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Search results; 486 homes in Deal Island Historic District

Guest favourite
Cottage in Deal Island
Private Beachfront Cottage with 2 Bedrooms + Loft
3 bedrooms, 4 beds, 1.5 shared bathrooms
30 Aug – 4 Sept
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4.94 out of 5 average rating, 97 reviews
Guest favourite
Cottage in Deal Island
Water View Cottage
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.93 out of 5 average rating, 167 reviews
Guest favourite
Guest suite in Deal Island
Private guest suite near Deal Island Maryland
1 bedroom, 2 double beds, 1 bathroom
2–7 Aug
4.88 out of 5 average rating, 131 reviews
Top guest favourite
Home in Deal Island
The Tangier Escape
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Deal Island
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
4 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
4.92 out of 5 average rating, 26 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, 268 reviews
Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.84 out of 5 average rating, 45 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, 24 reviews
Home in Westover
Waterfront Cottage on Goose Creek Westover, MD
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Princess Anne
Ye Ole Pirate House
3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.87 out of 5 average rating, 38 reviews
Top guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
4.93 out of 5 average rating, 69 reviews
Home in Smith Island
Shady's Bayside Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
3–8 Aug
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
Room in Crisfield
Pecan palace 2
2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Rooms in Nanticoke
A Piece of Paradise
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 225 reviews
Top guest favourite
Cottage in Fishing Creek
Three Anns / EV charger,screened porch,water views
4 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Smith Island
Come enjoy Summer on Smith Island at the HH Ranch
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
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
8–13 Aug
New place to stay
Home in Crisfield
Camp Willy
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
New place to stay