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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
23–28 Aug
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4.97 out of 5 average rating, 180 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, 30 reviews
Guest favourite
Home in Tilghman Island
Tranquility on Tilghman Island – Wide Water Views
5 bedrooms, 8 beds, 4.5 bathrooms
21–26 Sept
4.96 out of 5 average rating, 45 reviews
Guest favourite
Home in Tilghman Island
Tilghman Retreat: A house on the Chesapeake Bay.
3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Home in Tilghman Island
Panoramic water views
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.95 out of 5 average rating, 43 reviews
Guest favourite
Home in Tilghman Island
Pet-Friendly Summer Retreat on Tilghman
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.8 out of 5 average rating, 15 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.95 out of 5 average rating, 20 reviews
Guest favourite
Home in Tilghman Island
Charming Tilghman Island Cottage | Pets Welcome
3 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 37 reviews
Superhost
Home in Tilghman Island
Waterfront Bliss | an ESVR property
4 bedrooms, 6 beds, 3 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms, 6 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 22 reviews
Featured hotel
Room in St. Michaels
Standard queen room
1 queen bed, 1 bathroom
16–21 Aug
New place to stay
Townhouse in Queenstown
Golf, Kayaks, Outlets, Water Access, Fire Pit!
3 bedrooms, 4 beds, 1.5 bathrooms
17–22 Aug
New place to stay
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, 198 reviews
Superhost
Home in Tilghman Island
Bayfront Escape Tilghman Island | Sunset Views
3 bedrooms, 3 queen beds, 2 bathrooms
24–29 Sept
4.82 out of 5 average rating, 17 reviews
Top guest favourite
Home in Deale
8 Acre Waterfront Oasis! Pets are Free! 140ft Pier
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.98 out of 5 average rating, 149 reviews
Superhost
Home in Stevensville
15 Min to Wedding Venues | Private, Sleeps 8
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
New place to stay
Guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.94 out of 5 average rating, 85 reviews
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 76 reviews
Top guest favourite
Flat in Stevensville
Boutique by the Bay
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 311 reviews