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Search results; 904 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
Home in Cobb Island
Vickers House | Historic Waterfront Getaway
New place to stay, 6 bedrooms, 2 beds, 2.5 bathrooms
21–26 Jul
Top guest favourite
Home in Cobb Island
Waterfront 4-BR home w/ hot tub & charging station
4.99 out of 5 average rating, 131 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
30 Aug – 4 Sept
Home in Cobb Island
Charming Cottage on Cobb Island
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Cobb Island
Island Waterfront Cottage Loft with Private Pier
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 7 beds, 2 bathrooms
22–27 Aug
Guest favourite
Home in Cobb Island
Riverfront escape with stunning views
4.97 out of 5 average rating, 60 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
25–30 Aug
Guest favourite
Home in Newburg
Beautiful, serene waterfront property
4.95 out of 5 average rating, 87 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
Campsite in Cobb Island
Glamping On The Sound
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Cottage in Cobb Island
Enjoy "Prime Time" at Cobb Island!
4.87 out of 5 average rating, 47 reviews, 5 bedrooms, 7 beds, 3 bathrooms
11–16 Aug
Guest favourite
Cottage in Cobb Island
Happy Hour~Private dock, amazing sunsets, peaceful
4.94 out of 5 average rating, 102 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Guest favourite
Room in Cobb Island
Island Paradise
5.0 out of 5 average rating, 11 reviews, 1 bed, 1 bathroom
22–27 Jul
Top guest favourite
Guest house in Newburg
Gatton Farm Guesthouse
5.0 out of 5 average rating, 43 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Guest favourite
Farm stay in Newburg
Renovated Waterfront Farmhouse
4.93 out of 5 average rating, 40 reviews, 6 bedrooms, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Newburg
The River House, a Wicomico Beach Retreat
4.91 out of 5 average rating, 126 reviews, 5 bedrooms, 7 beds, 3 bathrooms
25–30 Aug
Top guest favourite
Guest house in Bushwood
Little House by the water
4.93 out of 5 average rating, 182 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Cottage in Colonial Beach
Cozy cottage 3 blocks from beach
4.94 out of 5 average rating, 354 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
Home in Montross
The Rivah House
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Home in Montross
Waterfront home, private dock
4.97 out of 5 average rating, 105 reviews, 2 bedrooms, 6 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Cottage in Chaptico
Sunsets, private pier, fish/crab, Pax’s/CobbIsland
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 5 beds, 1 bathroom
21–26 Jul