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Search results; 271 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
30 Aug – 4 Sept
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4.96 out of 5 average rating, 148 reviews
Guest favourite
Home in Smith Island
Smith Island Spectacular Sunsets!
4.83 out of 5 average rating, 86 reviews, 4 bedrooms, 7 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Smith Island
Island Time (whole house rental)
4.96 out of 5 average rating, 69 reviews, 5 bedrooms, 9 beds, 5.5 bathrooms
24–29 Aug
Home in Smith Island
The Pirates House Lands End
1 bedroom, 2 beds, 1 bathroom
6–11 Aug
Top guest favourite
Home in Smith Island
Come enjoy Summer on Smith Island at the HH Ranch
4.96 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Cottage in Smith Island
Pet-Friendly Smith Island Cottage w/ Golf Cart!
4.97 out of 5 average rating, 38 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Top guest favourite
Cottage in Smith Island
Levering Creek Cottage with private dock
4.97 out of 5 average rating, 263 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
Home in Smith Island
Shady's Bayside Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
3–8 Aug
Guest favourite
Cottage in Smith Island
IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental
5.0 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Aug
Home in Smith Island
Pelican Cove *Pet Friendly*Golf Cart*Boat Slip
4.8 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Marion Station
Waterfront Marion Station Retreat w/ Private Dock!
4.91 out of 5 average rating, 34 reviews, 3 bedrooms, 5 beds, 3 bathrooms
25–30 Aug
Top guest favourite
Home in Reedville
Home in Reedville The Storybook
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Aug
Home in Scotland
Sunrise Bay Retreat • Private Beachfront
4.83 out of 5 average rating, 6 reviews, 4 bedrooms, 4 beds, 4 bathrooms
22–27 Aug
Home in Westover
Waterfront Cottage on Goose Creek Westover, MD
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Guest favourite
Cottage in Reedville
Private point on the Bay🌤hammock, hot tub, kayaks❤️
4.88 out of 5 average rating, 256 reviews, 3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Home in Crisfield
Cozy Crisfield Cottage
4.92 out of 5 average rating, 59 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Smith Island
Discover Smith Island! (But breakfast first)
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Top guest favourite
Cabin in Tangier
Beach Road Oasis, Tangier Island, VA
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Deal Island
The Tangier Escape
4.96 out of 5 average rating, 26 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug