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Search resultsOver 1,000 homes in Chester

Cottage in Chester
Brand new cottage "Beriozka" on Cedar Lake
3 beds
Apr 1 – 6
$182 per night
Superhost
Apartment in Chester
Chester Village 'Pied-à-terre' above art gallery
3 beds
Apr 3 – 8
$140 per night
Superhost
Loft in Chester
The Village Loft: UNIQUE 1 BDRM W/ PRIVATE DECK
2 beds
Apr 1 – 6
$135 per night
Superhost
Home in Chester
Unique, fun riverfront cottage
4 beds
May 1 – 6
$140 per night
Superhost
Home in Chester
Stunning Artisan Waterfall Escape, Walk Downtown
3 beds
Apr 7 – 14
$246 per night
Superhost
Private room in Chester
Comfy Artist View at Chester Village
1 king bed
Apr 1 – 6
$122 per night
Superhost
Guest suite in Chester
Charming Chester Retreat- Near Village Center
2 queen beds
Apr 8 – 13
$197 per night
Apartment in Chester
The Millhouse Downtown Chester
2 queen beds
Apr 6 – 11
$229 per night
Superhost
Home in Chester
Tuscan Villa in Chester
4 beds
Apr 10 – 15
$414 per night
Superhost
Guest suite in Chester
Gingerbread House Suite
3 beds
Apr 1 – 6
$140 per night
Guesthouse in Chester
Delightful Cottage in Charming Chester
2 beds
May 1 – 6
$187 per night
Superhost
Apartment in Chester
Chester Village home - amazing location & space!
2 queen beds
Apr 1 – 6
$233 per night
Home in Essex
The Cozy Nook
1 bed
Apr 1 – 6
$104 per night
Superhost
Apartment in Deep River
Lovely Garden-Level Apartment in Heart of Town
2 beds
Apr 16 – 21
$159 per night
Superhost
Apartment in Essex
NEW! Downtown Essex Apartment - Steps to River!
1 queen bed
Apr 1 – 6
$166 per night, originally $202
Home in Westbrook
The Dragon Fly Garden
3 beds
Apr 1 – 6
$180 per night
Superhost
Home in Chester
Chester Cottage Waterfall House
3 beds
Apr 1 – 6
$350 per night
Superhost
Cottage in Deep River
Cottage overlooking the CT river
2 beds
Apr 15 – 20
$105 per night