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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
,
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
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
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
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
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
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
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
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 St. Michaels
Dr. Miller house. Best location-in the heart town
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 224 reviews
Top guest favourite
Guest house in Stevensville
Private Guesthouse | 7-acres | Near wedding venues
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Sherwood
Punch Point boasts a sandy beach w/ pool and pier
5 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Home in Chester
NEW I Waterfront, HotTub, Dock, Fire Pit, GameRoom
4 bedrooms, 4 king beds, 3.5 bathrooms
30 Aug – 4 Sept
New place to stay