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

Search results; 295 homes in Smith Island

Superhost

Room in Smith Island

Smith Island Inn: Mary Ruth's Retreat

1 bedroom, 3 beds, 1.5 private bathrooms

5–10 Jul

$1,051 SGD for 5 nights

,

4.73 out of 5 average rating, 15 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

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

3 bedrooms, 4 beds, 1.5 bathrooms

25–30 Jul

$1,336 SGD for 5 nights

5.0 out of 5 average rating, 63 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

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

The Pirates House Lands End

1 bedroom, 2 queen beds, 1 bathroom

6–11 Jul

$1,403 SGD for 5 nights

Free cancellation

Guest favourite

Home in Smith Island

Come enjoy Summer on Smith Island at the HH Ranch

1 bedroom, 2 beds, 1 bathroom

6–11 Jul

$1,804 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, 1 bathroom

12–17 Jul

$1,524 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 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

Free cancellation

4.96 out of 5 average rating, 145 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

Free cancellation

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

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

Home in Tangier

Island Oasis, Tangier Island, Virginia

3 bedrooms, 3 beds, 1 bathroom

24–29 Aug

$1,408 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 153 reviews

Top guest favourite

Home in Tangier

Hope Haven Cottage

2 bedrooms, 5 beds, 1 bathroom

5–10 Jul

$1,185 SGD for 5 nights

5.0 out of 5 average rating, 60 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

Free cancellation

4.97 out of 5 average rating, 37 reviews

Guest favourite

Home in Crisfield

Catch of the Bay

3 bedrooms, 4 beds, 1 bathroom

19–24 Jul

$1,629 SGD for 5 nights

4.96 out of 5 average rating, 75 reviews

Guest favourite

Home in Crisfield

BayTime

3 bedrooms, 7 beds, 2 bathrooms

11–16 Aug

$1,223 SGD for 5 nights

Free cancellation

4.8 out of 5 average rating, 149 reviews

Guest favourite

Home in Crisfield

Condo-The Oasis on the Bay

3 bedrooms, 3 beds, 2 bathrooms

5–12 Jul

$3,826 SGD for 7 nights

5.0 out of 5 average rating, 5 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