds
7–12 Sept
4.96 out of 5 average rating, 71 reviews
Guest favourite
Home in Monticello
Relax at our country cottage near Lake Cumberland
2 bedrooms, 4 beds
16–21 Aug
4.87 out of 5 average rating, 31 reviews
Top guest favourite
Home in Somerset
Coffee with the Squirrels
1 bedroom, 1 king bed
16–21 Aug
4.92 out of 5 average rating, 191 reviews
Guest favourite
Yurt in Monticello
Plush Yome Tucked in the Woods
1 bedroom, 3 beds
12–17 Aug
4.93 out of 5 average rating, 60 reviews
Guest favourite
Cabin in Monticello
D&D Cabin at Lake Cumberland *Pets Welcome*
1 bedroom, 3 beds
4–9 Sept
4.93 out of 5 average rating, 28 reviews
Guest favourite
Tiny home in Monticello
Stylish Skoolie Lake Cumberland
1 bedroom, 2 beds
18–23 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Cottage in Monticello
“Go Jump in the Lake”Only 150 yards from the lake
2 bedrooms, 4 beds
20–25 Aug
4.99 out of 5 average rating, 67 reviews
Home in Jamestown
Stay in a little piece of history.
2 bedrooms, 2 beds
16–21 Aug
5.0 out of 5 average rating, 3 reviews