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Search results; 981 homes in Chester

Top guest favourite
Cottage in Chester
Spacious Lakefront Cottage Retreat
3 bedrooms, 5 beds, 1 private bathroom
13–18 Sept
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4.96 out of 5 average rating, 197 reviews
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
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
Home in Chester
Seaglass House
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
7–12 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
3–8 Oct
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
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
Top guest favourite
Home in Chester
One 12 Queen - EV Charger
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
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
18–23 Oct
Home in Chester Basin
Highlander House
New place to stay, 2 bedrooms, 2 beds, 3 bathrooms
7–12 Sept
Guest favourite
Cottage in Chester
Spectacular 5 Bedroom Spaview Retreat!
4.93 out of 5 average rating, 61 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
3–8 Oct
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
Top guest favourite
Cabin in LaHave
Mid Century Aframe, Hot Tub, and Beach Access
4.97 out of 5 average rating, 485 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Guest favourite
Room in Chester Basin
Private room in a Lakehouse
5.0 out of 5 average rating, 6 reviews, 1 queen bed, 1 bathroom
13–18 Aug
Top guest favourite
Home in Lunenburg
Ocean Front #2 HotTub 2 bdrm Rooftopdeck BBQ 2bath
4.97 out of 5 average rating, 159 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Oct – 3 Nov
Guest favourite
Bungalow in Chester Basin
Ocean Front Home Chester Basin
4.92 out of 5 average rating, 125 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Guest favourite
Apartment in Chester
Captain's Quarters - 2 bedroom harbourview condo
4.93 out of 5 average rating, 91 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
Guest favourite
Flat in Chester
Seapearl Studio - adorable central apartment
4.87 out of 5 average rating, 54 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Cabin in Chester
Cozy Oceanfront Escape with Hot Tub
4.99 out of 5 average rating, 150 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Oct