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Search results; Over 1,000 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
Home in Chester
Chester Sea and Trail Getaway
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Home in Chester
Endeavour Cottage
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.94 out of 5 average rating, 90 reviews
Guest favourite
Cottage in Chester
Spectacular 3 Bedroom Lake House!
3 bedrooms, 3 beds, 2.5 bathrooms
3–8 Oct
4.95 out of 5 average rating, 44 reviews
Guest favourite
Cabin in Chester Basin
Cozy Chester cottage on the Water.
2 bedrooms, 2 beds, 1 bathroom
25–31 Aug
4.9 out of 5 average rating, 31 reviews
Top guest favourite
Cabin in LaHave
Mid Century Aframe, Hot Tub, and Beach Access
1 bedroom, 1 queen bed, 1 bathroom
6–11 Nov
4.97 out of 5 average rating, 485 reviews
Guest favourite
Guest house in Chester
The Little Caboose
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Chester
Cozy Oceanfront Escape with Hot Tub
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 150 reviews
Superhost
Home in Chester
Pine & Sea - Chester's Home for Active Families
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
Home in Chester Basin
Highlander House
2 bedrooms, 2 queen beds, 3 bathrooms
7–12 Sept
New place to stay
Top guest favourite
Home in Chester
The Whale House
3 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 70 reviews
Guest favourite
Cottage in Chester
Spectacular 5 Bedroom Spaview Retreat!
5 bedrooms, 5 beds, 4.5 bathrooms
3–8 Oct
4.93 out of 5 average rating, 61 reviews
Home in Hubbards
Cozy Coastal Retreat w/ Hot Tub | Hubbards
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chester
One 12 Queen - EV Charger
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 19 reviews
Home in Chester
Seaglass House
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
New place to stay
Top guest favourite
Cottage in Chester
Peaceful 2-Bedroom Coastal Cottage with Hot Tub
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.99 out of 5 average rating, 162 reviews
Top guest favourite
Home in Lunenburg
Ocean Front #2 HotTub 2 bdrm Rooftopdeck BBQ 2bath
2 bedrooms, 2 beds, 2 bathrooms
29 Oct – 3 Nov
4.97 out of 5 average rating, 159 reviews
Home in Chester
Chester Suite By The Ocean
1 bedroom, 3 beds, 1.5 bathrooms
2–7 Sept
4.74 out of 5 average rating, 173 reviews
Guest favourite
Apartment in Chester
Captain's Quarters - 2 bedroom harbourview condo
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 93 reviews