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Search results; 889 homes in Cobb Island

Top guest favourite
Home in Cobb Island
*Scenic Waterfront Hideaway*
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
Charming Cottage on Cobb Island
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Cobb Island
Waterfront 4-BR home w/ hot tub & charging station
4.99 out of 5 average rating, 132 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
30 Aug – 4 Sept
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
Flat in Cobb Island
Carriage House Studio | Vickers Historic Getaway
New place to stay, 1 bedroom, 1 bed, 1 bathroom
1–6 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
Top guest favourite
Guest house in Bushwood
Little House by the water
4.93 out of 5 average rating, 184 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 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
Campsite in Cobb Island
Glamping On The Sound
5.0 out of 5 average rating, 5 reviews, 1 bed, 1 bathroom
14–19 Aug
Guest favourite
Room in Cobb Island
Island Paradise
5.0 out of 5 average rating, 11 reviews, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Room in Colonial Beach
Quiet, Safe & Clean
5.0 out of 5 average rating, 23 reviews, 1 queen bed, 1 bathroom
14–19 Aug
Guest favourite
Home in Newburg
Beautiful, serene waterfront property
4.95 out of 5 average rating, 88 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
Top guest favourite
Home in Colonial Beach
River Refresh - Waterfront with Spa on Placid Bay
4.96 out of 5 average rating, 131 reviews, 3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
Guest favourite
Home in Coltons Point
Waterfront Relaxing Getaway
4.92 out of 5 average rating, 73 reviews, 4 bedrooms, 5 beds, 1 bathroom
2–7 Aug
Top guest favourite
Room in Avenue
Budget friendly near Leonardtown
4.99 out of 5 average rating, 100 reviews, 1 double bed, 1 bathroom
5–10 Aug
Home in Colonial Beach
Cozy Cottage with Bay Views, Steps to Water
New place to stay, 3 bedrooms, 5 beds, 1.5 bathrooms
2–7 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
Guest favourite
Home in Colonial Beach
Penn's on the Point
4.89 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
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