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Search results; 482 homes in Deal Island Historic District

Guest favourite
Guest suite in Deal Island
Private guest suite near Deal Island Maryland
1 bedroom, 2 beds, 1 private bathroom
20–25 Aug
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4.88 out of 5 average rating, 133 reviews
Guest favourite
Cottage in Deal Island
Water View Cottage
2 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
4.93 out of 5 average rating, 169 reviews
Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.85 out of 5 average rating, 46 reviews
Top guest favourite
Cottage in Deal Island
"Cozy" Waterfront Cottage with Private Pier
1 bedroom, 3 beds, 1 bathroom
26–31 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Deal Island
Deal Island Lodge
4 bedrooms, 11 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Cottage in Deal Island
Private Beachfront Cottage with 2 Bedrooms + Loft
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.94 out of 5 average rating, 98 reviews
Guest favourite
Home in Deal Island
Rusty Anchor
3 bedrooms, 7 beds, 1 bathroom
18–23 Sept
4.94 out of 5 average rating, 50 reviews
Top guest favourite
Home in Deal Island
The Tangier Escape
2 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Deal Island
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
4 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Rooms in Nanticoke
A Piece of Paradise
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 226 reviews
Cottage in Deal Island
Deal Island Bay Cottage - Maryland
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.63 out of 5 average rating, 269 reviews
Top guest favourite
Home in TYLERTON
3 bedroom/2.5 bath Smith Island bungalow with dock
3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 150 reviews
Guest favourite
Cottage in Wingate
Blue Crab Cottage: Remote+Nature+Fishing+Views
3 bedrooms, 5 beds, 1 bathroom
17–22 Aug
4.84 out of 5 average rating, 100 reviews
Guest favourite
Home in Crisfield
BayTime
3 bedrooms, 7 beds, 2 bathrooms
22–27 Aug
4.79 out of 5 average rating, 151 reviews
Guest favourite
Home in Smith Island
Pelican Cove *Pet Friendly*Golf Cart*Boat Slip
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Home in Church Creek
Blackwater Sika & Wildlife Retreat
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Smith Island
Come enjoy Summer on Smith Island at the HH Ranch
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.96 out of 5 average rating, 23 reviews
Home in Heathsville
A Slice of Paradise on the Chesapeake Bay!
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
New place to stay
Superhost
Home in Nanticoke
Kayaker and Fisherman's Pit Stop
4 bedrooms, 5 beds, 1 bathroom
22–27 Aug
4.64 out of 5 average rating, 25 reviews