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Search results; 499 homes in Deal Island Historic District

Guest favourite
Guest suite in Deal Island
MJ's Wonderous Wetlands by the Bay
2 bedrooms, 2 beds, 1 private bathroom
1–6 Oct
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4.75 out of 5 average rating, 24 reviews
Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds, 2 bathrooms
8–13 Sept
4.85 out of 5 average rating, 46 reviews
Guest favourite
Cottage in Deal Island
Water View Cottage
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 170 reviews
Top guest favourite
Cottage in Deal Island
Private Beachfront Cottage with 2 Bedrooms + Loft
3 bedrooms, 4 beds, 1.5 bathrooms
8–13 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, 51 reviews
Guest favourite
Home in Deal Island
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
4 bedrooms, 6 beds, 2 bathrooms
12–17 Sept
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Home in Deal Island
The Tangier Escape
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Deal Island
Deal Island Lodge
4 bedrooms, 11 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 37 reviews
Cottage in Deal Island
Waterfront Maryland Retreat w/ Dock & Bay View!
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Deal Island
"Cozy" Waterfront Cottage with Private Pier
1 bedroom, 3 beds, 1 bathroom
25–30 Sept
4.96 out of 5 average rating, 25 reviews
Cottage in Deal Island
Deal Island Bay Cottage - Maryland
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.63 out of 5 average rating, 271 reviews
Guest favourite
Guest suite in Deal Island
Private guest suite near Deal Island Maryland
1 bedroom, 2 double beds, 1 bathroom
9–14 Sept
4.88 out of 5 average rating, 135 reviews
Superhost
Home in Princess Anne
Ye Ole Pirate House
3 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 41 reviews
Superhost
Home in Quantico
Waterfront Historic Gem w/ Kayaks & Fire Pit
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Sept
4.91 out of 5 average rating, 32 reviews
Guest favourite
Home in Crisfield
Catch of the Bay
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 78 reviews
Top guest favourite
Rooms in Nanticoke
A Piece of Paradise
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 228 reviews
Guest favourite
Home in TYLERTON
3 bedroom/2.5 bath Smith Island bungalow with dock
3 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 152 reviews
Home in Princess Anne
Private Beach & Fishing Pier: Wicomico River House
4 bedrooms, 6 beds, 2.5 bathrooms
12–17 Sept
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Smith Island
IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental
3 bedrooms, 4 beds, 1.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 68 reviews