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Search results; 919 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, 170 reviews
Top guest favourite
Home in Chester
Endeavour Cottage
2 bedrooms, 3 beds, 2 bathrooms
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, 2 bathrooms
10–15 Oct
4.99 out of 5 average rating, 73 reviews
Top guest favourite
Apartment in Chester
Captain's Quarters - 2 bedroom harbourview condo
2 bedrooms, 2 beds, 1 bathroom
23–28 Oct
4.94 out of 5 average rating, 103 reviews
Home in Chester
Chester Suite By The Ocean
1 bedroom, 3 beds, 1.5 bathrooms
4–9 Oct
4.73 out of 5 average rating, 177 reviews
Guest favourite
Cottage in Chester
Spectacular 5 Bedroom Spaview Retreat!
5 bedrooms, 5 beds, 4.5 bathrooms
3–8 Oct
4.92 out of 5 average rating, 65 reviews
Superhost
Guest suite in Chester
2 bedroom unit in heart of Chester Village.
2 bedrooms, 2 single beds, 1 bathroom
4–9 Oct
4.87 out of 5 average rating, 39 reviews
Top guest favourite
Cottage in Chester
Marigold Cottage - 7 bdrms in Chester Village
7 bedrooms, 9 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Chester Basin
Storybook coastal farmhouse with ocean access
4 bedrooms, 4 beds, 2.5 bathrooms
22–27 Sept
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Home in Chester
White Cottage
4 bedrooms, 4 beds, 5.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Bungalow in Lunenburg
Ocean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 229 reviews
Guest favourite
Home in Chester
Home in the Heart of Chester
4 bedrooms, 5 beds, 3 bathrooms
14–19 Oct
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Guest house in Chester
The Little Caboose
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Home in Chester Basin
Cozy Cottage by the River
3 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 69 reviews
Home in Chester
Chester Village Gem
3 bedrooms, 3 beds, 2.5 bathrooms
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, 1.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Chester
Seapearl Studio - adorable central apartment
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.85 out of 5 average rating, 61 reviews
Top guest favourite
Home in Chester
One 12 Queen - EV Charger
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Oct
4.96 out of 5 average rating, 23 reviews
Superhost
Cabin in Chester Basin
Cozy Chester cottage on the Water.
2 bedrooms, 2 beds, 1 bathroom
5–11 Oct
4.85 out of 5 average rating, 33 reviews