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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, 31 reviews
Guest favourite
Home in Tilghman Island
Tranquility on Tilghman Island – Wide Water Views
5 bedrooms, 8 beds, 4.5 bathrooms
17–22 Aug
4.96 out of 5 average rating, 45 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
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
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
22–27 Sept
4.95 out of 5 average rating, 21 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, 37 reviews
Superhost
Home in Tilghman Island
Waterfront Bliss | an ESVR property
4 bedrooms, 6 beds, 3 bathrooms
29 Aug – 3 Sept
Superhost
Home in Stevensville
Private & Peaceful | Water Views, Big Deck, Games
3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
New place to stay
Top guest favourite
Home in North Beach
The Mermaid Cottage | Walk to Beach | Pet Friendly
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 20 reviews
Featured hotel
Room in St. Michaels
Standard queen room
1 queen bed, 1 bathroom
17–22 Aug
New place to stay
Superhost
Home in Tilghman Island
Bayfront Escape Tilghman Island | Sunset Views
3 bedrooms, 3 queen beds, 2 bathrooms
24–29 Sept
4.83 out of 5 average rating, 18 reviews
Top guest favourite
Place to stay in Cambridge
Wye Three Oaks
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 104 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, 198 reviews
Top guest favourite
Home in St. Michaels
Historic Berkeley Hall in the heart of town
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 213 reviews
Top guest favourite
Home in Woolford
Waterfront Getaway with Dock
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 189 reviews
Guest favourite
Home in Sherwood
Chesapeake Mansion-heated pool 30acre waterfront
8 bedrooms, 11 beds, 11 bathrooms
5–10 Oct
4.99 out of 5 average rating, 79 reviews
Guest favourite
Home in Neavitt
Waterfront, Dog friendly, St Michaels home
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 104 reviews