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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
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4.96 out of 5 average rating, 119 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
Home in Chester
Chester Sea and Trail Getaway
3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
New place to stay
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, 54 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
Top guest favourite
Hotel in Chester
Queen Room Sunroom Inn Chester. Close to Sensea
1 bedroom, 1 bed, 1 bathroom
25–30 Aug
4.95 out of 5 average rating, 74 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
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
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
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, 76 reviews
Top guest favourite
Place to stay in Chester
Lower Deck Aug 26-28 avail! Pad bd, kayak
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 32 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
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
Top guest favourite
Home in Chester Basin
Little Fish Cottage
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Chester
Ye Olde Barne Lower Flat
1 sofa bed, 1 bathroom
4–9 Aug
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Chester
Hidden Hideaway | 5 from Chester/ Coveside stables
2 bedrooms, 2 queen beds, 1.5 bathrooms
31 Aug – 5 Sept
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Tiny home in Nova Scotia
Cozy Cottage on South Shore. 30 min from Halifax!
1 bedroom, 1 double bed, 1 bathroom
24–29 Oct
4.97 out of 5 average rating, 254 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
Top guest favourite
Home in Chester Basin
Cozy Cottage by the River
3 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.98 out of 5 average rating, 62 reviews