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Search results; 992 homes in Chester

Top guest favourite
Apartment in Chester
Captain's Quarters - 2 bedroom harbourview condo
2 bedrooms, 2 beds, 1 private bathroom
1–6 Oct
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4.97 out of 5 average rating, 89 reviews
Top guest favourite
Home in Chester
Endeavour Cottage
4.94 out of 5 average rating, 86 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Home in Chester
White Cottage
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 5.5 bathrooms
17–22 Sept
Top guest favourite
Home in Chester
The Whale House
4.99 out of 5 average rating, 69 reviews, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
Guest favourite
Cottage in Chester
Marigold Cottage - 7 bdrms in Chester Village
5.0 out of 5 average rating, 33 reviews, 7 bedrooms, 9 beds, 2.5 bathrooms
25–30 Aug
Guest favourite
Cottage in Chester
Spectacular 5 Bedroom Spaview Retreat!
4.93 out of 5 average rating, 55 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
Top guest favourite
Home in Chester
One 12 Queen - EV Charger
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
Home in Chester Basin
High Water Mark
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
Guest favourite
Flat in Chester
Seapearl Studio - adorable central apartment
4.87 out of 5 average rating, 52 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Home in Chester
Seaglass House
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
13–20 Jul
Guest favourite
Cottage in Chester
Spectacular 3 Bedroom Lake House!
4.95 out of 5 average rating, 44 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Sept
Top guest favourite
Home in Chester Basin
Storybook coastal farmhouse with ocean access
5.0 out of 5 average rating, 30 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
Superhost
Home in Chester
Pine & Sea - Chester's Home for Active Families
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Jul
Top guest favourite
Cabin in Chester
Cozy Oceanfront Escape with Hot Tub
4.99 out of 5 average rating, 148 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Home in Chester Basin
The Oasis on Blueberry Lane
4.96 out of 5 average rating, 172 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
Home in Chester Basin
Highlander House
New place to stay, 2 bedrooms, 2 beds, 3 bathrooms
9–14 Sept
Home in Chester
Chester Suite By The Ocean
4.74 out of 5 average rating, 170 reviews, 1 bedroom, 3 beds, 1.5 bathrooms
1–6 Aug
Guest favourite
Home in Chester
Home in the Heart of Chester
4.93 out of 5 average rating, 44 reviews, 4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
Guest favourite
Guest suite in Chester
2 bedroom unit in heart of Chester Village.
4.87 out of 5 average rating, 30 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul