A calm river with boats, wooden docks, and buildings along the shore.

Chester houses

We found 295 houses — enter your dates for availability

Explore Chester house rentals

Image of Updated cottage "Beriozka" on Cedar Lake

Premier Host

Updated cottage "Beriozka" on Cedar Lake

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Charming Chester Retreat- Near Village Center

Premier Host

Charming Chester Retreat- Near Village Center

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of The little cottage on the ct river

Premier Host

The little cottage on the ct river

Sleeps 4 · 1 bedroom · 1 bathroom

Image of Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

Sleeps 6 · 2 bedrooms · 1+ bathroom

Image of Resort style getaway w/pool, spa, game room & more

Premier Host

Resort style getaway w/pool, spa, game room & more

Sleeps 14 · 5 bedrooms · 5+ bathrooms

Image of Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger

Premier Host

Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger

Sleeps 10 · 4 bedrooms · 1 bathroom

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