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Search results; 310 homes in Smith Island

Superhost

Room in Smith Island

Smith Island Inn: Eleanor's Escape

1 bedroom, 1 bed, 1 shared bathroom

4–9 Jul

$1,142 SGD for 5 nights

,

4.56 out of 5 average rating, 9 reviews

Top guest favourite

Cottage in Smith Island

Levering Creek Cottage with private dock

2 bedrooms, 2 beds

24–29 Jul

$1,218 SGD for 5 nights

4.97 out of 5 average rating, 255 reviews

Guest favourite

Cottage in Smith Island

Pet-Friendly Smith Island Cottage w/ Golf Cart!

2 bedrooms, 3 beds

14–19 Jul

4.97 out of 5 average rating, 37 reviews

Guest favourite

Cottage in Smith Island

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

3 bedrooms, 4 beds

5–10 Jul

$1,469 SGD for 5 nights

5.0 out of 5 average rating, 62 reviews

Home in Smith Island

The Pirates House Lands End

1 bedroom, 2 queen beds

6–11 Jul

$1,403 SGD for 5 nights

Guest favourite

Home in Smith Island

Come enjoy Summer on Smith Island at the HH Ranch

1 bedroom, 2 beds

5–10 Jul

$1,842 SGD for 5 nights

4.95 out of 5 average rating, 22 reviews

Top guest favourite

Home in Smith Island

Island Time (whole house rental)

5 bedrooms, 9 beds

24–29 Aug

$4,277 SGD for 5 nights

4.95 out of 5 average rating, 66 reviews

Top guest favourite

Home in TYLERTON

3 bedroom/2.5 bath Smith Island bungalow with dock

3 bedrooms, 4 beds

13–18 Jul

$1,255 SGD for 5 nights

4.96 out of 5 average rating, 145 reviews

Home in Smith Island

Pelican Cove Smith Island *Dog Friendly*Golf Cart*

2 bedrooms, 3 beds

6–11 Jul

5.0 out of 5 average rating, 3 reviews

Home in Smith Island

Shady's Bayside Retreat

3 bedrooms, 5 beds

8–13 Jul

$1,494 SGD for 5 nights

Top guest favourite

Home in Smith Island

Discover Smith Island! (But breakfast first)

2 bedrooms, 3 beds

6–11 Jul

$1,226 SGD for 5 nights

5.0 out of 5 average rating, 29 reviews

Guest favourite

Home in Smith Island

Smith Island Spectacular Sunsets!

4 bedrooms, 7 beds

11–16 Jul

$1,256 SGD for 5 nights

4.83 out of 5 average rating, 86 reviews

Top guest favourite

Home in Tangier

Island Oasis, Tangier Island, Virginia

3 bedrooms, 3 beds

24–29 Aug

$1,409 SGD for 5 nights

5.0 out of 5 average rating, 152 reviews

Top guest favourite

Home in Tangier

Hope Haven Cottage

2 bedrooms, 4 beds

5–10 Jul

$1,263 SGD for 5 nights

5.0 out of 5 average rating, 59 reviews

Superhost

Room in Smith Island

Smith Island Inn: Mary Ruth's Retreat

3 beds

4–9 Jul

$1,051 SGD for 5 nights

4.73 out of 5 average rating, 15 reviews

Top guest favourite

Cabin in Tangier

Beach Road Oasis, Tangier Island, VA

3 bedrooms, 4 beds

19–24 Jul

$1,218 SGD for 5 nights

4.97 out of 5 average rating, 37 reviews

Home in Westover

Waterfront Cottage on Goose Creek Westover, MD

3 bedrooms, 4 beds

5–10 Jul

Guest favourite

Home in Crisfield

Condo-The Oasis on the Bay

3 bedrooms, 3 beds

4–11 Jul

$3,826 SGD for 7 nights

5.0 out of 5 average rating, 5 reviews

Home in Crisfield

Charming Crisfield Cottage

3 bedrooms, 3 double beds

5–10 Jul

4.47 out of 5 average rating, 106 reviews