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

1–6 Jul

$1,572 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

14–19 Jul

$1,423 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Guest favourite

Place to stay in Peaks Island

Peaks Island stays with 2 night minimum

1 bedroom, 1 queen bed, 1 bathroom

6–11 Jul

$954 SGD for 5 nights

4.85 out of 5 average rating, 249 reviews

Guest favourite

Home in Portland

Little Island Cottage

3 bedrooms, 3 beds, 1 bathroom

23–28 Aug

$1,831 SGD for 5 nights

4.96 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

$10,565 SGD for 7 nights

5.0 out of 5 average rating, 81 reviews

Top guest favourite

Flat in Portland

Peaks Island Master Bedroom Suite

1 bedroom, 2 beds, 1 bathroom

30 Aug – 4 Sept

$1,490 SGD for 5 nights

4.99 out of 5 average rating, 215 reviews

Guest favourite

Holiday home in Portland

Heron's Perch on Peaks' Island

4 bedrooms, 8 beds, 2 bathrooms

25–30 Jul

$5,722 SGD for 5 nights

4.95 out of 5 average rating, 39 reviews

Top guest favourite

Place to stay in Portland

Carrabassett Lodge

2 bedrooms, 3 beds, 1 bathroom

2–7 Sept

$1,793 SGD for 5 nights

5.0 out of 5 average rating, 131 reviews

Guest favourite

Flat in Portland

Peaks Island Casco Bay View Condo w/ Beach Access

2 bedrooms, 3 beds, 1 bathroom

14–19 Jul

$4,653 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Home in Portland

Ocean View Cottage on Peaks Island

2 bedrooms, 3 beds, 1 bathroom

1–6 Sept

5.0 out of 5 average rating, 72 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

Free cancellation

4.93 out of 5 average rating, 117 reviews

Guest favourite

Home in Portland

Stunning Ocean Views From This Peaks Island Home

3 bedrooms, 5 beds, 2 bathrooms

30 Aug – 4 Sept

4.9 out of 5 average rating, 119 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

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

Guest favourite

Room in Peaks Island

Peaks Islnd Charming xtra lng dbl-Harborside

1 bed, 2 bathrooms

1–6 Jul

$2,106 SGD for 5 nights

4.8 out of 5 average rating, 120 reviews

Guest favourite

Home in Portland

Oceanfront Home on Peaks Island

3 bedrooms, 4 beds, 2 bathrooms

31 Aug – 5 Sept

$7,439 SGD for 5 nights

4.95 out of 5 average rating, 107 reviews

Guest favourite

Home in Peaks Island

Peaks Island, Maine, Northcliffe Cottage

3 bedrooms, 5 beds, 1 bathroom

23–30 Aug

$3,372 SGD for 7 nights

Free cancellation

4.83 out of 5 average rating, 18 reviews

Cottage in Portland

Spectacular Direct Oceanfront New Modern Home

3 bedrooms, 4 beds, 1 bathroom

1–8 Aug

$10,849 SGD for 7 nights

4.7 out of 5 average rating, 20 reviews

Guest favourite

Home in Portland

Hope Cottage: Peaceful and Quiet Island Getaway

3 bedrooms, 4 beds, 1 bathroom

2–7 Nov

$1,923 SGD for 5 nights

4.87 out of 5 average rating, 182 reviews