Cottages in Oldham County

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Oldham County cottages

Property grounds

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, (8 reviews)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is AED 347
AED 653 total
includes taxes & fees
19 May - 20 May
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Exterior

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 AED 364
AED 947 total
includes taxes & fees
13 May - 14 May
River Retreat
Exterior

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, (31 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
Exterior

Briar Creek Cottage

Briar Creek Cottage
Crestwood
10.0 out of 10, Exceptional, (3 reviews)
"What a lovely stay! Space and location was perfect for us. Strong recommend! "
United States
Elizabeth J.
Briar Creek Cottage
House (3 Bedrooms) | Interior

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
3.0 star property
Shelbyville
10.0 out of 10, Exceptional, (2 reviews)
"A quick stop over on the bourbon trail during a cross country road trip with my service dog. This place could not have been better! Impeccably clean, great communication from hosts, everything you can think of is readily available - and beds so comfortable. I will be back (with others - did not realize there were essentially three master suites as all rooms are HUGE and very well equipped). Backyard is amazing and I wish we could have enjoyed it with better weather, but the convenience alone...
Canada
alayna
Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill
Exterior

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is AED 810
AED 1,637 total
includes taxes & fees
12 May - 13 May
Beautiful restored Victorian farmhouse
House (3 Bedrooms) | Front of property

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
Exterior

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
Property grounds

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, (21 reviews)
"Loved it!!! Absolutely enjoyed the experience"
United States
Trevor H.
Hygge Creek Cottage near Bourbon Trail, Taylorsville Lake, Derby & Kayaking
Living area

Walk to Churchill Downs Derby Week Private Cottage Sleeps 4-6

Walk to Churchill Downs Derby Week Private Cottage Sleeps 4-6
South Louisville
8.0 out of 10, Very Good, (1 review)
"The cottage was little but was a good fit for 4 of us. It was an older cottage, was very nicely decorated and the pillows were awesome. The only thing that needs fixing was trying to find it in the dark(there was no lights on the pathway to get to the cottage and the tub had a very slow drain. We enjoyed our stay. The host was great she responded quickly to all my questions. "
United States
Melissa M.
Walk to Churchill Downs Derby Week Private Cottage Sleeps 4-6
House (3 Bedrooms) | Interior

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

Louisville Home w/ Large Yard: 15 Mi to Downtown!
3.0 star property
Highview
Louisville Home w/ Large Yard: 15 Mi to Downtown!
House (3 Bedrooms) | Interior

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
House (2 Bedrooms) | Front of property

Pond-view Cabin Near Louisville on Racehorse Farm!

Pond-view Cabin Near Louisville on Racehorse Farm!
3.0 star property
La Grange
Pond-view Cabin Near Louisville on Racehorse Farm!
House (3 Bedrooms) | Interior

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
3.0 star property
New Albany
10.0 out of 10, Exceptional, (1 review)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
House (5 Bedrooms) | Interior

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
House (1 Bedroom) | Front of property

La Grange Cabin on a Racehorse Farm w/ Pond Views!

La Grange Cabin on a Racehorse Farm w/ Pond Views!
3.0 star property
La Grange
8.0 out of 10, Very Good, (1 review)
"Wonderful place! Only missing a bath."
United States
Kasandra
La Grange Cabin on a Racehorse Farm w/ Pond Views!
House (2 Bedrooms) | Interior

East End River Retreat: Dogs Welcome!

East End River Retreat: Dogs Welcome!
3.0 star property
Madison
East End River Retreat: Dogs Welcome!
House (4 Bedrooms) | Interior

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!
House (4 Bedrooms) | Front of property

8 Mi to Kentucky Derby: Charming Louisville Gem

8 Mi to Kentucky Derby: Charming Louisville Gem
3.0 star property
Strathmoor Village
8 Mi to Kentucky Derby: Charming Louisville Gem
Interior

1 Mi to Downtown: New Albany Home w/ Yard

1 Mi to Downtown: New Albany Home w/ Yard
3.0 star property
New Albany
1 Mi to Downtown: New Albany Home w/ Yard
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

Hilton Garden Inn Louisville Downtown

Hilton Garden Inn Louisville Downtown

10/10 Excellent
"The staff at the front desk and in the restaurant were amazing. I would have liked for the garbage to be emptied each day of our stay rather than once during our stay."
Addie 3-night trip
Posted 2 hours ago
Hilton Garden Inn Louisville Downtown