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Search results; 867 homes in Cobb Island

Top guest favourite
Home in Cobb Island
Waterfront 4-BR home w/ hot tub & charging station
4 bedrooms, 6 beds, 3.5 shared bathrooms
13–18 Sept
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4.99 out of 5 average rating, 140 reviews
Top guest favourite
Home in Cobb Island
Charming Cottage on Cobb Island
2 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Cobb Island
Riverfront escape with stunning views
4 bedrooms, 5 beds
23–28 Sept
4.97 out of 5 average rating, 62 reviews
Guest favourite
Cottage in Cobb Island
Happy Hour~Private dock, amazing sunsets, peaceful
2 bedrooms, 2 beds
15–20 Sept
4.93 out of 5 average rating, 103 reviews
Top guest favourite
Home in Cobb Island
Island Waterfront Cottage Loft with Private Pier
3 bedrooms, 7 beds
13–18 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Cobb Island
*Solitude At Sunset*
2 bedrooms, 3 beds
14–19 Sept
4.97 out of 5 average rating, 102 reviews
Superhost
Cottage in Cobb Island
Enjoy "Prime Time" at Cobb Island!
5 bedrooms, 7 beds
15–20 Sept
4.86 out of 5 average rating, 49 reviews
Guest favourite
Home in Newburg
Beautiful, serene waterfront property
4 bedrooms, 4 beds
12–17 Oct
4.96 out of 5 average rating, 92 reviews
Guest favourite
Room in Cobb Island
Island Paradise
1 bed
4–9 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Farm stay in Newburg
Renovated Waterfront Farmhouse
6 bedrooms
21–26 Sept
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Guest house in Bushwood
Little House by the water
1 bedroom, 2 beds
7–12 Sept
4.94 out of 5 average rating, 186 reviews
Top guest favourite
Home in Newburg
The River House, a Wicomico Beach Retreat
5 bedrooms, 7 beds
29 Sept – 4 Oct
4.91 out of 5 average rating, 128 reviews
Guest favourite
Campsite in Cobb Island
Glamping On The Sound
1 bed
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Newburg
Gatton Farm Guesthouse
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Colonial Beach
Lovely 5 bedroom home, TVs in all bedrooms.
5 bedrooms, 6 beds
12–17 Sept
5.0 out of 5 average rating, 101 reviews
Top guest favourite
Cottage in Chaptico
Sunsets, private pier, fish/crab, Pax’s/CobbIsland
2 bedrooms, 5 beds
3–8 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Newburg
Beautiful Estate on a Vineyard
8 bedrooms, 23 beds
13–18 Sept
4.96 out of 5 average rating, 23 reviews
Cottage in Newburg
Chesapeake Bay Vacation Rental w/ Boat Dock!
3 bedrooms, 5 beds
13–18 Sept
4.68 out of 5 average rating, 40 reviews
Top guest favourite
Home in Colonial Beach
3 Little Birds
3 bedrooms, 5 beds
13–18 Sept
4.96 out of 5 average rating, 69 reviews