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Search results; Over 1,000 homes in Tilghman Island

Top guest favourite

Home in Tilghman Island

Panoramic water views

2 bedrooms, 2 beds, 1 private bathroom

19–24 Oct

$2,190 SGD for 5 nights

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4.95 out of 5 average rating, 43 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, 34 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, 38 reviews

Guest favourite

Home in Tilghman Island

Tranquility on Tilghman Island – Wide Water Views

5 bedrooms, 8 beds, 4.5 bathrooms

12–17 Oct

$6,000 SGD for 5 nights

4.96 out of 5 average rating, 46 reviews

Guest favourite

Home in Tilghman Island

Tilghman Retreat: A house on the Chesapeake Bay.

3 bedrooms, 4 beds, 2 bathrooms

21–26 Sept

$3,915 SGD for 5 nights

4.94 out of 5 average rating, 53 reviews

Top guest favourite

Guest suite in Tilghman Island

Black Walnut Cove Retreat, Tilghman Island

1 bedroom, 4 beds, 1 bathroom

13–18 Sept

$1,194 SGD for 5 nights

4.97 out of 5 average rating, 181 reviews

Guest favourite

Home in Tilghman Island

Pet-Friendly Summer Retreat on Tilghman

3 bedrooms, 4 beds, 2 bathrooms

8–13 Sept

$1,969 SGD for 5 nights

4.81 out of 5 average rating, 16 reviews

Guest favourite

Home in Tilghman Island

Tilghman Island Retreat By Knapps Narrows!

2 bedrooms, 3 beds, 2 bathrooms

21–26 Sept

$1,773 SGD for 5 nights

4.95 out of 5 average rating, 21 reviews

Superhost

Home in Tilghman Island

Bayfront Escape Tilghman Island | Sunset Views

3 bedrooms, 3 queen beds, 2 bathrooms

24–29 Sept

$4,163 SGD for 5 nights

4.83 out of 5 average rating, 18 reviews

Superhost

Home in Tilghman Island

Waterfront Bliss | an ESVR property

4 bedrooms, 6 beds, 3 bathrooms

15–20 Sept

$4,924 SGD for 5 nights

Home in Tilghman Island

Sunsets on Skipjack

3 bedrooms, 3 queen beds, 2 bathrooms

23–28 Sept

$2,096 SGD for 5 nights

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 Tilghman Island

Tilghman Island Cottage – Pets Welcome!

3 bedrooms, 3 beds, 2 bathrooms

12–17 Sept

$2,601 SGD for 5 nights

4.88 out of 5 average rating, 17 reviews

Top guest favourite

Home in Sherwood

Time Stands Still, While Memories Are Made.

6 bedrooms, 8 beds, 4.5 bathrooms

13–18 Sept

$7,702 SGD for 5 nights

4.97 out of 5 average rating, 34 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

$7,390 SGD for 5 nights

5.0 out of 5 average rating, 24 reviews

Top guest favourite

Home in Shady Side

Waterfront Coastal Retreat w/ Beach Access

3 bedrooms, 1 bathroom

28 Sept – 3 Oct

Free cancellation

5.0 out of 5 average rating, 10 reviews

Top guest favourite

Home in Cambridge

Relaxing Retreat on the Hudson

5 bedrooms, 5 beds, 2 bathrooms

4–9 Oct

$2,642 SGD for 5 nights

4.96 out of 5 average rating, 80 reviews

Top guest favourite

Home in North Beach

Charming Stay Near the Bay- w/Beach Passes!

3 bedrooms, 3 beds, 2 bathrooms

15–20 Sept

Free cancellation

5.0 out of 5 average rating, 49 reviews

Guest favourite

Home in Prince Frederick

Chesapeake Escape

3 bedrooms, 7 beds, 2 bathrooms

8–13 Sept

4.96 out of 5 average rating, 54 reviews