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 Cumberland County
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
Over 1,000 homes
Top guest favourite
Guest favourite
Home in Cumberland
Rustic charm close to Portland
2 bedrooms
,
·
3 beds
,
·
2 shared bathrooms
26–31 Jul
26–31 Jul
$1,853 SGD
Show price breakdown
for 5 nights
$1,853 SGD for 5 nights
,
·
4.95 out of 5 average rating, 332 reviews
4.95 (332)
Guest favourite
Guest favourite
Tiny home in Pownal
Cottage at Maine Mystic Gardens
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Oct
14–19 Oct
$1,344 SGD
$1,175 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest favourite
Guest favourite
Flat in New Gloucester
Fresh Spring Suite & Hot Tub
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,760 SGD
Show price breakdown
for 5 nights
$1,760 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 61 reviews
4.89 (61)
Top guest favourite
Guest favourite
Yurt in Cumberland
Tree Yurt
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
Toilet with sink
Toilet with sink
12–17 Jul
12–17 Jul
$929 SGD
Show price breakdown
for 5 nights
$929 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 201 reviews
4.93 (201)
Top guest favourite
Guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$1,634 SGD
Show price breakdown
for 5 nights
$1,634 SGD for 5 nights
4.98 out of 5 average rating, 121 reviews
4.98 (121)
Top guest favourite
Guest favourite
Flat in Lisbon Falls
Charming Victorian farmhouse 1880's bedrooms-2
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
$1,098 SGD
Show price breakdown
for 5 nights
$1,098 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 531 reviews
4.94 (531)
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,297 SGD
Show price breakdown
for 5 nights
$1,297 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Cabin in Oxford
Glamping A-Frame Cabin with Cold Plunge + Hot Tub
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$2,069 SGD
Show price breakdown
for 5 nights
$2,069 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Top guest favourite
Guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,983 SGD
Show price breakdown
for 5 nights
$1,983 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 181 reviews
4.98 (181)
Guest favourite
Guest favourite
Flat in New Gloucester
Golden Summer Suite & Hot Tub
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,831 SGD
$1,568 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Guest favourite
Guest favourite
Flat in Portland
Spacious 1BR w/ In-Unit Laundry
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,881 SGD
$1,609 SGD
Show price breakdown
for 5 nights
Free cancellation
4.91 out of 5 average rating, 134 reviews
4.91 (134)
Guest favourite
Guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
13–18 Dec
13–18 Dec
$1,800 SGD
Show price breakdown
for 5 nights
$1,800 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Flat in New Gloucester
Cozy Winter Suite & Hot Tub
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,694 SGD
$1,522 SGD
Show price breakdown
for 5 nights
Free cancellation
4.91 out of 5 average rating, 56 reviews
4.91 (56)
Top guest favourite
Guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,228 SGD
Show price breakdown
for 5 nights
$1,228 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 108 reviews
4.93 (108)
Top guest favourite
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$2,122 SGD
Show price breakdown
for 5 nights
$2,122 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 510 reviews
4.96 (510)
Home in Windham
Lakeside escape in a family-friendly neighborhood.
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,646 SGD
Show price breakdown
for 5 nights
$2,646 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Tiny home in Lewiston
Firefly Cottage at Forest Orchard Farm
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
No bathroom
No bathroom
4–9 Jul
4–9 Jul
$581 SGD
Show price breakdown
for 5 nights
$581 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 47 reviews
4.96 (47)
Top guest favourite
Guest favourite
Cabin in Sebago
Quiet, Cozy Cabin Tucked in the Woods
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Jul
25–30 Jul
$1,689 SGD
Show price breakdown
for 5 nights
$1,689 SGD for 5 nights
4.94 out of 5 average rating, 53 reviews
4.94 (53)
Top guest favourite
Guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,403 SGD
Show price breakdown
for 5 nights
$1,403 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 59 reviews
4.97 (59)
1
2
3
4
…
15