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Search results; Over 1,000 homes in Long Island

Superhost

Cottage in Long Island

Grace Cottage

2 bedrooms, 5 beds, 2 private bathrooms

6–11 Sept

$3,337 SGD for 5 nights

,

4.91 out of 5 average rating, 46 reviews

Guest favourite

Cottage in Long Island

A Once in a Lifetime Oceanfront Escape

2 bedrooms, 3 beds, 1 bathroom

1–6 Sept

$6,785 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

Home in Long Island

Spacious Long Island Retreat

4 bedrooms, 8 beds, 2 bathrooms

9–14 Sept

$3,166 SGD for 5 nights

Free cancellation

Superhost

Room in Portland

Aerie 2 reg:STHR-007375-2025 Peaks Island, Me

1 bed, 1 bathroom

30 Aug – 4 Sept

$1,171 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 4 reviews

Guest house in Chebeague Island

Wellhouse Cottage, A Peaceful Maine Getaway

1 bedroom, 1 double bed, 1 bathroom

10–15 Sept

$1,281 SGD for 5 nights

Pay $0 today

Free cancellation

Top guest favourite

Home in Cape Elizabeth

Pastoral Tranquil Walk to Trails Dining Shopping

3 bedrooms, 4 beds, 1 bathroom

6–11 Sept

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 33 reviews

Top guest favourite

Flat in South Portland

2 bedroom, 1 bath of coastal comfort & airy charm

2 bedrooms, 3 beds, 1 bathroom

13–18 Sept

$1,600 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 7 reviews

Superhost

Home in Windham

Highland Lake Cottage/Waterfront/Dock/Kayaks

2 bedrooms, 6 beds, 1 bathroom

22–27 Aug

$3,930 SGD for 5 nights

Pay $0 today

Free cancellation

Top guest favourite

Yurt in Chebeague Island

Yurt on Chebeague Island

1 bedroom, 1 queen bed, 1 bathroom

10–15 Aug

$1,227 SGD for 5 nights

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 190 reviews

Home in Phippsburg

Lovely 3-bedrom cottage with deep water dock.

3 bedrooms, 4 beds, 1 bathroom

13–18 Aug

$3,428 SGD for 5 nights

Pay $0 today

Free cancellation

Guest favourite

Home in Portland

Island Getaway, Short ferry ride to Portland

1 bedroom, 1 queen bed, 1 bathroom

8–13 Sept

$2,036 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews

Cabin in Harrison

Nola’s Landing Getaway | Lakes & Mountains

2 bedrooms, 3 king beds, 2 bathrooms

25–30 Aug

$3,016 SGD for 5 nights

New place to stay

Superhost

Cottage in Harpswell

The Red House - Waterfront cottage with AC!

2 bedrooms, 2 queen beds, 1.5 bathrooms

15–20 Aug

New place to stay

Guest favourite

Cottage in Portland

Peaks Island Waterfront

1 bedroom, 1 double bed, 1 bathroom

30 Aug – 4 Sept

$2,709 SGD for 5 nights

Pay $0 today

Free cancellation

4.93 out of 5 average rating, 118 reviews

Top guest favourite

Home in Portland

Wall St. Retreat: Family-Ready Portland Home

3 bedrooms, 4 beds, 2 bathrooms

25–30 Oct

$2,230 SGD for 5 nights

5.0 out of 5 average rating, 19 reviews

Top guest favourite

Home in Cape Elizabeth

"Periwinkle" ~ a Charming Oceanfront Cottage

3 bedrooms, 3 beds, 1.5 bathrooms

1–7 Nov

$5,190 SGD for 6 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 35 reviews

Top guest favourite

Home in Harpswell

Waterfront Cottage On Basin Cove - Amazing Sunsets

3 bedrooms, 4 beds, 1.5 bathrooms

4–9 Oct

$2,264 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 233 reviews

Top guest favourite

Cabin in Yarmouth

Woodland Cottage

1 queen bed, 1 bathroom

5–10 Sept

$1,262 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Top guest favourite

Cabin in Freeport

Chickadee A-Frame

3 bedrooms, 3 beds, 2 bathrooms

18–23 Oct

$2,587 SGD for 5 nights

Pay $0 today

Free cancellation

4.99 out of 5 average rating, 77 reviews