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Search results; 983 homes in Chester

Top guest favourite
Apartment in Chester
Captain's Quarters - 2 bedroom harbourview condo
2 bedrooms, 2 beds, 1 private bathroom
4–9 Oct
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4.96 out of 5 average rating, 90 reviews
Guest favourite
Cottage in Chester
Spectacular 3 Bedroom Lake House!
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 44 reviews
Home in Chester
Seaglass House
4 bedrooms, 5 beds
10–15 Aug
New place to stay
Home in Chester Basin
Highlander House
2 bedrooms, 2 queen beds
7–12 Sept
New place to stay
Top guest favourite
Home in Chester
Endeavour Cottage
2 bedrooms, 3 beds
4–9 Oct
4.94 out of 5 average rating, 90 reviews
Guest favourite
Cabin in Chester Basin
Cozy Chester cottage on the Water.
2 bedrooms, 2 beds
1–7 Sept
4.9 out of 5 average rating, 29 reviews
Top guest favourite
Home in Chester
The Whale House
3 bedrooms, 3 beds
18–23 Sept
4.99 out of 5 average rating, 69 reviews
Home in Chester Basin
High Water Mark
4 bedrooms, 5 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chester
One 12 Queen - EV Charger
3 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cabin in LaHave
Mid Century Aframe, Hot Tub, and Beach Access
1 bedroom, 1 queen bed
12–17 Oct
4.97 out of 5 average rating, 484 reviews
Home in Chester
Chester Suite By The Ocean
1 bedroom, 3 beds
2–7 Sept
4.74 out of 5 average rating, 173 reviews
Cabin in Hubbards
lodge road cottage
2 bedrooms, 3 beds
10–15 Aug
New place to stay
Guest favourite
Flat in Chester
Seapearl Studio - adorable central apartment
1 bedroom, 1 bed
30 Aug – 4 Sept
4.87 out of 5 average rating, 53 reviews
Top guest favourite
Cottage in Chester
Peaceful 2-Bedroom Coastal Cottage with Hot Tub
2 bedrooms, 3 beds
12–17 Oct
4.99 out of 5 average rating, 162 reviews
Home in Hubbards
Oceanfront Sanctuary | Private & Peaceful
4 bedrooms, 4 beds
4–9 Sept
New place to stay
Superhost
Home in Chester
Pine & Sea - Chester's Home for Active Families
3 bedrooms, 3 beds
21–26 Sept
Guest favourite
Home in Chester
Ocean View Retreat
3 bedrooms, 6 beds
2–7 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Chester
Moss Cottage on the Lake
1 bedroom, 1 queen bed
11–16 Oct
4.95 out of 5 average rating, 152 reviews
Top guest favourite
Cabin in Chester
Cozy Oceanfront Escape with Hot Tub
2 bedrooms, 2 queen beds
30 Sept – 5 Oct
4.99 out of 5 average rating, 150 reviews