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Search results; Over 1,000 homes in Taylors Island

Descriptions are based on details hosts provide
Top guest favourite
Home in Taylors Island
A Vacation for All, Away From It All
5 bedrooms, 13 beds, 5 private bathrooms
17–22 Aug
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4.96 out of 5 average rating, 48 reviews
Top guest favourite
Home in Taylors Island
Holliday House
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
17–22 Jul
Guest favourite
Home in Taylors Island
Waterfront with a dock and fire pit
5.0 out of 5 average rating, 14 reviews, 5 bedrooms, 13 beds, 2.5 bathrooms
26–31 Jul
Home in Taylors Island
Creekside bunkhouse with a dock and kayak
2 bedrooms, 6 beds, 1 bathroom
1–6 Oct
Top guest favourite
Farm stay in Madison
106-acre tree farm near Blackwater NWR
4.98 out of 5 average rating, 225 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Place to stay in Cambridge
Secluded waterfront with dock and kayaks
4.96 out of 5 average rating, 96 reviews, 2 bedrooms, 4 beds, 1 bathroom
24–29 Jul
Top guest favourite
Home in Madison
Bayfront Gem w/ Amazing Water Views + Pond!
4.97 out of 5 average rating, 59 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Room in Lusby
Newly renovated with full house privileges
4.87 out of 5 average rating, 131 reviews, 1 queen bed, 1 bathroom
24–29 Jul
Home in Taylors Island
Modern bunkhouse on the Chesapeake Bay
4.83 out of 5 average rating, 6 reviews, 1 bedroom, 4 beds, 1 bathroom
18–23 Jul
Top guest favourite
Home in Lusby
Cove Point Beach Home 1 &1/2 blocks to Beach
5.0 out of 5 average rating, 231 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Sept
Guest favourite
Home in St. Leonard
Shewells Cottage at Long Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 6 beds, 1 bathroom
2–7 Aug
Guest favourite
Lighthouse in Lusby
1828 lighthouse keeper’s house on Chesapeake
4.92 out of 5 average rating, 102 reviews, 6 bedrooms, 10 beds, 4.5 bathrooms
16–23 Aug
Top guest favourite
Home in Woolford
Waterfront rancher with dock and kayaks
4.94 out of 5 average rating, 187 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Superhost
Home in Cambridge
Chesapeake Bay views from the Choptank River
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
15–20 Jul
Superhost
Home in Woolford
Waterfront cottage with a pier and hot tub
2 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Home in Taylors Island
About time-Main House
3 bedrooms, 5 beds, 1.5 bathrooms
1–6 Oct
Top guest favourite
Home in Lusby
Beachfront on the Chesapeake with kayaks
5.0 out of 5 average rating, 126 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
Home in Lusby
Fire pit and beach 2 blocks away
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Lusby
Cove Point Cottage with Chesapeake Bay views
4.98 out of 5 average rating, 248 reviews, 3 bedrooms, 4 beds, 1 bathroom
23–28 Aug