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Search results; Over 1,000 homes in Tilghman Island

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Top guest favourite

Home in Tilghman Island

The Getaway

3 bedrooms, 3 beds, 2 private bathrooms

1–6 Oct

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5.0 out of 5 average rating, 35 reviews

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Guest favourite

Home in Tilghman Island

Charming Tilghman Island Cottage | Pets Welcome

3 bedrooms, 4 beds, 2.5 bathrooms

4–9 Oct

$3,378 SGD for 5 nights

5.0 out of 5 average rating, 39 reviews

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Top guest favourite

Home in Tilghman Island

Panoramic water views

2 bedrooms, 2 queen beds, 1 bathroom

25–30 Oct

$2,209 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 43 reviews

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Guest favourite

Home in Tilghman Island

Tranquility on Tilghman Island – Wide Water Views

5 bedrooms, 8 beds, 4.5 bathrooms

12–17 Oct

$6,044 SGD for 5 nights

4.96 out of 5 average rating, 46 reviews

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Guest favourite

Home in Tilghman Island

Pet-Friendly Summer Retreat on Tilghman

3 bedrooms, 4 beds, 2 bathrooms

5–10 Oct

$2,292 SGD for 5 nights

4.76 out of 5 average rating, 17 reviews

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Superhost

Home in Tilghman Island

Bayfront Escape Tilghman Island | Sunset Views

3 bedrooms, 3 queen beds, 2 bathrooms

25–30 Oct

$3,432 SGD for 5 nights

Free cancellation

4.84 out of 5 average rating, 19 reviews

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Guest favourite

Home in Tilghman Island

Tilghman Island Retreat By Knapps Narrows!

2 bedrooms, 3 beds, 2 bathrooms

5–10 Oct

$1,634 SGD for 5 nights

4.95 out of 5 average rating, 22 reviews

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Top guest favourite

Guest suite in Tilghman Island

Black Walnut Cove Retreat, Tilghman Island

1 bedroom, 4 beds, 1 bathroom

4–9 Oct

4.97 out of 5 average rating, 181 reviews

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Superhost

Home in Tilghman Island

Waterfront Bliss | an ESVR property

4 bedrooms, 6 beds, 3 bathrooms

1–6 Oct

$4,966 SGD for 5 nights

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Guest favourite

Home in Sherwood

Chesapeake Mansion-heated pool 30acre waterfront

8 bedrooms, 11 beds, 11 bathrooms

5–10 Oct

$8,297 SGD for 5 nights

4.99 out of 5 average rating, 81 reviews

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Featured hotel

Hotel in St. Michaels

St. Michaels Inn, Standard double room

1 bedroom, 2 double beds, 1 bathroom

4–9 Oct

$709 SGD for 5 nights

+$106 SGD Airbnb credit

Free cancellation

New place to stay

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Superhost

Home in Tilghman Island

Charming 2 Bedroom Cottage on Tilghman Island

2 bedrooms, 3 beds, 2 bathrooms

1–6 Oct

$2,528 SGD for 5 nights

4.73 out of 5 average rating, 15 reviews

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Guest favourite

Home in Tilghman Island

Tilghman Island Cottage – Pets Welcome!

3 bedrooms, 3 beds, 2 bathrooms

3–8 Oct

$2,616 SGD for 5 nights

4.88 out of 5 average rating, 17 reviews

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Home in Tilghman Island

Sunsets on Skipjack

3 bedrooms, 3 queen beds, 2 bathrooms

1–6 Oct

$2,114 SGD for 5 nights

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Guest favourite

Home in Tilghman Island

Tilghman Retreat: A house on the Chesapeake Bay.

3 bedrooms, 4 beds, 2 bathrooms

1–6 Oct

$3,948 SGD for 5 nights

4.94 out of 5 average rating, 54 reviews

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Top guest favourite

Home in Sherwood

Time Stands Still, While Memories Are Made.

6 bedrooms, 8 beds, 4.5 bathrooms

4–9 Oct

$7,192 SGD for 5 nights

4.97 out of 5 average rating, 35 reviews

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Guest favourite

Home in Sherwood

Punch Point boasts a sandy beach w/ pool and pier

5 bedrooms, 5 beds, 4.5 bathrooms

1–6 Oct

$6,822 SGD for 5 nights

5.0 out of 5 average rating, 24 reviews

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Guest favourite

Flat in St. Michaels

Downtown St. Michaels | Porch + Pet-Friendly

3 bedrooms, 4 beds, 2 bathrooms

4–9 Oct

$4,899 SGD for 5 nights

4.96 out of 5 average rating, 25 reviews

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Guest favourite

Place to stay in Cambridge

Wye Three Oaks

2 bedrooms, 4 beds, 1 bathroom

4–9 Oct

Free cancellation

4.95 out of 5 average rating, 110 reviews