We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; 287 homes in Smith Island

Top guest favourite

Cottage in Smith Island

Levering Creek Cottage with private dock

2 bedrooms, 2 beds

24–29 Jul

$1,219 SGD for 5 nights

4.97 out of 5 average rating, 259 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

25–30 Jul

$1,337 SGD for 5 nights

5.0 out of 5 average rating, 63 reviews

Guest favourite

Home in Smith Island

Come enjoy Summer on Smith Island at the HH Ranch

1 bedroom, 2 beds

13–18 Jul

$1,805 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 22 reviews

Home in Smith Island

Pelican Cove Smith Island *Dog Friendly*Golf Cart*

2 bedrooms, 3 beds

12–17 Jul

$1,525 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Home in Smith Island

The Pirates House Lands End

1 bedroom, 2 queen beds

7–12 Jul

$1,496 SGD for 5 nights

Free cancellation

Top guest favourite

Home in Smith Island

Island Time (whole house rental)

5 bedrooms, 9 beds

24–29 Aug

$4,279 SGD for 5 nights

4.96 out of 5 average rating, 67 reviews

Home in Smith Island

Shady's Bayside Retreat

3 bedrooms, 5 beds

8–13 Jul

$1,494 SGD for 5 nights

Free cancellation

Top guest favourite

Home in TYLERTON

3 bedroom/2.5 bath Smith Island bungalow with dock

3 bedrooms, 4 beds

24–29 Jul

$1,261 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 146 reviews

Top guest favourite

Home in Smith Island

Discover Smith Island! (But breakfast first)

2 bedrooms, 3 beds

7–12 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

$1,257 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

Free cancellation

5.0 out of 5 average rating, 154 reviews

Top guest favourite

Home in Tangier

Hope Haven Cottage

2 bedrooms, 5 beds

12–17 Jul

$1,302 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 61 reviews

Home in Crisfield

Camp Willy

1 bedroom, 2 beds

8–13 Jul

$1,280 SGD for 5 nights

Free cancellation

New place to stay

Home in Westover

Waterfront Cottage on Goose Creek Westover, MD

3 bedrooms, 4 beds

12–17 Jul

$1,813 SGD for 5 nights

Free cancellation

Top guest favourite

Cabin in Tangier

Beach Road Oasis, Tangier Island, VA

3 bedrooms, 4 beds

19–24 Jul

$1,219 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 38 reviews

Guest favourite

Home in Crisfield

Condo-The Oasis on the Bay

3 bedrooms, 3 beds

7–14 Jul

$3,828 SGD for 7 nights

5.0 out of 5 average rating, 5 reviews

Guest favourite

Home in Crisfield

Catch of the Bay

3 bedrooms, 4 beds

19–24 Jul

$1,538 SGD for 5 nights

4.96 out of 5 average rating, 75 reviews