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Search results; 496 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
Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
4.84 out of 5 average rating, 45 reviews, 3 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
Guest favourite
Cottage in Deal Island
Water View Cottage
4.93 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Home in Deal Island
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
4.93 out of 5 average rating, 27 reviews, 4 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Deal Island
The Tangier Escape
4.96 out of 5 average rating, 26 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
Guest favourite
Guest suite in Deal Island
Private guest suite near Deal Island Maryland
4.88 out of 5 average rating, 131 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Cottage in Deal Island
Deal Island Bay Cottage - Maryland
4.63 out of 5 average rating, 268 reviews, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Cottage in Deal Island
Waterfront Maryland Retreat w/ Dock & Bay View!
4.87 out of 5 average rating, 15 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Aug
Top guest favourite
Cottage in Deal Island
"Cozy" Waterfront Cottage with Private Pier
4.96 out of 5 average rating, 24 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Aug
Top guest favourite
Home in Deal Island
Deal Island Lodge
5.0 out of 5 average rating, 35 reviews, 4 bedrooms, 11 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Deal Island
Rusty Anchor
4.94 out of 5 average rating, 47 reviews, 3 bedrooms, 7 beds, 1 bathroom
18–23 Sept
Top guest favourite
Rooms in Nanticoke
A Piece of Paradise
4.97 out of 5 average rating, 225 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
Top guest favourite
Home in Crisfield
Marshall’s Retreat Chesapeake small town getaway
4.99 out of 5 average rating, 103 reviews, 3 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
Home in Smith Island
The Pirates House Lands End
1 bedroom, 2 beds, 1 bathroom
6–11 Aug
Guest favourite
Home in Princess Anne
Countryside Home in Princess Anne
4.98 out of 5 average rating, 45 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Aug
Home in Crisfield
Camp Willy
4.67 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Home in Dameron
Peace Point - Waterfront, Secluded, Home w/hot tub
4.99 out of 5 average rating, 137 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Cottage in Smith Island
Levering Creek Cottage with private dock
4.97 out of 5 average rating, 263 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Home in Crisfield
Cozy Crisfield Cottage
4.92 out of 5 average rating, 59 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug