Holiday houses in Chester
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Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Guest favourite
Cottage in Saint Michaels
4.99 out of 5 average rating, 137 reviewsLa Casita on Harris Creek, St. Michaels
12–19 Aug
$978 NZD per night
Guest favourite
Guesthouse in Easton
4.99 out of 5 average rating, 547 reviewsChill in The Crib! Easton, Maryland
17–22 Dec
$264 NZD per night
Superhost
Apartment in Chester
4.93 out of 5 average rating, 15 reviewsCoastal Kent Narrows Home on Bay
16–23 Jul
$547 NZD per night
Guest favourite
Home in Chester
5.0 out of 5 average rating, 15 reviews*Waterfront Sunset Bayview* sleeps 6
13–20 Oct
$730 NZD per night
Guest favourite
Home in Stevensville
4.86 out of 5 average rating, 50 reviewsCheerful & Spacious Shore Life Beauty!
6–13 Mar
$433 NZD per night
Guest favourite
Guesthouse in Stevensville
5.0 out of 5 average rating, 25 reviewsChesapeake Cottage
6–13 Aug
$396 NZD per night
Guest favourite
Home in Chester
5.0 out of 5 average rating, 40 reviewsChester Delight- Fireplace/Deck&Patio+fenced yard
20–27 Sep
$848 NZD per night
Guest favourite
Home in Stevensville
5.0 out of 5 average rating, 80 reviewsKent Island Waterfront Home with Amazing Sunsets
4–11 Jun
$980 NZD per night
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