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Search results; Over 1,000 homes in Chester

Guest favourite
Villa in Chester
Chester Oceanfront Luxury Villa
3 bedrooms, 4 beds, 2.5 private bathrooms
16–21 Dec
,
4.93 out of 5 average rating, 163 reviews
Top guest favourite
Home in Chester
Endeavour Cottage
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.95 out of 5 average rating, 91 reviews
Home in Chester
Chester Sea and Trail Getaway
3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
New place to stay
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
Top guest favourite
Cabin in LaHave
Mid Century Aframe, Hot Tub, and Beach Access
1 bedroom, 1 queen bed, 1 bathroom
12–17 Nov
4.97 out of 5 average rating, 485 reviews
Guest favourite
Cabin in Chester Basin
Cozy Chester cottage on the Water.
2 bedrooms, 2 beds, 1 bathroom
1–7 Sept
4.9 out of 5 average rating, 31 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
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
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 Chester Basin
The Oasis on Blueberry Lane
4 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 175 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, 292 reviews
Top guest favourite
Guest house in Chester Basin
Hutt Lake Studio 10 minutes away from Sensea Spa
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
4.87 out of 5 average rating, 169 reviews
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
Top guest favourite
Cottage in Chester
The Boathouse on Scotch Cove
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 119 reviews
Guest favourite
Home in Chester Basin
High Water Mark
4 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 6 reviews
Home in Hubbards
Cozy Coastal Retreat w/ Hot Tub | Hubbards
1 bedroom, 1 queen bed, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chester Basin
Storybook coastal farmhouse with ocean access
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 34 reviews
Superhost
Home in Chester
Pine & Sea - Chester's Home for Active Families
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
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