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Search results; Over 1,000 homes in Tilghman Island

Top guest favourite
Guest suite in Tilghman Island
Black Walnut Cove Retreat, Tilghman Island
1 bedroom, 4 beds, 1 private bathroom
2–7 Aug
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4.97 out of 5 average rating, 179 reviews
Top guest favourite
Home in Tilghman Island
The Getaway
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Home in Tilghman Island
Panoramic water views
4.95 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Home in Tilghman Island
Tranquility on Tilghman Island – Wide Water Views
4.96 out of 5 average rating, 45 reviews, 5 bedrooms, 8 beds, 4.5 bathrooms
21–26 Sept
Guest favourite
Home in Tilghman Island
Charming Tilghman Island Cottage | Pets Welcome
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Tilghman Island
Pet-Friendly Summer Retreat on Tilghman
4.8 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Guest favourite
Home in Tilghman Island
Tilghman Retreat: A house on the Chesapeake Bay.
4.94 out of 5 average rating, 51 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 6 beds, 3 bathrooms
30 Sept – 5 Oct
Top guest favourite
Cottage in Wittman
"Wittman Cottage"
4.9 out of 5 average rating, 197 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
Top guest favourite
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
4.99 out of 5 average rating, 219 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Superhost
Home in Tilghman Island
Bayfront Escape Tilghman Island | Sunset Views
4.81 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
Top guest favourite
Home in Deale
8 Acre Waterfront Oasis! Pets are Free! 140ft Pier
4.98 out of 5 average rating, 145 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Calvert County
Rising Sun Cottage 3Bed 3 bathroom W/ Beach Views!
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 4 bathrooms
2–7 Aug
Guest favourite
Home in Neavitt
Waterfront, Dog friendly, St Michaels home
4.94 out of 5 average rating, 103 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Home in Prince Frederick
Chesapeake Escape
4.96 out of 5 average rating, 48 reviews, 3 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in St. Michaels
Ahoy St. Michaels! - A Historic Retreat
5.0 out of 5 average rating, 52 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Flat in Cambridge
Happy Campers Waterfront Suite
4.97 out of 5 average rating, 65 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Aug
Guest favourite
Home in Chester
Kent Island Escape
4.97 out of 5 average rating, 39 reviews, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Oct