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Search results; 890 homes in Cobb Island

Top guest favourite

Cottage in Cobb Island

*Waterfront island escape.*

2 bedrooms, 3 beds, 2 private bathrooms

24–29 Aug

$1,920 SGD for 5 nights

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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

$2,564 SGD for 5 nights

4.99 out of 5 average rating, 130 reviews

Home in Cobb Island

Charming Cottage on Cobb Island

2 bedrooms, 3 beds, 2 bathrooms

20–25 Jul

New home discount

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

$3,333 SGD for 5 nights

4.96 out of 5 average rating, 24 reviews

Guest favourite

Home in Cobb Island

Riverfront escape with stunning views

4 bedrooms, 5 beds, 3.5 bathrooms

25–30 Aug

$3,241 SGD for 5 nights

4.97 out of 5 average rating, 60 reviews

Guest favourite

Home in Newburg

Beautiful, serene waterfront property

4 bedrooms, 4 beds, 2.5 bathrooms

28 Sept – 3 Oct

$2,141 SGD for 5 nights

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

$2,895 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

26–31 Jul

$1,387 SGD for 5 nights

5.0 out of 5 average rating, 43 reviews

Guest favourite

Cottage in Cobb Island

Happy Hour~Private dock, amazing sunsets, peaceful

2 bedrooms, 2 beds, 2 bathrooms

23–28 Aug

$1,680 SGD for 5 nights

4.94 out of 5 average rating, 102 reviews

Guest favourite

Farm stay in Newburg

Renovated Waterfront Farmhouse

6 bedrooms, 2 bathrooms

27 Jul – 1 Aug

$2,003 SGD for 5 nights

4.93 out of 5 average rating, 40 reviews

Campsite in Cobb Island

Glamping On The Sound

1 bed, 1 bathroom

20–25 Jul

$572 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Guest favourite

Room in Cobb Island

Island Paradise

1 bed, 1 bathroom

21–26 Jul

$715 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Home in Newburg

The River House, a Wicomico Beach Retreat

5 bedrooms, 7 beds, 3 bathrooms

25–30 Aug

$1,831 SGD for 5 nights

4.91 out of 5 average rating, 126 reviews

Top guest favourite

Guest house in Bushwood

Little House by the water

1 bedroom, 2 beds, 1 bathroom

4–9 Aug

$762 SGD for 5 nights

4.93 out of 5 average rating, 181 reviews

Top guest favourite

Cottage in Chaptico

Sunsets, private pier, fish/crab, Pax’s/CobbIsland

2 bedrooms, 5 beds, 1 bathroom

20–25 Jul

$13,149 SGD for 5 nights

5.0 out of 5 average rating, 21 reviews

Guest favourite

Home in Avenue

Historic Waterfront Home, only 70 miles from DC!

3 bedrooms, 4 beds, 2 bathrooms

2–7 Aug

$2,971 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Guest favourite

Home in Coltons Point

Waterfront Relaxing Getaway

4 bedrooms, 5 beds, 1 bathroom

2–7 Aug

$1,714 SGD for 5 nights

4.92 out of 5 average rating, 72 reviews

Top guest favourite

Guest suite in Colonial Beach

Bayview Bungalow

1 bedroom, 1 queen bed, 1 bathroom

9–14 Aug

$975 SGD for 5 nights

4.97 out of 5 average rating, 374 reviews

Guest favourite

Room in Colonial Beach

Osprey Suite at Tides Inn of CB

2 beds, 1 bathroom

21–26 Jul

4.86 out of 5 average rating, 7 reviews