A steel arch bridge over a river with surrounding trees and buildings.

Middletown houses

We found 51 houses — enter your dates for availability

Explore Middletown house rentals

Image of Spacious 4 Bedroom Townhouse- Location, Location!

Spacious 4 Bedroom Townhouse- Location, Location!

Sleeps 8 · 4 bedrooms · 2+ bathrooms

Image of Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

Premier Host

Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

Sleeps 6 · 3 bedrooms · 1+ bathroom

Image of Luxurious and spacious townhome with all necessary amenities awaits your stay.

Premier Host

Luxurious and spacious townhome with all necessary amenities awaits your stay.

Sleeps 6 · 2 bedrooms · 1+ bathroom

Image of House casino

House casino

Sleeps 8 · 3 bedrooms · 2 bathrooms

Image of Exec 4BR/3BA | 3 Desks, Fios | Garage | Adults 18+

Exec 4BR/3BA | 3 Desks, Fios | Garage | Adults 18+

Sleeps 6 · 4 bedrooms · 3 bathrooms

Image of HYDRANGEA HOUSE Waterview cozy 3-bdrm Getaway in quiet Chesapeake City AC & yard

HYDRANGEA HOUSE Waterview cozy 3-bdrm Getaway in quiet Chesapeake City AC & yard

Sleeps 6 · 3 bedrooms · 1+ bathroom

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