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Search results; 500 homes in Deal Island Historic District

Cottage in Deal Island
Deal Island Bay Cottage - Maryland
3 bedrooms, 6 beds, 2 shared bathrooms
24–29 Aug
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4.63 out of 5 average rating, 267 reviews
Guest favourite
Cottage in Deal Island
Water View Cottage
2 bedrooms, 3 beds
15–20 Aug
4.93 out of 5 average rating, 166 reviews
Guest suite in Deal Island
Private guest suite near Deal Island Maryland
1 bedroom, 2 double beds
2–7 Aug
4.88 out of 5 average rating, 131 reviews
Guest favourite
Home in Deal Island
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
4 bedrooms, 6 beds
24–29 Aug
4.92 out of 5 average rating, 26 reviews
Guest favourite
Cottage in Deal Island
Private Beachfront Cottage with 2 Bedrooms + Loft
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 97 reviews
Top guest favourite
Home in Deal Island
The Tangier Escape
2 bedrooms, 3 beds
9–14 Aug
5.0 out of 5 average rating, 25 reviews
Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds
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
6–11 Aug
4.96 out of 5 average rating, 24 reviews
Home in Westover
Waterfront Cottage on Goose Creek Westover, MD
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 beds
1–6 Aug
4.93 out of 5 average rating, 69 reviews
Top guest favourite
Home in Deal Island
Deal Island Lodge
4 bedrooms, 11 beds
16–21 Aug
5.0 out of 5 average rating, 35 reviews
Home in Smith Island
Shady's Bayside Retreat
3 bedrooms, 5 beds
3–8 Aug
Top guest favourite
Rooms in Nanticoke
A Piece of Paradise
2 bedrooms, 3 beds
21–26 Sept
4.97 out of 5 average rating, 224 reviews
Guest favourite
Cottage in Smith Island
IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental
3 bedrooms, 4 beds
20–25 Aug
5.0 out of 5 average rating, 64 reviews
Guest favourite
Home in Marion Station
Waterfront Marion Station Retreat w/ Private Dock!
3 bedrooms, 5 beds
21–26 Aug
4.91 out of 5 average rating, 33 reviews
Guest favourite
Home in Deal Island
Rusty Anchor
3 bedrooms, 7 beds
18–23 Sept
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Tiny home in Cambridge
The Little House on the Farm, Water Access
1 bedroom, 1 queen bed
8–13 Aug
4.98 out of 5 average rating, 239 reviews
Top guest favourite
Home in Smith Island
Come enjoy Summer on Smith Island at the HH Ranch
1 bedroom, 2 beds
1–6 Aug
4.96 out of 5 average rating, 23 reviews
Guest favourite
Home in Princess Anne
Peaceful Home Away from Home
2 bedrooms, 2 double beds
13–18 Sept
4.91 out of 5 average rating, 57 reviews