Lodging Image

Cottages in Oldham County

Compare and save
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oldham County cottages

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 375
AED 946 total
includes taxes & fees
5 Jul - 6 Jul
River Retreat

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, (11 reviews)
"We had a wonderful time. Place was awesome! "
United States
Neil T.
The price is AED 367
AED 675 total
includes taxes & fees
30 Jun - 1 Jul
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Near Churchill Downs: Pet Friendly, Fenced Yard!

Near Churchill Downs: Pet Friendly, Fenced Yard!
Wyandotte
8.8 out of 10, Excellent, (21 reviews)
"My family and I loved staying here. We stay in the area each year. This home was super comfortable for all of us. Everything was effortless, easy, clean and roomy. "
United States
Jamie E.
Near Churchill Downs: Pet Friendly, Fenced Yard!

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (14 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is AED 770
AED 1,589 total
includes taxes & fees
29 Jun - 30 Jun
Beautiful restored Victorian farmhouse

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

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)
"Our stay was excellent! We had three couples that went down to hit the bourbon Trail, the location in Shelbyville was very convenient to be right in the middle of Frankfort and Louisville. The house was gorgeous, the hot tub was relaxing, and the couple of minor problems we had were dealt with very quickly by the manager. Communication was always exceptional, and the check-in and checkout process was clear and easy. We would definitely stay in this house again. "
United States
Ally D.
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

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

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!

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

Louisville Home w/ Hot Tub in The Highlands!

Louisville Home w/ Hot Tub in The Highlands!
3.0 star property
Highlands
Louisville Home w/ Hot Tub in The Highlands!

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

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

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

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

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!

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

Walkable Apt Near Kentucky Derby!

Walkable Apt Near Kentucky Derby!
3.0 star property
Bashford Manor
Walkable Apt Near Kentucky Derby!

Dog-friendly Home w/ Yard, 6 Mi to Louisville!

Dog-friendly Home w/ Yard, 6 Mi to 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
Dog-friendly Home w/ Yard, 6 Mi to Louisville!

East End River Retreat: Dogs Welcome!

East End River Retreat: Dogs Welcome!
3.0 star property
Madison
East End River Retreat: Dogs Welcome!

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
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oldham County Hotel Reviews