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Search results; 910 homes in Cobb Island

Top guest favourite

Cottage in Cobb Island

*Waterfront island escape.*

2 bedrooms, 3 beds, 2 private bathrooms

20–25 Jul

$1,919 SGD for 5 nights

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4.97 out of 5 average rating, 95 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

$2,563 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

19–24 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

$3,331 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

$3,239 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

$2,156 SGD for 5 nights

4.95 out of 5 average rating, 87 reviews

Campsite in Cobb Island

Glamping On The Sound

1 bed, 1 bathroom

19–24 Jul

$571 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Guest favourite

Cottage in Cobb Island

Happy Hour~Private dock, amazing sunsets, peaceful

2 bedrooms, 2 beds, 2 bathrooms

23–28 Aug

$1,679 SGD for 5 nights

4.94 out of 5 average rating, 102 reviews

Guest favourite

Cottage in Cobb Island

Enjoy "Prime Time" at Cobb Island!

5 bedrooms, 7 beds, 3 bathrooms

11–16 Aug

$2,893 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

$1,386 SGD for 5 nights

5.0 out of 5 average rating, 43 reviews

Guest favourite

Farm stay in Newburg

Renovated Waterfront Farmhouse

6 bedrooms, 2 bathrooms

27 Jul – 1 Aug

$2,002 SGD for 5 nights

4.93 out of 5 average rating, 40 reviews

Top guest favourite

Home in Newburg

The River House, a Wicomico Beach Retreat

5 bedrooms, 7 beds, 3 bathrooms

25–30 Aug

$1,820 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

20–25 Jul

$693 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Cottage in Chaptico

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

2 bedrooms, 5 beds, 1 bathroom

19–24 Jul

5.0 out of 5 average rating, 21 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

Guest favourite

Home in Montross

Tranquil River Home

3 bedrooms, 3 beds, 1 bathroom

21–26 Sept

$1,224 SGD for 5 nights

4.91 out of 5 average rating, 192 reviews

Cottage in Newburg

Chesapeake Bay Vacation Rental w/ Boat Dock!

3 bedrooms, 5 beds, 1 bathroom

5–10 Aug

$2,097 SGD for 5 nights

4.66 out of 5 average rating, 38 reviews

Guest favourite

Home in Coltons Point

Waterfront Relaxing Getaway

4 bedrooms, 5 beds, 1 bathroom

19–24 Jul

$1,713 SGD for 5 nights

4.92 out of 5 average rating, 72 reviews

Top guest favourite

Cabin in Hague

Rustic Waterfront Cabin, Firepit, Dock Access

3 bedrooms, 5 beds, 1.5 bathrooms

25–30 Aug

$1,856 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews