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Historic South Hill family rentals

We found 123 family rentals — enter your dates for availability

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December 2025

January 2026

Find the best place to stay - Historic South Hill

Showing deals for: 27 Feb - 2 Mar

Premier Host

This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

Sleeps 6 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

NZ$595 per night

includes taxes & fees

Premier Host

Newly Renovated 2BR Apartment w/ Free Parking in Downtown

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

NZ$538 per night

includes taxes & fees

Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown

Sleeps 5 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

NZ$748 per night

includes taxes & fees

Premier Host

This serviced apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.

Sleeps 2 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

NZ$598 per night

includes taxes & fees

Find spaces that suit your style

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Enjoy full kitchens, laundry, pools, gardens and more
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More space, more privacy, more amenities — more value

Find the best place to stay - Historic South Hill

This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

Brick Hous - Downtown Lexington

Newly Renovated 2BR Apartment w/ Free Parking in Downtown

Napa Hous - 7BD, 7.5 BA, Bar - Downtown

Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown

This serviced apartment is a 1 bedroom(s), 1 bathrooms, located in Lexington, KY.

Find spaces that suit your style

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options in Historic South Hill