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Search results; Over 1,000 homes in Bloomfield

Top guest favourite

Cabin in Bloomfield

The Cabins at Brookhaven - The Nook

1 bedroom, 2 beds, 1 private bathroom

8–13 Sept

$1,346 SGD for 5 nights

,

5.0 out of 5 average rating, 10 reviews

Home in Bloomfield

3BR Bourbon Trail Escape w/ Private Hot Tub

3 bedrooms, 3 beds, 2 bathrooms

28 Sept – 4 Oct

$1,817 SGD for 6 nights

4.67 out of 5 average rating, 6 reviews

Guest favourite

Cabin in Bloomfield

Family Holiday Cabin in Kentucky w/ Hot Tub!

3 bedrooms, 6 beds, 2 bathrooms

13–18 Sept

$1,629 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews

Guest favourite

Holiday home in Bloomfield

The Cosmopolitan

1 bedroom, 1 bed, 2 bathrooms

7–12 Sept

$1,270 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Guest favourite

Cabin in Bloomfield

Boone's Cabin

4 bedrooms, 4 beds, 2 bathrooms

7–12 Sept

$3,884 SGD for 5 nights

4.98 out of 5 average rating, 54 reviews

Guest favourite

Home in Bardstown

Angel Share Overlook: Speakeasy, Sauna & Sunsets

4 bedrooms, 4 beds, 3 bathrooms

27 Sept – 2 Oct

$2,402 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews

Top guest favourite

Home in Bardstown

StillHill: HotTub GameRoom Whiskey Lounge Acreage

3 bedrooms, 4 beds, 2.5 bathrooms

15–20 Nov

$1,854 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 128 reviews

Guest favourite

Home in Bloomfield

Triple Crown Estate | Bourbon Room | Spa | Pool

5 bedrooms, 7 beds, 4 bathrooms

4–9 Oct

4.94 out of 5 average rating, 36 reviews

Guest favourite

Home in Bloomfield

Bourbon Country Farmhouse Retreat on 2.6 Acres

3 bedrooms, 5 beds, 2.5 bathrooms

13–18 Sept

$2,299 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews

Top guest favourite

Home in Bloomfield

Charred Oak Reserve-Sleeps 10 Hot Tub, Firepit

5 bedrooms, 5 beds, 3 bathrooms

13–18 Sept

5.0 out of 5 average rating, 28 reviews

Top guest favourite

Home in Coxs Creek

The Bourbon Charm Homestay BourbonTrail Derby PGA

3 bedrooms, 3 beds, 2 bathrooms

12–17 Nov

$1,247 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 103 reviews

Superhost

Home in Bardstown

Bourbon Lounge • Hot Tub + Firepit • Arcade

5 bedrooms, 6 beds, 6.5 bathrooms

7–12 Sept

$6,790 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in Bloomfield

The Clayborn House

3 bedrooms, 3 queen beds, 2 bathrooms

22–27 Sept

$1,998 SGD for 5 nights

4.92 out of 5 average rating, 25 reviews

Guest favourite

Home in Bloomfield

Miss Allie's Homestead

4 bedrooms, 4 beds, 3 bathrooms

15–20 Sept

$2,838 SGD for 5 nights

4.95 out of 5 average rating, 58 reviews

Top guest favourite

Room in Springfield

Scenic Working Farm & Barn Retreat. ELM House WEST

1 queen bed, 1 bathroom

13–18 Sept

Free cancellation

4.98 out of 5 average rating, 181 reviews

Featured hotel

Room in Bardstown

King room

1 king bed, 1 bathroom

12–17 Sept

$1,734 SGD for 5 nights

+$260 SGD Airbnb credit

4.89 out of 5 average rating, 9 reviews

Superhost

Home in Bardstown

The Bluegrass Grand Estate: Bourbon Trail Luxury

5 bedrooms, 6 beds, 3 bathrooms

13–18 Sept

4.76 out of 5 average rating, 25 reviews

Top guest favourite

Home in Springfield

Lincoln Farmhouse-Bourbon Trail-Farm Stay

3 bedrooms, 3 beds, 2 bathrooms

27 Sept – 2 Oct

Free cancellation

5.0 out of 5 average rating, 41 reviews

Top guest favourite

Cabin in Bloomfield

The Cabins at Brookhaven - The Nest

1 bedroom, 2 beds, 1 bathroom

28 Sept – 3 Oct

$1,303 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 22 reviews