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Search results; 293 homes in Smith Island

Guest favourite

Cottage in Smith Island

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

3 bedrooms, 4 beds, 1.5 private bathrooms

5–10 Jul

$1,469 SGD for 5 nights

,

5.0 out of 5 average rating, 62 reviews

Top guest favourite

Home in TYLERTON

3 bedroom/2.5 bath Smith Island bungalow with dock

3 bedrooms, 4 beds, 2.5 bathrooms

13–18 Jul

$1,255 SGD for 5 nights

4.96 out of 5 average rating, 145 reviews

Top guest favourite

Cottage in Smith Island

Levering Creek Cottage with private dock

2 bedrooms, 2 beds, 1 bathroom

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, 1 bathroom

14–19 Jul

4.97 out of 5 average rating, 37 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

$1,842 SGD for 5 nights

4.95 out of 5 average rating, 22 reviews

Home in Smith Island

The Pirates House Lands End

1 bedroom, 2 queen beds, 1 bathroom

6–11 Jul

$1,403 SGD for 5 nights

Top guest favourite

Home in Smith Island

Island Time (whole house rental)

5 bedrooms, 9 beds, 5.5 bathrooms

24–29 Aug

$4,277 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

$1,524 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Home in Smith Island

Shady's Bayside Retreat

3 bedrooms, 5 beds, 1.5 bathrooms

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, 1 bathroom

6–11 Jul

$1,226 SGD for 5 nights

5.0 out of 5 average rating, 29 reviews

Top guest favourite

Home in Tangier

Hope Haven Cottage

2 bedrooms, 4 beds, 1 bathroom

5–10 Jul

$1,263 SGD for 5 nights

5.0 out of 5 average rating, 59 reviews

Guest favourite

Home in Smith Island

Smith Island Spectacular Sunsets!

4 bedrooms, 7 beds, 2 bathrooms

11–16 Jul

$1,256 SGD for 5 nights

4.83 out of 5 average rating, 86 reviews

Top guest favourite

Cabin in Tangier

Beach Road Oasis, Tangier Island, VA

3 bedrooms, 4 beds, 1 bathroom

19–24 Jul

$1,218 SGD for 5 nights

4.97 out of 5 average rating, 37 reviews

Guest favourite

Home in Crisfield

Cozy Crisfield Cottage

3 bedrooms, 5 beds, 2 bathrooms

12–17 Jul

$1,789 SGD for 5 nights

4.91 out of 5 average rating, 55 reviews

Top guest favourite

Home in Tangier

Island Oasis, Tangier Island, Virginia

3 bedrooms, 3 beds, 1 bathroom

24–29 Aug

$1,409 SGD for 5 nights

5.0 out of 5 average rating, 152 reviews

Superhost

Room in Smith Island

Smith Island Inn: Mary Ruth's Retreat

3 beds, 1.5 bathrooms

4–9 Jul

$1,051 SGD for 5 nights

4.73 out of 5 average rating, 15 reviews

Home in Scotland

Ocean View

3 bedrooms, 4 beds, 2 bathrooms

3–8 Aug

$2,019 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in Crisfield

Marshall’s Retreat Chesapeake small town getaway

3 bedrooms, 5 beds, 2 bathrooms

11–16 Jul

$1,378 SGD for 5 nights

4.99 out of 5 average rating, 100 reviews

Guest favourite

Home in Crisfield

BayTime

3 bedrooms, 7 beds, 2 bathrooms

9–14 Aug

4.8 out of 5 average rating, 149 reviews