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Jessamine County family rentals

We found 561 family rentals — enter your dates for availability

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November 2025

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Find the best place to stay - Jessamine County

Showing deals for: 19 Feb - 22 Feb

Welcome to my Stone and Cedar Lodge near Lexington and Nicholasville

Premier Host

Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.

Sleeps 16 · 5 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$1,264 per night

includes taxes & fees

Premier Host

Lodge style home on 140 acres. Remote but close to much! Hot Tub, Pets

Sleeps 10 · 5 bedrooms · 2+ bathrooms

for 3 nights, 1 room

NZ$740 per night

includes taxes & fees

Imagine waking up and enjoying your coffee along with this glorious sunrise!

Premier Host

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Sleeps 10 · 4 bedrooms · 4+ bathrooms

for 3 nights, 1 home

NZ$1,551 per night

includes taxes & fees

Highbridge River Cabin with KY River View & Access

Sleeps 5 · 2 bedrooms · 1+ bathroom

for 3 nights, 1 cabin

NZ$473 per night

includes taxes & fees

The Lodge at Marble Creek. Modern Cabin Retreat /Hot tub/ Sauna/ Creek Access

Sleeps 8 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$865 per night

includes taxes & fees

Directly on the Kentucky River Palisades a rural retreat minutes from Lexington

Premier Host

Rural Kentucky River Palisades Cabin/Past Distilry

Sleeps 10 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$628 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Jessamine County

Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.

Lodge style home on 140 acres. Remote but close to much! Hot Tub, Pets

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Highbridge River Cabin with KY River View & Access

The Lodge at Marble Creek. Modern Cabin Retreat /Hot tub/ Sauna/ Creek Access

Rural Kentucky River Palisades Cabin/Past Distilry

Find spaces that suit your style

Family-friendly Rentals in Jessamine County

Holiday Rental options in Jessamine County