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Search results; Over 1,000 homes in Chester

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Top guest favourite
Home in Chester
The Whale House
3 bedrooms, 3 beds, 2 shared bathrooms
3–8 Sept
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4.99 out of 5 average rating, 72 reviews
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Home in Chester
Endeavour Cottage
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.95 out of 5 average rating, 101 reviews
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Guest house in Chester
The Little Caboose
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 63 reviews
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Guest favourite
Hotel in Chester
Queen Room Sunroom Inn Chester. Close to Sensea
1 bedroom, 1 bed, 1 bathroom
26 Sept – 1 Oct
4.93 out of 5 average rating, 76 reviews
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Home in Chester
Chester Suite By The Ocean
1 bedroom, 3 beds, 1.5 bathrooms
2–7 Sept
4.73 out of 5 average rating, 175 reviews
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Top guest favourite
Home in Chester Basin
Half Moon Cove Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Cottage in Chester
Marigold Cottage - 7 bdrms in Chester Village
7 bedrooms, 9 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Cottage in Chester
Spectacular 5 Bedroom Spaview Retreat!
5 bedrooms, 5 beds, 4.5 bathrooms
3–8 Oct
4.94 out of 5 average rating, 63 reviews
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Top guest favourite
Home in Chester
White Cottage
4 bedrooms, 4 beds, 5.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 9 reviews
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Top 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, 103 reviews
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Top guest favourite
Home in Chester Basin
Storybook coastal farmhouse with ocean access
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
4.97 out of 5 average rating, 37 reviews
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Guest favourite
Home in Chester
Home in the Heart of Chester
4 bedrooms, 5 beds, 3 bathrooms
14–19 Oct
4.93 out of 5 average rating, 44 reviews
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Home in Chester
Coastal Haven
3 bedrooms, 3 double beds, 1.5 bathrooms
27 Sept – 2 Oct
New place to stay
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Home in Chester
Chester Village Gem
3 bedrooms, 3 beds, 2.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Place to stay in Chester
TheLowerDeck Ocean front escape! Paddle Bd, Kayak
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 35 reviews
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Superhost
Flat in Chester
Seapearl Studio - adorable central apartment
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.85 out of 5 average rating, 60 reviews
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Guest favourite
Guest suite in Chester
2 bedroom unit in heart of Chester Village.
2 bedrooms, 2 single beds, 1 bathroom
1–6 Sept
4.86 out of 5 average rating, 35 reviews
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Home in Chester
Chester Sea and Trail Getaway
3 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
New place to stay
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Top guest favourite
Home in Lunenburg
Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath
1 bedroom, 1 queen bed, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 198 reviews