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Guest favourite
Flat in Stevensville
Boutique by the Bay
4 guests1 bedroom1 bed1 bathroom
11–16 May
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11–16 May
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$1,433 SGD for 5 nights
for 5 nights

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Guest favourite
Home in Stevensville
Cheerful & Spacious Shore Life Beauty!
2 beds
11–16 May
$1,840 SGD for 5 nights
for 5 nights
4.91 out of 5 average rating, 78 reviews
Home in Stevensville
Bay Bliss House
Free cancellation
23–28 Jun
$2,713 SGD for 5 nights
for 5 nights
New place to stay
Guest favourite
Home in Stevensville
Cozy home with Screened Porch, Min from Weddings
4 beds
9–14 May
$2,026 SGD for 5 nights
for 5 nights
4.97 out of 5 average rating, 69 reviews
Top guest favourite
Home in Stevensville
1969 Brick Rancher - Kent Island
Free cancellation
25–30 May
$2,453 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Guest house in Stevensville
Chesapeake Cottage
Free cancellation
16–21 Jun
$1,267 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 51 reviews
Superhost
Flat in Stevensville
Private Unit•King Bed•Parking•WeddingVenues&USNA
1 king bed
9–14 May
$936 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Stevensville
Relax Inn
Free cancellation
18–23 May
$997 SGD for 5 nights
for 5 nights
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Stevensville
KozyKentIsland Home w/screened porch•Weddings•USNA
5 beds
9–14 May
$2,503 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Chester
Cozy Waterfront Apartment Chester, MD
1 queen bed
12–17 May
$1,081 SGD for 5 nights
for 5 nights
4.97 out of 5 average rating, 262 reviews
Top guest favourite
Guest house in Stevensville
Kozy Kottage•King Bed•Near Wedding Venues & USNA
Free cancellation
19–24 Jun
$1,525 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 30 reviews
Superhost
Home in Stevensville
Romancoke·Retreat*near·wedding·venues&USNA*rancher
4 beds
9–14 May
$3,410 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Stevensville
Beautiful Kent Island Getaway with Pool
5 beds
11–16 May
$5,788 SGD for 5 nights
for 5 nights
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Room in Chester
Stay with LisaHosting for 9 years,
Peaceful Waterfront retreat for Rest & Relaxation
9–14 Jun
$1,294 SGD for 5 nights
for 5 nights
4.98 out of 5 average rating, 225 reviews
Top guest favourite
Flat in Stevensville
Heron Roost
Free cancellation
20–25 Oct
$1,893 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Stevensville
Kent Island Waterfront Home with Amazing Sunsets
Free cancellation
25–30 May
$4,736 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 110 reviews
Top guest favourite
Home in Chester
The Fitz Inn
2 beds
16–21 Jun
$1,285 SGD for 5 nights
for 5 nights
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Stevensville
Kent Island Waterfront Home
4 beds
22–27 Jun
$1,809 SGD for 5 nights
for 5 nights
4.84 out of 5 average rating, 51 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
Free cancellation
1–6 Jun
$1,648 SGD for 5 nights
for 5 nights
4.96 out of 5 average rating, 399 reviews