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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
13–18 Sept
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4.97 out of 5 average rating, 181 reviews
Top guest favourite
Home in Tilghman Island
The Getaway
3 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Tilghman Island
Panoramic water views
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
4.95 out of 5 average rating, 43 reviews
Guest favourite
Home in Tilghman Island
Charming Tilghman Island Cottage | Pets Welcome
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.95 out of 5 average rating, 22 reviews
Featured hotel
Room in St. Michaels
Standard queen room
1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Tilghman Island
Pet-Friendly Summer Retreat on Tilghman
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.81 out of 5 average rating, 16 reviews
Guest favourite
Home in Tilghman Island
Tilghman Retreat: A house on the Chesapeake Bay.
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.94 out of 5 average rating, 53 reviews
Home in Tilghman Island
Sunsets on Skipjack
3 bedrooms, 3 queen beds, 2 bathrooms
23–28 Sept
Superhost
Home in Tilghman Island
Bayfront Escape Tilghman Island | Sunset Views
3 bedrooms, 3 queen beds, 2 bathrooms
25–30 Oct
4.83 out of 5 average rating, 18 reviews
Cottage in Wittman
Perfect St. Michaels Getaway
2 bedrooms, 4 beds, 1.5 bathrooms
16–21 Oct
4.86 out of 5 average rating, 163 reviews
Guest favourite
Home in Tilghman Island
Tranquility on Tilghman Island – Wide Water Views
5 bedrooms, 8 beds, 4.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 46 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island Cottage – Pets Welcome!
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.88 out of 5 average rating, 17 reviews
Guest favourite
Home in Wittman
Sewell Point Bungalow
3 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Home in Oxford
Stunning Chesapeake waterfront home
5 bedrooms, 9 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Cambridge
Happy Campers Waterfront Suite
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 73 reviews
Guest favourite
Home in St. Michaels
Cozy, Family-Friendly Log Cabin-St. Michaels
4 bedrooms, 5 beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds, 2 bathrooms
3–8 Nov
5.0 out of 5 average rating, 125 reviews
Top guest favourite
Home in Cambridge
• Peaceful Point • A relaxing waterfront retreat
3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 65 reviews