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Search results; 593 homes in O'Leary

Top guest favourite

Cabin in O'Leary

Blue Heron Waterfront Cottage on Mill River

3 bedrooms, 7 beds, 2 private bathrooms

29 Aug – 3 Sept

$1,573 SGD for 5 nights

,

5.0 out of 5 average rating, 37 reviews

Flat in O'Leary

Richards residence

3 bedrooms, 3 beds, 1 bathroom

18–23 Aug

$1,593 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in O'Leary

Knutsford Retreat

2 bedrooms, 2 beds, 1 bathroom

25–30 Aug

$1,178 SGD for 5 nights

5.0 out of 5 average rating, 25 reviews

Top guest favourite

Home in O'Leary

Old Schooling Summer Cottage.

2 bedrooms, 2 beds, 1 bathroom

3–8 Sept

$1,132 SGD for 5 nights

5.0 out of 5 average rating, 27 reviews

Top guest favourite

Home in O'Leary

Bell Haven Cottage

3 bedrooms, 5 beds, 2 bathrooms

23–28 Aug

$2,462 SGD for 5 nights

5.0 out of 5 average rating, 72 reviews

Guest favourite

Cabin in O'Leary

Serenity Cove Cottage

2 bedrooms, 2 beds, 1 bathroom

29 Aug – 3 Sept

$810 SGD for 5 nights

Book early to save

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Free cancellation

4.96 out of 5 average rating, 51 reviews

Guest favourite

Cabin in O'Leary

Cora House Adventures

1 bed, 1 bathroom

11–16 Aug

$978 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 10 reviews

Top guest favourite

Home in O'Leary

A-Frame on Memory Lane

2 bedrooms, 3 beds, 1 bathroom

30 Oct – 4 Nov

$1,590 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 14 reviews

Guest favourite

Home in O'Leary

NEW Waterfront Escape | Hot Tub, Dock & Firepit

2 bedrooms, 2 beds, 1 bathroom

3–8 Sept

$2,420 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 6 reviews

Home in O'Leary

Captain Freddy’s Wheelhouse

3 bedrooms, 6 beds, 1 bathroom

13–18 Aug

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5.0 out of 5 average rating, 4 reviews

Guest favourite

Cabin in O'Leary

Fortune's Way

3 bedrooms, 5 queen beds, 1 bathroom

28 Aug – 2 Sept

$1,418 SGD for 5 nights

4.92 out of 5 average rating, 13 reviews

Guest favourite

Cabin in O'Leary

Waterfront Cottage on the Mill River

2 bedrooms, 1 king bed, 1 bathroom

23–28 Aug

$1,558 SGD for 5 nights

5.0 out of 5 average rating, 15 reviews

Home in Northport

Pearl Point House

3 bedrooms, 4 beds, 2 bathrooms

20–25 Aug

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Free cancellation

New place to stay

Guest favourite

Home in O'Leary

MZB Haven Property Management

3 bedrooms, 2 queen beds, 1 bathroom

28 Aug – 2 Sept

4.86 out of 5 average rating, 29 reviews

Guest favourite

Cabin in O'Leary

Portside

1 bedroom, 1 double bed, 1 bathroom

25–30 Aug

$798 SGD for 5 nights

4.86 out of 5 average rating, 7 reviews

Top guest favourite

Dome in Elmsdale

Harbor Haven

1 bedroom, 2 beds, 1 bathroom

26–31 Aug

$1,389 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 9 reviews

Dome in Elmsdale

Gatherwood Retreat — Stargazing Dome on PEI

2 bedrooms, 1 bathroom

7–12 Aug

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Free cancellation

5.0 out of 5 average rating, 4 reviews

Guest favourite

Cottage in O'Leary

Pleasant View II: Your Cottage Escape!

3 bedrooms, 5 beds, 1 bathroom

28 Aug – 2 Sept

$915 SGD for 5 nights

4.85 out of 5 average rating, 74 reviews

Cottage in Alberton

Hills River Haven

3 bedrooms, 3 beds, 1 bathroom

24–29 Aug

$1,994 SGD for 5 nights

Pay $0 today

Free cancellation

4.67 out of 5 average rating, 6 reviews