
Guesthouse holiday rentals in Jefferson County
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Top-rated Guesthouses in Jefferson County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Jefferson County guesthouses
Family-Friendly guesthouses

Highlands - Elegant Calm Clean & Green - Walkable

St. Matthews Gem *Pinball *Private Parking

HIghlands Modern Get Away

Carriage House - Crescent Hill (Frankfort Avenue)

The City Cottage…quiet, peaceful, and convenient!

Carriage House Loft

Germantown Carriage House w/garage

*BRAND NEW* Gem of Germantown Private Derby Suite
Guesthouses with a patio

Watson Mansion Carriage House

Cute Louisville Carriage Apt - Game Room -Sleeps 4

Country 1 bedroom guesthouse with heated pool

Lots of cozy and fun space!

Mother-in-law suite-KY Derby

Modern Guesthouse overlooking Ohio River

The tiny Walnut in Beechmont

Chic Derby stay minutes from Churchill Downs!
Guest house rentals with a washing machine and dryer

Retro Chic Private Getaway in the Highlands.

Highlands Carriage House - Deer Park

Lewis & Clark Trail Guest Suite

Modern Hideaway in Historic Butchertown

New custom guesthouse | Free parking | Sleeps 4

Lavish church suite with choir loft

Your Derby Weekend Getaway
Destinations to explore
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- Guesthouse rentals Kentucky
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- Buffalo Trace Distillery
- Kentucky Derby Museum
- Kentucky Kingdom & Hurricane Bay
- Louisville Slugger Field
- Valhalla Golf Club
- Angel's Envy Distillery
- Heritage Hill Golf Club
- Muhammad Ali Center
- Louisville Slugger Museum & Factory
- Turtle Run Winery
- Waterfront Park
- Big Four Bridge
- Kentucky Science Center
- Falls of the Ohio State Park
- Charlestown State Park
- River Run Family Water Park
- Frazier History Museum
- Big Spring Country Club
- Evan Williams Bourbon Experience
- McIntyre's Winery
- Best Vineyards
- Rising Sons Home Farm Winery
- Lovers Leap Vineyards and Winer
- Bruners Farm and Winery
- Things to do Jefferson County
- Food and drink Jefferson County
- Art and culture Jefferson County
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