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Search results; 427 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

13–18 Jul

$1,255 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

9–14 Jul

$1,259 SGD for 5 nights

4.83 out of 5 average rating, 86 reviews

Guest favourite

Cottage in Smith Island

Pet-Friendly Smith Island Cottage w/ Golf Cart!

2 bedrooms, 3 beds

12–17 Jul

4.97 out of 5 average rating, 37 reviews

Home in Smith Island

The Pirates House Lands End

1 bedroom, 2 queen beds

5–10 Jul

$1,312 SGD for 5 nights

Free cancellation

Top guest favourite

Cottage in Smith Island

Levering Creek Cottage with private dock

2 bedrooms, 2 beds

24–29 Jul

$1,221 SGD for 5 nights

4.97 out of 5 average rating, 254 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

$1,473 SGD for 5 nights

5.0 out of 5 average rating, 61 reviews

Guest favourite

Home in Reedville

Sunkissed Cottage-private, natural waterfront home

2 bedrooms, 2 beds

2–7 Aug

$1,200 SGD for 5 nights

4.93 out of 5 average rating, 180 reviews

Top guest favourite

Home in Reedville

Summer Breeze waterfront new home-Private Beach

3 bedrooms, 4 beds

23–28 Aug

$2,015 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 79 reviews

Guest favourite

Home in Deal Island Historic District

Rusty Anchor

3 bedrooms, 7 beds

8–13 Sept

$1,133 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 45 reviews

Home in Smith Island

Shady's Bayside Retreat

3 bedrooms, 5 beds

8–13 Jul

$1,497 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

5–10 Jul

$1,847 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 21 reviews

Top guest favourite

Home in Reedville

Waterfront FamilyFriendly Home Improved for 2023

2 bedrooms, 2 beds

3–8 Oct

$1,419 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 263 reviews

Home in Smith Island

Pelican Cove Smith Island *Dog Friendly*Golf Cart*

2 bedrooms, 3 beds

6–11 Jul

$1,321 SGD for 5 nights

Free cancellation

Superhost

Home in Heathsville

Luxury Beach Hs w/ 4 Suites, PrivateBeach & Htub

4 bedrooms, 3 beds

21–26 Sept

Free cancellation

Top guest favourite

Guest house in Deal Island Historic District

Blue Crab Bungalow

1 bedroom, 2 beds

10–15 Jul

$1,038 SGD for 5 nights

4.98 out of 5 average rating, 50 reviews

Top guest favourite

Home in Westover

Waterfront Family Retreat• Private Dock • 5 BR

5 bedrooms, 7 beds

23–28 Aug

$2,846 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

Guest favourite

Home in Deal Island Historic District

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

4 bedrooms, 6 beds

1–6 Aug

4.92 out of 5 average rating, 25 reviews

Guest favourite

Guest suite in Crisfield

The Serenity House

3 bedrooms, 3 queen beds

20–25 Jul

$588 SGD for 5 nights

Free cancellation

4.78 out of 5 average rating, 266 reviews

Cottage in Deal Island Historic District

Waterfront Maryland Retreat w/ Dock & Bay View!

3 bedrooms, 5 beds

24–29 Jul

$1,691 SGD for 5 nights

4.92 out of 5 average rating, 13 reviews