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Search results; Over 1,000 homes in Chester
Over 1,000 homes in Chester
Top guest favourite
Guest favourite
Flat in Chester
Cozy Waterfront Apartment Chester, MD
1 bedroom
,
·
1 bed
,
·
1 private bathroom
26–31 Jul
26–31 Jul
$800 SGD
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for 5 nights
$800 SGD for 5 nights
,
·
4.96 out of 5 average rating, 291 reviews
4.96 (291)
Guest favourite
Guest favourite
Home in Chester
Crab Alley | Waterfront Home + Hot Tub + Game Room
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$5,086 SGD
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for 5 nights
$5,086 SGD for 5 nights
4.88 out of 5 average rating, 24 reviews
4.88 (24)
Top guest favourite
Guest favourite
Home in Chester
The Fitz Inn
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,327 SGD
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for 5 nights
$1,327 SGD for 5 nights
4.96 out of 5 average rating, 80 reviews
4.96 (80)
Place to stay in Grasonville
Quiet, private and convenient
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$816 SGD
$673 SGD
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for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Home in Chester
Kent Island Escape
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,931 SGD
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for 5 nights
$1,931 SGD for 5 nights
4.97 out of 5 average rating, 37 reviews
4.97 (37)
Top guest favourite
Guest favourite
Room in Stevensville
Rustic & Elegant Private Bed & Bath
1 bed
1 bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$930 SGD
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for 5 nights
$930 SGD for 5 nights
4.98 out of 5 average rating, 301 reviews
4.98 (301)
Top guest favourite
Guest favourite
Guest house in Stevensville
Private | Near BayBridge | Wedding Venue Proximity
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,500 SGD
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for 5 nights
$1,500 SGD for 5 nights
5.0 out of 5 average rating, 61 reviews
5.0 (61)
Top guest favourite
Guest favourite
Guest suite in Grasonville
Heron's Haven
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$773 SGD
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for 5 nights
$773 SGD for 5 nights
5.0 out of 5 average rating, 132 reviews
5.0 (132)
Top guest favourite
Guest favourite
Home in Stevensville
Cheerful & Spacious Shore Life Beauty!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Jul
18–23 Jul
$1,983 SGD
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for 5 nights
$1,983 SGD for 5 nights
4.91 out of 5 average rating, 112 reviews
4.91 (112)
Top guest favourite
Guest favourite
Home in Grasonville
Bay Breeze - 3BR Waterfront Chester River Retreat
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
19–24 Jul
19–24 Jul
$4,185 SGD
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for 5 nights
$4,185 SGD for 5 nights
5.0 out of 5 average rating, 85 reviews
5.0 (85)
Top guest favourite
Guest favourite
Guest house in Stevensville
Private Guesthouse | 7-acres | Near wedding venues
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,741 SGD
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for 5 nights
$1,741 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favourite
Guest favourite
Home in Chester
Island Blue Getaway
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$3,881 SGD
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for 5 nights
$3,881 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Superhost
Superhost
Home in Chester
Waterfront Hot Tub, Fire Pit & Views
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
18–23 Jul
18–23 Jul
$2,199 SGD
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for 5 nights
$2,199 SGD for 5 nights
4.89 out of 5 average rating, 19 reviews
4.89 (19)
Top guest favourite
Guest favourite
Home in Stevensville
Kent Island Beach House - "Pink" House in Kentmorr
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
15–20 Jul
15–20 Jul
$6,777 SGD
$5,954 SGD
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for 5 nights
4.96 out of 5 average rating, 54 reviews
4.96 (54)
Top guest favourite
Guest favourite
Flat in Grasonville
Halcyon house. Lovely views on MD eastern shore.
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,667 SGD
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for 5 nights
$1,667 SGD for 5 nights
4.9 out of 5 average rating, 229 reviews
4.9 (229)
Top guest favourite
Guest favourite
Flat in Stevensville
Boutique by the Bay
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,423 SGD
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for 5 nights
$1,423 SGD for 5 nights
4.97 out of 5 average rating, 309 reviews
4.97 (309)
Guest favourite
Guest favourite
Home in Stevensville
Big Yard | Porch | Guesthouse | Near Bay Bridge
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$4,277 SGD
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for 5 nights
$4,277 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Guest house in Stevensville
22 Acre Waterfront Retreat.
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$3,614 SGD
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for 5 nights
$3,614 SGD for 5 nights
5.0 out of 5 average rating, 62 reviews
5.0 (62)
Guest favourite
Guest favourite
Home in Stevensville
Cozy home with Screened Porch, Min from Weddings
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$3,215 SGD
$2,252 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 85 reviews
4.98 (85)
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