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Search results; 481 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
9–14 Sept
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4.88 out of 5 average rating, 135 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
Cottage in Deal Island
Water View Cottage
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.92 out of 5 average rating, 172 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
Top guest favourite
Home in Deal Island
The Tangier Escape
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Sept
4.97 out of 5 average rating, 29 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
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, 99 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
Guest favourite
Home in Deal Island
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
4 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 32 reviews
Home in Westover
Goose Creek Cottage: Secluded Waterfront Retreat
2 bedrooms, 6 beds, 1 bathroom
9–14 Sept
New place to stay
Cottage in Deal Island
Deal Island Bay Cottage - Maryland
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.63 out of 5 average rating, 272 reviews
Guest favourite
Home in Fishing Creek
Chesapeake Bay Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 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
Home in Smith Island
The Pirates House Lands End
1 bedroom, 2 queen beds, 1 bathroom
7–12 Sept
Guest favourite
Cottage in Westover
Mary’s Cottage•at Old Beauchamp Homestead•
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.9 out of 5 average rating, 72 reviews
Top guest favourite
Home in Eden
Country House on Wicomico Creek
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Vienna
Fabulous Beach House on Elliott Island on 6 acres
2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 12 reviews
Home in Princess Anne
Private Beach & Fishing Pier: Wicomico River House
4 bedrooms, 6 beds, 2.5 bathrooms
12–17 Sept
4.83 out of 5 average rating, 12 reviews
Top guest favourite
Home in Marion Station
Waterfront with Private Dock, Fire Pit & Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 16 reviews