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Cottages in Oldham County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Oldham County cottages

Property grounds

1. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is HK$699
HK$1,346 total
includes taxes & fees
2 Nov - 3 Nov
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A pink house with a wooden porch and a small deck.

2. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.2 out of 10, Wonderful, (15 reviews)
"Lovely place, great outdoor seating areas, and spacious rooms."
United States
Joann E.
The price is HK$1,730
HK$3,498 total
includes taxes & fees
15 Oct - 16 Oct
Beautiful restored Victorian farmhouse
A small, single-story house with a dark front door, white siding, and a small porch.

3. Briar Creek Cottage

Briar Creek Cottage
Crestwood
10.0 out of 10, Exceptional, (6 reviews)
"What a lovely stay! Space and location was perfect for us. Strong recommend! "
United States
Elizabeth J.
Briar Creek Cottage
A row of bicycles parked on a driveway in a residential area.

4. 2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
Shelbyville
9.8 out of 10, Exceptional, (33 reviews)
"Plenty of space, nice rooms, really enjoyed the patio and hot tub!"
United States
Scott F.
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub
A single-story house with a front porch, a wooden door, and a small overhang above the entrance.

5. Spacious Prospect Cottage w/ Deck & Scenic Views

Spacious Prospect Cottage w/ Deck & Scenic Views
Prospect
9.4 out of 10, Exceptional, (19 reviews)
"Nice neighborhood, conveniently located and accurate to description."
United States
Brandy W.
Spacious Prospect Cottage w/ Deck & Scenic Views
A two-story house with a front porch, a garage, and a well-maintained lawn.

6. Louisville Home w/ Large Yard: 15 Mi to Downtown!

Louisville Home w/ Large Yard: 15 Mi to Downtown!
3.0 star property
Highview
2.0 out of 10, (2 reviews)
"Someone was already in the property when we arrived. Owner blamed evolve, evolve blamed the Owner. Either way I had my family in my car at 11 at night and house I had rented months earlier and fully paid for was occupied. Evolve was terrible to work with. My money was tied up for days waiting for a refund and I had to pay more out of pocket to secure something else to fit us all."
United States
Stephanie
Louisville Home w/ Large Yard: 15 Mi to Downtown!
A Blackstone grill with a propane tank, set up outdoors with a view of a lake and trees.

7. River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
The price is HK$973
HK$2,261 total
includes taxes & fees
21 Oct - 22 Oct
River Retreat
A living room with a fireplace, a sofa, a television, and a ceiling fan.

8. Cozy Cottage House in Louisville

Cozy Cottage House in Louisville
Schnitzelburg
9.2 out of 10, Wonderful, (9 reviews)
"It's cute and perfect for a weekend stay."
United States
Krista R.
The price is HK$606
HK$1,617 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Cottage House in Louisville
Rear deck with rockers

9. Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking

Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking
Taylorsville
10.0 out of 10, Exceptional, (22 reviews)
"Loved it!!! Absolutely enjoyed the experience"
United States
Trevor H.
Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking
A two-story house with a blue exterior, a front porch, and a circular window design.

10. KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Shelbyville
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful property, excellent hosts, super clean and phenomenally appointed. Wonderful experience!"
United States
Kathy R.
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
A brick building with a wooden fence, a red door, and a window.

11. 1 Block to Main St: 'second Street Carriage House'

1 Block to Main St: 'second Street Carriage House'
3.0 star property
Madison Historic District
1 Block to Main St: 'second Street Carriage House'
A two-story house with a covered porch and a garage.

12. 4 Mi to Kentucky Derby: Home w/ Private Yard

4 Mi to Kentucky Derby: Home w/ Private Yard
3.0 star property
Schnitzelburg
10.0 out of 10, Exceptional, (1 review)
4 Mi to Kentucky Derby: Home w/ Private Yard
A wooden deck with benches, surrounded by trees and a clear sky.

13. 4 Mi to Churchill Downs: Updated Retreat w/ Deck!

4 Mi to Churchill Downs: Updated Retreat w/ Deck!
3.0 star property
Louisville
4 Mi to Churchill Downs: Updated Retreat w/ Deck!
A single-story house with a stone chimney, a front yard with a tree, and a driveway.

14. Pet-friendly Clarksville Home w/ Central A/C

Pet-friendly Clarksville Home w/ Central A/C
3.0 star property
Clarksville
Pet-friendly Clarksville Home w/ Central A/C
A single-story house with a porch, a front door, and a small staircase leading to the entrance.

15. Historic Madison Retreat - 1 Mi to Ohio River

Historic Madison Retreat - 1 Mi to Ohio River
Madison
10.0 out of 10, Exceptional, (10 reviews)
"We had a great stay! The property was clean and near a park that was great for dog walks! We absolutely loved it! Would stay again!"
United States
marti r.
Historic Madison Retreat - 1 Mi to Ohio River
A porch with a brick wall, a white railing, and a blue and white striped chair.

16. East End River Retreat: Dogs Welcome!

East End River Retreat: Dogs Welcome!
3.0 star property
Madison Historic District
East End River Retreat: Dogs Welcome!
A house with a porch, white columns, and a front door with a wreath.

17. Bourbon Country Escape! Spacious Home w/ Fire Pit

Bourbon Country Escape! Spacious Home w/ Fire Pit
3.0 star property
Taylorsville
Bourbon Country Escape! Spacious Home w/ Fire Pit
A two-story house with a brick exterior, a large front porch, and a covered deck.

18. 6 Mi to Bourbon Trail: Group Estate on 20 Acres

6 Mi to Bourbon Trail: Group Estate on 20 Acres
3.0 star property
Shelbyville
6.0 out of 10, (1 review)
6 Mi to Bourbon Trail: Group Estate on 20 Acres
A wooden cabin with a porch and a view of a frozen lake.

19. 31 Mi to Louisville: Cabin on 235 Acres!

31 Mi to Louisville: Cabin on 235 Acres!
3.0 star property
La Grange
31 Mi to Louisville: Cabin on 235 Acres!
Exterior

20. Pet-friendly Emerald Lake Retreat in Charlestown!

Pet-friendly Emerald Lake Retreat in Charlestown!
3.0 star property
Charlestown
Pet-friendly Emerald Lake Retreat in Charlestown!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oldham County Hotel Reviews

Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

10/10 Excellent
"Breakfast is great!"
Flora 2-night trip
Posted 1 hour ago
Holiday Inn Louisville Airport South by IHG

Find out more about Oldham County

Oldham County Cottages information

Number of reviews
142
Accommodation
66 Cottages
Lowest Price
HK$1,378
Highest Price
HK$3,498

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