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Search results; 434 homes in Tylerton, Smith Island

Top guest favourite

Home in TYLERTON

3 bedroom/2.5 bath Smith Island bungalow with dock

3 bedrooms, 4 beds, 2.5 private bathrooms

10–15 Jul

$1,254 SGD for 5 nights

,

4.96 out of 5 average rating, 145 reviews

Guest favourite

Home in Smith Island

Smith Island Spectacular Sunsets!

4 bedrooms, 7 beds, 2 bathrooms

9–14 Jul

$1,262 SGD for 5 nights

4.83 out of 5 average rating, 86 reviews

Guest favourite

Home in Smith Island

Come enjoy Summer on Smith Island at the HH Ranch

1 bedroom, 2 beds, 1 bathroom

5–10 Jul

$1,850 SGD for 5 nights

Pay $0 today

Free cancellation

4.95 out of 5 average rating, 21 reviews

Home in Smith Island

The Pirates House Lands End

1 bedroom, 2 queen beds, 1 bathroom

5–10 Jul

$1,436 SGD for 5 nights

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Free cancellation

Guest favourite

Cottage in Smith Island

Pet-Friendly Smith Island Cottage w/ Golf Cart!

2 bedrooms, 3 beds, 1 bathroom

12–17 Jul

4.97 out of 5 average rating, 35 reviews

Top guest favourite

Cottage in Smith Island

Levering Creek Cottage with private dock

2 bedrooms, 2 beds, 1 bathroom

24–29 Jul

$1,223 SGD for 5 nights

4.97 out of 5 average rating, 252 reviews

Guest favourite

Cottage in Smith Island

IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental

3 bedrooms, 4 beds, 1.5 bathrooms

5–10 Jul

$1,476 SGD for 5 nights

5.0 out of 5 average rating, 61 reviews

Home in Smith Island

Shady's Bayside Retreat

3 bedrooms, 5 beds, 1.5 bathrooms

8–13 Jul

$1,527 SGD for 5 nights

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Free cancellation

Top guest favourite

Home in Smith Island

Island Time (whole house rental)

5 bedrooms, 9 beds, 5.5 bathrooms

24–29 Aug

$4,747 SGD for 5 nights

4.95 out of 5 average rating, 66 reviews

Home in Smith Island

Pelican Cove Smith Island *Dog Friendly*Golf Cart*

2 bedrooms, 3 beds, 1 bathroom

6–11 Jul

$1,368 SGD for 5 nights

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Free cancellation

Home in Reedville

Heron Hideaway

5 bedrooms, 7 beds, 2 bathrooms

26–31 Jul

$2,900 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 4 reviews

Guest favourite

Home in Heathsville

Tranquil Escape Near Chesapeake Wineries

2 bedrooms, 3 beds, 2 bathrooms

12–17 Jul

$1,300 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 62 reviews

Guest favourite

Home in Crisfield

BayTime

3 bedrooms, 7 beds, 2 bathrooms

9–14 Aug

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Free cancellation

4.8 out of 5 average rating, 148 reviews

Guest favourite

Cottage in Tangier

Unique Tangier Cottage w/ Chesapeake Bay Views!

4 bedrooms, 4 beds, 2 bathrooms

4–9 Jul

$1,491 SGD for 5 nights

5.0 out of 5 average rating, 17 reviews

Top guest favourite

Cabin in Marion Station

A Cabin with History

1 bedroom, 2 beds, 1 bathroom

6–11 Jul

$1,147 SGD for 5 nights

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Free cancellation

4.93 out of 5 average rating, 30 reviews

Cottage in Reedville

Bayberry - awesome Solo Stove Fire Pit

3 bedrooms, 3 beds, 1 bathroom

5–10 Jul

4.88 out of 5 average rating, 73 reviews

Guest favourite

Home in Onancock

Charming Waterfront Cottage on Cedar Creek

4 bedrooms, 5 beds, 3 bathrooms

5–10 Jul

$2,764 SGD for 5 nights

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Free cancellation

4.8 out of 5 average rating, 181 reviews

Top guest favourite

Home in Tangier

Watermans Hideaway, Tangier Island, Chesapeake Bay

3 bedrooms, 5 beds, 1 bathroom

27 Aug – 1 Sept

$1,460 SGD for 5 nights

4.98 out of 5 average rating, 180 reviews

Top guest favourite

Home in Tangier

Island Oasis, Tangier Island, Virginia

3 bedrooms, 3 beds, 1 bathroom

26–31 Jul

$1,414 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 149 reviews