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Search results; Over 1,000 homes in Chester

Top guest favourite
Cottage in Chester
The Boathouse on Scotch Cove
2 bedrooms, 3 beds, 1 private bathroom
6–11 Sept
,
4.96 out of 5 average rating, 119 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, 30 reviews
Guest favourite
Flat in Chester
Seapearl Studio - adorable central apartment
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.87 out of 5 average rating, 53 reviews
Guest favourite
Cottage in Chester
Spectacular 3 Bedroom Lake House!
3 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 44 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, 18 reviews
Top guest favourite
Home in Chester
The Whale House
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 69 reviews
Guest favourite
Apartment in Chester
Captain's Quarters - 2 bedroom harbourview condo
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 91 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
Top 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
Home in Chester
Seaglass House
4 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
New place to stay
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
Endeavour Cottage
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.94 out of 5 average rating, 90 reviews
Top guest favourite
Home in Lunenburg
Waterfront Hot Tub Huge Deck Sun Set HOOKd 7 2bd
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
4.93 out of 5 average rating, 136 reviews
Guest favourite
Bungalow in Chester Basin
Ocean Front Home Chester Basin
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.92 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Marriotts Cove
Sailors’ Paradise - Stevens Cove Guest Quarters
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.88 out of 5 average rating, 75 reviews
Top guest favourite
Cabin in Chester Basin
The Cabin at The Woodlots
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Bungalow in Lunenburg
Ocean front HotTub Private Deck waterfront BBQ
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 288 reviews
Home in Hubbards
Cozy Coastal Retreat w/ Hot Tub | Hubbards
1 bedroom, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Hubbards
Waterfront Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
17–22 Sept
4.89 out of 5 average rating, 149 reviews