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Search results; 990 homes in Chester

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
Cabin in Chester Basin
Cozy Chester cottage on the Water.
4.9 out of 5 average rating, 30 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–31 Aug
Top guest favourite
Guest house in Chester
The Little Caboose
4.97 out of 5 average rating, 60 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
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
27 Sept – 2 Oct
Guest favourite
Flat in Chester
Seapearl Studio - adorable central apartment
4.87 out of 5 average rating, 53 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Chester
Endeavour Cottage
4.94 out of 5 average rating, 90 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Home in Chester Basin
Little Fish Cottage
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
Superhost
Cottage in Chester
Spectacular 2 Bedroom Lake House!
4.78 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Chester
One 12 Queen - EV Charger
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
Home in Chester
Seaglass House
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Chester
The Whale House
4.99 out of 5 average rating, 69 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
Home in Chester
Chester Suite By The Ocean
4.74 out of 5 average rating, 173 reviews, 1 bedroom, 3 beds, 1.5 bathrooms
2–7 Sept
Home in Chester Basin
Highlander House
New place to stay, 2 bedrooms, 2 beds, 3 bathrooms
7–12 Sept
Top guest favourite
Cottage in Hubbards
Waterfront Retreat
4.89 out of 5 average rating, 149 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
17–22 Sept
Superhost
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
16–21 Aug
Top guest favourite
Flat in Marriotts Cove
Sailors’ Paradise - Stevens Cove Guest Quarters
4.88 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Sept
Top guest favourite
Bungalow in Lunenburg
Ocean front HotTub Private Deck waterfront BBQ
4.98 out of 5 average rating, 288 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
Home in Hubbards
Cozy Coastal Retreat w/ Hot Tub | Hubbards
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Cabin in LaHave
Mid Century Aframe, Hot Tub, and Beach Access
4.97 out of 5 average rating, 484 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct