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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 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$962 SGD
$715 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 296 reviews
4.96 (296)
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
$1,297 SGD
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for 5 nights
$1,297 SGD for 5 nights
4.96 out of 5 average rating, 81 reviews
4.96 (81)
Home in Chester
NEW I Waterfront, HotTub, Dock, Fire Pit, GameRoom
4 bedrooms
4 bedrooms
,
·
4 king beds
4 king beds
,
·
3.5 bathrooms
3.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$4,241 SGD
Show price breakdown
for 5 nights
$4,241 SGD for 5 nights
New place to stay
New
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
17–22 Aug
17–22 Aug
$4,753 SGD
$3,339 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 27 reviews
4.89 (27)
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
9–14 Aug
9–14 Aug
$1,972 SGD
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for 5 nights
$1,972 SGD for 5 nights
4.91 out of 5 average rating, 114 reviews
4.91 (114)
Superhost
Superhost
Home in Chester
Waterfront Hot Tub, Fire Pit & Views
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Sept
3–8 Sept
$3,557 SGD
Show price breakdown
for 5 nights
$3,557 SGD for 5 nights
Book early to save
4.91 out of 5 average rating, 22 reviews
4.91 (22)
Top guest favourite
Guest favourite
Guest house in Stevensville
Private | Near BayBridge | Wedding Venue Proximity
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$1,425 SGD
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for 5 nights
$1,425 SGD for 5 nights
5.0 out of 5 average rating, 63 reviews
5.0 (63)
Top guest favourite
Guest favourite
Rooms in Stevensville
Private 2 bedroom suite
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,849 SGD
Show price breakdown
for 5 nights
$1,849 SGD for 5 nights
4.98 out of 5 average rating, 81 reviews
4.98 (81)
Home in Chester
Farmhouse by the Sea. Yacht Club Pool Pass!
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Aug
10–15 Aug
$3,516 SGD
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for 5 nights
$3,516 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in Stevensville
Kent Island Waterfront Home with Amazing Sunsets
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$4,751 SGD
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for 5 nights
$4,751 SGD for 5 nights
4.99 out of 5 average rating, 145 reviews
4.99 (145)
Guest favourite
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$3,591 SGD
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for 5 nights
$3,591 SGD for 5 nights
4.95 out of 5 average rating, 308 reviews
4.95 (308)
Featured hotel
Featured hotel
Room in Queenstown
Bungalow
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$2,455 SGD
Show price breakdown
for 5 nights
$2,455 SGD for 5 nights
+$368 SGD Airbnb credit
New place to stay
New
Top guest favourite
Guest favourite
Home in Chester
Island Blue Getaway
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,858 SGD
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for 5 nights
$3,858 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Home in Grasonville
Grasonville Home w/ Private Pool on the Water
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,462 SGD
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for 5 nights
$3,462 SGD for 5 nights
4.98 out of 5 average rating, 45 reviews
4.98 (45)
Top guest favourite
Guest favourite
Flat in Stevensville
Heron Roost
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
$2,005 SGD
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for 5 nights
$2,005 SGD for 5 nights
5.0 out of 5 average rating, 91 reviews
5.0 (91)
Top guest favourite
Guest favourite
Room in Annapolis
Cape Cod Charm close to USNA & Annapolis - Room 1
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$687 SGD
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for 5 nights
$687 SGD for 5 nights
4.94 out of 5 average rating, 357 reviews
4.94 (357)
Home in Stevensville
Savor Bay Sunsets with Fire Pit In Stevensville
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Aug
8–13 Aug
$3,805 SGD
Show price breakdown
for 5 nights
$3,805 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Stevensville
Relax Inn
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$970 SGD
Show price breakdown
for 5 nights
$970 SGD for 5 nights
4.99 out of 5 average rating, 79 reviews
4.99 (79)
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