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Search results; 915 homes in Cobb Island

Top guest favourite
Cottage in Cobb Island
*Waterfront island escape.*
2 bedrooms, 3 beds, 2 private bathrooms
24–29 Aug
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4.97 out of 5 average rating, 96 reviews
Top guest favourite
Home in Cobb Island
Waterfront 4-BR home w/ hot tub & charging station
4 bedrooms, 6 beds, 3.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 132 reviews
Home in Cobb Island
Charming Cottage on Cobb Island
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Home in Cobb Island
Island Waterfront Cottage Loft with Private Pier
3 bedrooms, 7 beds, 2 bathrooms
22–27 Aug
4.96 out of 5 average rating, 24 reviews
Room in Cobb Island
Flower room | Vickers House Historic Getaway
1 bed, 2.5 bathrooms
1–6 Aug
New place to stay
Guest favourite
Home in Cobb Island
Riverfront escape with stunning views
4 bedrooms, 5 beds, 3.5 bathrooms
25–30 Aug
4.97 out of 5 average rating, 60 reviews
Flat in Cobb Island
Carriage House Studio | Vickers Historic Getaway
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
New place to stay
Guest favourite
Home in Newburg
Beautiful, serene waterfront property
4 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 87 reviews
Guest favourite
Cottage in Cobb Island
Enjoy "Prime Time" at Cobb Island!
5 bedrooms, 7 beds, 3 bathrooms
11–16 Aug
4.87 out of 5 average rating, 47 reviews
Home in Cobb Island
Vickers House | Historic Waterfront Getaway
6 bedrooms, 6 queen beds, 3.5 bathrooms
1–6 Aug
New place to stay
Guest favourite
Cottage in Cobb Island
Happy Hour~Private dock, amazing sunsets, peaceful
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 102 reviews
Campsite in Cobb Island
Glamping On The Sound
1 bed, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Farm stay in Newburg
Renovated Waterfront Farmhouse
6 bedrooms, 2 bathrooms
10–15 Aug
4.93 out of 5 average rating, 40 reviews
Top guest favourite
Guest house in Newburg
Gatton Farm Guesthouse
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Newburg
The River House, a Wicomico Beach Retreat
5 bedrooms, 7 beds, 3 bathrooms
25–30 Aug
4.91 out of 5 average rating, 126 reviews
Guest favourite
Room in Cobb Island
Island Paradise
1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest house in Bushwood
Little House by the water
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.93 out of 5 average rating, 184 reviews
Cottage in Newburg
Windswept- a cottage on the water featuring 3 BRs
3 bedrooms, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 13 reviews
Cottage in Newburg
Chesapeake Bay Vacation Rental w/ Boat Dock!
3 bedrooms, 5 beds, 1 bathroom
24–29 Aug
4.66 out of 5 average rating, 38 reviews