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Search results; 265 homes in Tylerton, Smith Island

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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 Sept
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4.95 out of 5 average rating, 152 reviews
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Guest favourite
Home in Smith Island
Smith Island Spectacular Sunsets!
4 bedrooms, 7 beds
1–6 Sept
4.83 out of 5 average rating, 88 reviews
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Top guest favourite
Home in Smith Island
Island Time (whole house rental)
5 bedrooms, 9 beds
8–13 Sept
4.96 out of 5 average rating, 71 reviews
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Guest favourite
Cottage in Smith Island
Pet-Friendly Smith Island Cottage w/ Golf Cart!
2 bedrooms, 3 beds
1–6 Sept
4.95 out of 5 average rating, 42 reviews
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Top guest favourite
Cottage in Smith Island
IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental
3 bedrooms, 4 beds
16–21 Sept
5.0 out of 5 average rating, 68 reviews
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Home in Smith Island
The Pirates House Lands End
1 bedroom, 2 queen beds
6–11 Sept
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Guest favourite
Home in Smith Island
Pelican Cove *Pet Friendly*Golf Cart*Boat Slip
2 bedrooms, 3 beds
14–19 Sept
4.9 out of 5 average rating, 10 reviews
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Home in Smith Island
Shady's Bayside Retreat
3 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Smith Island
Come on out to Smith Island at the HH Ranch
1 bedroom, 2 beds
6–11 Sept
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Reedville
Waterfront |Pets, Dock, Fish & Crab by JMCRetreats
3 bedrooms, 4 queen beds
8–13 Sept
4.98 out of 5 average rating, 101 reviews
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Superhost
Cottage in Smith Island
Levering Creek Cottage with private dock
2 bedrooms, 2 beds
10–15 Oct
4.97 out of 5 average rating, 269 reviews
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Top guest favourite
Home in Reedville
Peaceful Waterfront KingBed Dock Firepit Kayak SUP
3 bedrooms, 4 beds
8–13 Sept
4.97 out of 5 average rating, 74 reviews
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Top guest favourite
Home in Reedville
The Winedown! Waterfront on the Little Wicomico
3 bedrooms, 3 queen beds
9–14 Sept
5.0 out of 5 average rating, 18 reviews
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Home in Deal Island
House of the Setting Sun/Deal Island Bayfront Home
3 bedrooms, 7 beds
8–13 Sept
4.85 out of 5 average rating, 46 reviews
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Top guest favourite
Cabin in Reedville
Waterfront Cabin: beach, kayaks, hot tub & firepit
3 bedrooms, 6 beds
8–13 Sept
4.95 out of 5 average rating, 106 reviews
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Superhost
Home in Reedville
Nautical Farmhouse Reedville VA, Sleeps 8 / 3 Bdrm
3 bedrooms, 5 beds
13–18 Sept
4.98 out of 5 average rating, 109 reviews
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Superhost
Cottage in Reedville
Chesapeake Bay Beach Cottage
3 bedrooms, 4 beds
7–12 Sept
4.91 out of 5 average rating, 235 reviews
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Guest favourite
Cottage in Scotland
Rodo Beach Cottage - Dog Friendly Private Beach wi
3 bedrooms, 3 queen beds
11–16 Oct
4.96 out of 5 average rating, 50 reviews
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Guest favourite
Cabin in Reedville
Dinna Fash-3 BR Waterfront Log Cabin
3 bedrooms, 3 beds
17–22 Sept
4.96 out of 5 average rating, 313 reviews