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Search results; 904 homes in Chester

Top guest favourite
Cottage in Chester
Peaceful 2-Bedroom Coastal Cottage with Hot Tub
2 bedrooms, 3 beds, 1 private bathroom
5–10 Oct
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4.99 out of 5 average rating, 166 reviews
Top guest favourite
Home in Chester
Endeavour Cottage
2 bedrooms, 3 beds
11–16 Oct
4.94 out of 5 average rating, 103 reviews
Top guest favourite
Home in Chester
The Whale House
3 bedrooms, 3 beds
4–9 Oct
4.99 out of 5 average rating, 73 reviews
Guest favourite
Cottage in Chester
Spectacular 5 Bedroom Spaview Retreat!
5 bedrooms, 5 beds
3–8 Oct
4.92 out of 5 average rating, 64 reviews
Top guest favourite
Apartment in Chester
Captain's Quarters - 2 bedroom harbourview condo
2 bedrooms, 2 beds
4–9 Oct
4.94 out of 5 average rating, 103 reviews
Home in Chester
Chester Suite By The Ocean
1 bedroom, 3 beds
26 Sept – 1 Oct
4.73 out of 5 average rating, 177 reviews
Superhost
Guest suite in Chester
2 bedroom unit in heart of Chester Village.
2 bedrooms, 2 single beds
4–9 Oct
4.87 out of 5 average rating, 38 reviews
Top guest favourite
Home in Chester
White Cottage
4 bedrooms, 4 beds
17–22 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Chester
The Little Caboose
1 bedroom, 1 queen bed
4–9 Oct
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Cottage in Chester
Marigold Cottage - 7 bdrms in Chester Village
7 bedrooms, 9 beds
18–23 Sept
5.0 out of 5 average rating, 40 reviews
Guest favourite
Cottage in Chester
Chester Basin Vacation Retreat Oceanfront
3 bedrooms, 5 beds
19–24 Sept
4.86 out of 5 average rating, 85 reviews
Home in Chester
Chester Village Gem
3 bedrooms, 3 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chester Basin
Half Moon Cove Retreat
3 bedrooms, 5 beds
9–14 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Chester
Home in the Heart of Chester
4 bedrooms, 5 beds
14–19 Oct
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Home in Chester Basin
Cozy Cottage by the River
3 bedrooms, 3 beds
11–16 Oct
4.99 out of 5 average rating, 68 reviews
Superhost
Hotel in Chester
Queen Room Sunroom Inn Chester. Close to Sensea
1 bedroom, 1 bed
26 Sept – 1 Oct
4.88 out of 5 average rating, 80 reviews
Superhost
Cabin in Chester Basin
Cozy Chester cottage on the Water.
2 bedrooms, 2 beds
5–11 Oct
4.84 out of 5 average rating, 32 reviews
Top guest favourite
Home in Chester
One 12 Queen - EV Charger
3 bedrooms, 4 beds
14–19 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Chester Basin
Storybook coastal farmhouse with ocean access
4 bedrooms, 4 beds
9–14 Sept
4.97 out of 5 average rating, 39 reviews