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Search results; 890 homes in Cobb Island

Guest favourite

Cottage in Cobb Island

Happy Hour~Private dock, amazing sunsets, peaceful

2 bedrooms, 2 beds, 2 private bathrooms

23–28 Aug

$1,582 SGD for 5 nights

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4.93 out of 5 average rating, 103 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, 134 reviews

Home in Cobb Island

Charming Cottage on Cobb Island

2 bedrooms, 3 beds, 2 bathrooms

10–15 Aug

$1,471 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Home in Cobb Island

*Scenic Waterfront Hideaway*

2 bedrooms, 3 beds, 2 bathrooms

24–29 Aug

$1,903 SGD for 5 nights

4.97 out of 5 average rating, 97 reviews

Top guest favourite

Home in Cobb Island

Island Waterfront Cottage Loft with Private Pier

3 bedrooms, 7 beds, 2 bathrooms

22–27 Aug

$3,284 SGD for 5 nights

4.96 out of 5 average rating, 26 reviews

Guest favourite

Home in Cobb Island

Riverfront escape with stunning views

4 bedrooms, 5 beds, 3.5 bathrooms

25–30 Aug

$3,143 SGD for 5 nights

4.97 out of 5 average rating, 60 reviews

Room in Cobb Island

Blue Flower room | Vickers House Historic Getaway

1 queen bed, 2.5 bathrooms

7–12 Aug

$823 SGD for 5 nights

New place to stay

Flat in Cobb Island

Carriage House Studio | Vickers Historic Getaway

1 bedroom, 1 queen bed, 1 bathroom

6–11 Aug

$967 SGD for 5 nights

New place to stay

Guest favourite

Home in Newburg

Beautiful, serene waterfront property

4 bedrooms, 4 beds, 2.5 bathrooms

28 Sept – 3 Oct

$2,122 SGD for 5 nights

4.96 out of 5 average rating, 89 reviews

Home in Cobb Island

Entire Vickers House | Historic Waterfront Getaway

6 bedrooms, 6 queen beds, 3.5 bathrooms

7–12 Aug

$7,872 SGD for 5 nights

New place to stay

Guest favourite

Cottage in Cobb Island

Enjoy "Prime Time" at Cobb Island!

5 bedrooms, 7 beds, 3 bathrooms

11–16 Aug

$2,869 SGD for 5 nights

4.87 out of 5 average rating, 47 reviews

Top guest favourite

Guest house in Newburg

Gatton Farm Guesthouse

2 bedrooms, 3 beds, 1 bathroom

10–15 Aug

$1,355 SGD for 5 nights

5.0 out of 5 average rating, 44 reviews

Guest favourite

Campsite in Cobb Island

Glamping On The Sound

1 bed, 1 bathroom

6–11 Aug

$567 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Guest house in Bushwood

Little House by the water

1 bedroom, 2 beds, 1 bathroom

10–15 Aug

$728 SGD for 5 nights

4.93 out of 5 average rating, 184 reviews

Guest favourite

Farm stay in Newburg

Renovated Waterfront Farmhouse

6 bedrooms, 2 bathrooms

10–15 Aug

$1,950 SGD for 5 nights

4.93 out of 5 average rating, 41 reviews

Top guest favourite

Home in Newburg

The River House, a Wicomico Beach Retreat

5 bedrooms, 7 beds, 3 bathrooms

25–30 Aug

$1,817 SGD for 5 nights

4.91 out of 5 average rating, 126 reviews

Guest favourite

Room in Cobb Island

Island Paradise

1 bed, 1 bathroom

10–15 Aug

$687 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

Guest favourite

Home in Montross

Potomac River Getaway

3 bedrooms, 4 beds, 2.5 bathrooms

12–17 Sept

Extended stay discount

4.86 out of 5 average rating, 102 reviews

Top guest favourite

Flat in Leonardtown

The Downtown Leonardtown Hideaway!

1 bedroom, 2 queen beds, 1 bathroom

9–14 Aug

$1,071 SGD for 5 nights

5.0 out of 5 average rating, 17 reviews