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Search results; Over 1,000 homes in Tilghman Island

Guest favourite
Home in Tilghman Island
Tilghman Retreat: A house on the Chesapeake Bay.
3 bedrooms, 4 beds, 2 private bathrooms
10–15 Aug
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4.94 out of 5 average rating, 50 reviews
Top guest favourite
Guest suite in Tilghman Island
Black Walnut Cove Retreat, Tilghman Island
4.97 out of 5 average rating, 177 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
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Home in Tilghman Island
Panoramic water views
4.95 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
4.94 out of 5 average rating, 17 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Tilghman Island
The Getaway
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
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
9–14 Jul
Guest favourite
Home in Tilghman Island
Charming Tilghman Island Cottage | Pets Welcome
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
5.0 out of 5 average rating, 123 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
Top guest favourite
Room in Cambridge
Waterfront Room at Happy Campers
5.0 out of 5 average rating, 60 reviews, 1 queen bed, 1 bathroom
19–24 Jul
Superhost
Cottage in Saint Michaels
Cottage #6 Oar & Anchor Cottage
4.84 out of 5 average rating, 44 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in Tilghman Island
Tranquility on Tilghman Island – Wide Water Views
4.95 out of 5 average rating, 43 reviews, 5 bedrooms, 8 beds, 4.5 bathrooms
21–26 Sept
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
4.96 out of 5 average rating, 71 reviews, 5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
4.97 out of 5 average rating, 191 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Cottage in North Beach
Cozy Waterfront Cottage - Pet Friendly
4.95 out of 5 average rating, 95 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
Top guest favourite
Flat in Stevensville
Boutique by the Bay
4.97 out of 5 average rating, 308 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 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
12–17 Jul
Top guest favourite
Cottage in Saint Michaels
The Little Anchor Cottage, St. Michaels, MD
4.97 out of 5 average rating, 292 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Flat in Saint Michaels
Charming Apt. in St. Michaels
4.97 out of 5 average rating, 93 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Room in Saint Michaels
Secluded water - bedroom, sitting room, full bath!
5.0 out of 5 average rating, 36 reviews, 2 single beds, 1 bathroom
21–26 Jul