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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
Home in Tilghman Island
Panoramic water views
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.95 out of 5 average rating, 42 reviews
Top guest favourite
Home in Tilghman Island
The Getaway
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Guest suite in Tilghman Island
Black Walnut Cove Retreat, Tilghman Island
1 bedroom, 4 beds, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 177 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Tilghman Island
Charming Tilghman Island Cottage | Pets Welcome
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 35 reviews
Guest favourite
Home in Tilghman Island
Tranquility on Tilghman Island – Wide Water Views
5 bedrooms, 8 beds, 4.5 bathrooms
21–26 Sept
4.95 out of 5 average rating, 44 reviews
Guest favourite
Home in Tilghman Island
Pet-Friendly Summer Retreat on Tilghman
3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
4.8 out of 5 average rating, 15 reviews
Superhost
Home in Tilghman Island
Bayfront Escape Tilghman Island | Sunset Views
3 bedrooms, 3 queen beds, 2 bathrooms
23–28 Aug
4.81 out of 5 average rating, 16 reviews
Top guest favourite
Cottage in Wittman
"Wittman Cottage"
3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.9 out of 5 average rating, 194 reviews
Guest favourite
Home in Sherwood
Chesapeake Mansion-heated pool 30acre waterfront
8 bedrooms, 11 beds, 11 bathrooms
22–27 Aug
4.99 out of 5 average rating, 78 reviews
Guest favourite
Home in Wittman
Sewell Point Bungalow
3 bedrooms, 4 beds, 1 bathroom
12–17 Jul
4.93 out of 5 average rating, 14 reviews
Guest favourite
Home in Sherwood
Punch Point boasts a sandy beach w/ pool and pier
5 bedrooms, 5 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 19 reviews
Superhost
Home in Tilghman Island
Waterfront Bliss | an ESVR property
4 bedrooms, 6 beds, 3 bathrooms
25–30 Jul
Top guest favourite
Home in Sherwood
Time Stands Still, While Memories Are Made.
6 bedrooms, 8 beds, 4.5 bathrooms
27 Aug – 3 Sept
4.97 out of 5 average rating, 31 reviews
Home in Shady Side
Otterspace at the beach
3 bedrooms, 1 bathroom
19–24 Jul
New place to stay
Home in Bozman
Brand-New Pool! Waterfront Bozman Village Home
4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
4.85 out of 5 average rating, 13 reviews
Superhost
Flat in North Beach
Spacious Beach House Top Floors - Walk Everywhere!
3 bedrooms, 6 beds, 1 bathroom
26–31 Jul
4.89 out of 5 average rating, 104 reviews
Guest favourite
Home in Wittman
Waterfront cottage in Wittman Maryland
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.93 out of 5 average rating, 15 reviews