Search results; Over 1,000 homes in Cobb Island

Guest favourite
Cottage in Cobb Island
Enjoy "Prime Time" at Cobb Island!
5 bedrooms, 7 beds, 3 private bathrooms
13–18 Jul
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4.87 out of 5 average rating, 46 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, 127 reviews
Top guest favourite
Cottage in Cobb Island
*Waterfront Island Hideaway-A true hidden Gem*
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.97 out of 5 average rating, 92 reviews
Home in Cobb Island
Cobb Island Retreat + Bunk Room
4 bedrooms, 7 beds, 3 bathrooms
6–11 Jul
Guest favourite
Home in Cobb Island
Riverfront escape with stunning views
4 bedrooms, 5 beds, 3.5 bathrooms
7–12 Aug
4.97 out of 5 average rating, 60 reviews
Guest favourite
Home in Cobb Island
Island Waterfront Cottage Loft with Private Pier
3 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
4.95 out of 5 average rating, 21 reviews
Campsite in Cobb Island
Glamping On The Sound
1 bed, 1 bathroom
4–9 Jul
New place to stay
Guest favourite
Cottage in Cobb Island
Happy Hour~Private dock, amazing sunsets, peaceful
2 bedrooms, 2 beds, 2 bathrooms
28 Jul – 2 Aug
4.94 out of 5 average rating, 101 reviews
Guest favourite
Home in Newburg
Beautiful, serene waterfront property
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Aug
4.95 out of 5 average rating, 86 reviews
Top guest favourite
Guest house in Newburg
Gatton Farm Guesthouse
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 42 reviews
Guest favourite
Farm stay in Newburg
Renovated Waterfront Farmhouse
6 bedrooms, 2 bathrooms
13–18 Jul
4.95 out of 5 average rating, 38 reviews
Guest favourite
Room in Cobb Island
Island Paradise
1 bed, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 10 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, 125 reviews
Superhost
Home in Colonial Beach
Waterfront Home w/ Private Dock!
3 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
4.85 out of 5 average rating, 85 reviews
Top guest favourite
Guest suite in Colonial Beach
Bayview Bungalow
1 bedroom, 1 queen bed, 1 bathroom
7–12 Jul
4.96 out of 5 average rating, 371 reviews
Top guest favourite
Guest house in Bushwood
Little House by the water
1 bedroom, 2 beds, 1 bathroom
23–28 Jul
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Cabin in Hague
Rustic Waterfront Cabin, Firepit, Dock Access
3 bedrooms, 5 beds, 1.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 6 reviews
Cottage in Newburg
Chesapeake Bay Vacation Rental w/ Boat Dock!
3 bedrooms, 5 beds, 1 bathroom
5–10 Aug
4.66 out of 5 average rating, 38 reviews
Guest favourite
Cottage in Montross
Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach
3 bedrooms, 7 beds, 2 bathrooms
5–10 Jul
4.93 out of 5 average rating, 120 reviews