We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Peaks Island, Portland

Top guest favourite

Room in Peaks Island

Island Room with a View

1 bedroom, 1 bed, 1 shared bathroom

14–19 Jul

$1,533 SGD for 5 nights

,

4.97 out of 5 average rating, 108 reviews

Superhost

Bed and breakfast in Portland

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

1 bedroom, 1 bed, 1 bathroom

30 Aug – 4 Sept

$1,173 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Flat in Portland

Peaks Island Master Bedroom Suite

1 bedroom, 2 beds, 1 bathroom

4–9 Oct

$1,598 SGD for 5 nights

4.99 out of 5 average rating, 221 reviews

Guest favourite

Holiday home in Portland

Heron's Perch on Peaks' Island

4 bedrooms, 8 beds, 2 bathrooms

20–25 Sept

$5,722 SGD for 5 nights

4.95 out of 5 average rating, 39 reviews

Top guest favourite

Home in Portland

Sea Glass - Peaks Island backshore oceanfront

3 bedrooms, 5 beds, 2 bathrooms

29 Aug – 5 Sept

$8,316 SGD for 7 nights

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Home in Portland

Ocean View Cottage on Peaks Island

2 bedrooms, 3 beds, 1 bathroom

10–15 Aug

$3,771 SGD for 5 nights

5.0 out of 5 average rating, 75 reviews

Guest favourite

Home in Portland

Stunning Ocean Views From This Peaks Island Home

3 bedrooms, 5 beds, 2 bathrooms

27 Oct – 1 Nov

4.9 out of 5 average rating, 121 reviews

Guest favourite

Cottage in Portland

Peaks Island Waterfront

1 bedroom, 1 double bed, 1 bathroom

30 Aug – 4 Sept

$2,785 SGD for 5 nights

4.93 out of 5 average rating, 118 reviews

Top guest favourite

Home in Portland

Modern Peaks Island Getaway | Ocean Views + Decks

2 bedrooms, 4 beds, 2 bathrooms

8–13 Oct

$5,681 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews

Guest favourite

Home in Portland

Little Island Cottage

3 bedrooms, 3 beds, 1 bathroom

16–21 Aug

$1,783 SGD for 5 nights

4.96 out of 5 average rating, 27 reviews

Guest favourite

Flat in Portland

Peaks Island Casco Bay View Condo w/ Beach Access

2 bedrooms, 3 beds, 1 bathroom

30 Aug – 4 Sept

5.0 out of 5 average rating, 9 reviews

Guest favourite

Home in Portland

BELLA VISTA - DIRECT OCEANFRONT at Elm Cove

3 bedrooms, 5 beds, 2.5 bathrooms

8–15 Aug

$8,293 SGD for 7 nights

4.96 out of 5 average rating, 26 reviews

Guest favourite

Cabin in Portland

Sequester on Peaks Island

1 bedroom, 2 beds, 1 bathroom

13–18 Sept

$1,870 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Top guest favourite

Cottage in Portland

Classic Peaks Island Cottage - 5 min walk to Ferry

3 bedrooms, 4 beds, 1 bathroom

27 Aug – 1 Sept

$3,992 SGD for 5 nights

5.0 out of 5 average rating, 68 reviews

Place to stay in Portland

Baxter’s Place: Private room; sleeps 2

1 bedroom, 1 queen bed, Toilet with sink

1–6 Aug

$1,248 SGD for 5 nights

4.92 out of 5 average rating, 25 reviews

Top guest favourite

Home in Portland

Ocean Paradise Sunrise/Sunset Peaks Portland

2 bedrooms, 3 beds, 1.5 bathrooms

26 Jul – 2 Aug

5.0 out of 5 average rating, 82 reviews

Top guest favourite

Cottage in Portland

Casco-Vista, Island Cottage

3 bedrooms, 3 beds, 1.5 bathrooms

6–11 Sept

$3,205 SGD for 5 nights

5.0 out of 5 average rating, 25 reviews

Guest favourite

Room in Peaks Island

Peaks Islnd Charming xtra lng dbl-Harborside

1 bed, 2 bathrooms

15–20 Jul

$2,106 SGD for 5 nights

4.8 out of 5 average rating, 122 reviews

Guest favourite

Home in Peaks Island

Peaks Island, Maine, Northcliffe Cottage

3 bedrooms, 5 beds, 1 bathroom

6–13 Sept

$3,373 SGD for 7 nights

4.83 out of 5 average rating, 18 reviews