A green agricultural field with rows of crops and greenhouses in the distance under a cloudy sky.

Chester house rentals

We found 116 house rentals — enter your dates for availability

Explore Chester house rentals

Image of Spacious Suite (1 hr to Manhattan)

Spacious Suite (1 hr to Manhattan)

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Serene 10BR Retreat w/Pool, Gym & Hot Tub

Serene 10BR Retreat w/Pool, Gym & Hot Tub

Sleeps 25 · 10 bedrooms · 4+ bathrooms

Image of Cozy cottage, beautiful views, close to Warwick!

Cozy cottage, beautiful views, close to Warwick!

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Summerville Getaway (30 min to Mt. Creek)

Summerville Getaway (30 min to Mt. Creek)

Sleeps 14 · 7 bedrooms · 4 bathrooms

Image of Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Premier Host

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Sleeps 16 · 7 bedrooms · 5 bathrooms

Image of 11BR Retreat w Pool, Hot Tub, Sauna & Game Room

11BR Retreat w Pool, Hot Tub, Sauna & Game Room

Sleeps 28 · 11 bedrooms · 4 bathrooms

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Enjoy full kitchens, laundry, pools, gardens and more
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