Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Chebeague Island
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Chebeague Island
Over 1,000 homes in Chebeague Island
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom
,
·
1 bed
,
·
1 private bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,226 SGD
Show price breakdown
for 5 nights
$1,226 SGD for 5 nights
,
·
4.98 out of 5 average rating, 192 reviews
4.98 (192)
Top guest favourite
Guest favourite
Home in Chebeague Island
Timber-Framed Island Home, Sleeps 8
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
13–18 Oct
13–18 Oct
$4,893 SGD
Show price breakdown
for 5 nights
$4,893 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest house in Chebeague Island
Wellhouse Cottage, A Peaceful Maine Getaway
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
10–15 Sept
10–15 Sept
$1,345 SGD
Show price breakdown
for 5 nights
$1,345 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Harpswell
Cottage with Ocean Views on Pott’s Point
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$2,398 SGD
Show price breakdown
for 5 nights
$2,398 SGD for 5 nights
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Superhost
Superhost
Home in Chebeague Island
Post & beam house on three wooded acres
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$3,311 SGD
Show price breakdown
for 5 nights
$3,311 SGD for 5 nights
Free cancellation
Home in Long Island
500Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
23–30 Aug
23–30 Aug
$11,025 SGD
Show price breakdown
for 7 nights
$11,025 SGD for 7 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Cottage in Long Island
Picturesque Maine water view Long Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
27 Sept – 4 Oct
27 Sept – 4 Oct
$4,633 SGD
Show price breakdown
for 7 nights
$4,633 SGD for 7 nights
Free cancellation
4.82 out of 5 average rating, 50 reviews
4.82 (50)
Superhost
Superhost
Cottage in Harpswell
The Red House - Waterfront cottage with AC!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
28 Aug – 4 Sept
28 Aug – 4 Sept
$8,101 SGD
$7,471 SGD
Show price breakdown
for 7 nights
Weekly discount
Top guest favourite
Guest favourite
Guest house in Scarborough
Smith Cottage Higgins Beach
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$2,132 SGD
$1,713 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 130 reviews
4.98 (130)
Guest favourite
Guest favourite
Cottage in Harpswell
Sunset Saltbox on Basin Cove
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$2,099 SGD
Show price breakdown
for 5 nights
$2,099 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 27 reviews
4.89 (27)
Top guest favourite
Guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Oct
18–23 Oct
$2,584 SGD
Show price breakdown
for 5 nights
$2,584 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 78 reviews
4.99 (78)
Guest favourite
Guest favourite
Home in Portland
Island Getaway, Short ferry ride to Portland
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$2,034 SGD
Show price breakdown
for 5 nights
$2,034 SGD for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$3,276 SGD
Show price breakdown
for 5 nights
$3,276 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Cottage in Harpswell
Old fashion neighborhood near the water.
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$1,926 SGD
Show price breakdown
for 5 nights
$1,926 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 62 reviews
4.95 (62)
Top guest favourite
Guest favourite
Room in Orrs Island
Malaga Island Room
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$708 SGD
Show price breakdown
for 5 nights
$708 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 130 reviews
4.92 (130)
Top guest favourite
Guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
2–7 Jun
2–7 Jun
$2,256 SGD
Show price breakdown
for 5 nights
$2,256 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Home in Yarmouth
Oceanfront Cottage
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
2–9 Jan
2–9 Jan
$7,230 SGD
Show price breakdown
for 7 nights
$7,230 SGD for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Cabin in Freeport
Nature view cabin in the pines w/ full bath - 05
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Aug
19–24 Aug
$3,063 SGD
Show price breakdown
for 5 nights
$3,063 SGD for 5 nights
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Top guest favourite
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$4,017 SGD
$3,410 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 358 reviews
4.96 (358)
1
2
3
4
…
15
