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Search results; 877 homes in Cobb Island

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Top guest favourite
Home in Cobb Island
Waterfront 4-BR home w/ hot tub & charging station
4 bedrooms, 6 beds, 3.5 shared bathrooms
12–17 Oct
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4.99 out of 5 average rating, 142 reviews
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Guest favourite
Cottage in Cobb Island
Happy Hour~Private dock, amazing sunsets, peaceful
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 103 reviews
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Top guest favourite
Home in Cobb Island
*Where Eagles Soar* Peaceful Waterfront Retreat.
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 103 reviews
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Guest favourite
Home in Cobb Island
Riverfront escape with stunning views
4 bedrooms, 5 beds, 3.5 bathrooms
23–28 Sept
4.97 out of 5 average rating, 62 reviews
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Top guest favourite
Home in Cobb Island
Island Waterfront Cottage Loft with Private Pier
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Cobb Island
Charming Cottage on Cobb Island
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Newburg
Beautiful, serene waterfront property
4 bedrooms, 4 beds, 2.5 bathrooms
19–24 Oct
4.96 out of 5 average rating, 92 reviews
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Superhost
Cottage in Cobb Island
Enjoy "Prime Time" at Cobb Island!
5 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
4.86 out of 5 average rating, 50 reviews
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Room in Cobb Island
Red Flower Room | Vickers House Historic Retreat
1 queen bed, 2.5 bathrooms
20–25 Sept
New place to stay
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Home in Cobb Island
Vickers House Historic Waterfront Retreat
6 bedrooms, 7 beds, 3.5 bathrooms
13–18 Oct
New place to stay
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Flat in Cobb Island
Carriage House Studio | Vickers House Retreat
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
New place to stay
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Top guest favourite
Home in Newburg
The River House, a Wicomico Beach Retreat
5 bedrooms, 7 beds, 3 bathrooms
29 Sept – 4 Oct
4.91 out of 5 average rating, 129 reviews
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Home in Newburg
Le Petit Grenier - Potomac Waterfront Retreat!
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
New place to stay
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Guest favourite
Farm stay in Newburg
Renovated Waterfront Farmhouse
6 bedrooms, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 46 reviews
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Guest favourite
Room in Cobb Island
Island Paradise
1 bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 13 reviews
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Cottage in Newburg
Chesapeake Bay Vacation Rental w/ Boat Dock!
3 bedrooms, 5 beds, 1 bathroom
21–26 Sept
4.68 out of 5 average rating, 41 reviews
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Top guest favourite
Guest house in Bushwood
Little House by the water
1 bedroom, 2 beds, 1 bathroom
24–29 Sept
4.94 out of 5 average rating, 188 reviews
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Guest favourite
Campsite in Cobb Island
Glamping On The Sound
1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Newburg
Beautiful Estate on a Vineyard
8 bedrooms, 23 beds, 6.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 23 reviews