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
$1,825 SGD
Show price breakdown
for 5 nights
$1,825 SGD for 5 nights
,
·
4.95 out of 5 average rating, 333 reviews
4.95 (333)
Guest favourite
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 132 reviews
4.93 (132)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
12–17 Jul
12–17 Jul
$1,448 SGD
$1,216 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Cumberland
Cozy 1BR Near Portland, Freeport & Maine’s Coast
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,295 SGD
Show price breakdown
for 5 nights
$1,295 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
13–18 Dec
13–18 Dec
$1,797 SGD
Show price breakdown
for 5 nights
$1,797 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
4.99 out of 5 average rating, 463 reviews
4.99 (463)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$2,341 SGD
Show price breakdown
for 5 nights
$2,341 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in New Gloucester
Cozy Winter Suite & Hot Tub
4.91 out of 5 average rating, 57 reviews
4.91 (57)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,609 SGD
$1,426 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Yurt in Cumberland
Tree Yurt
4.93 out of 5 average rating, 202 reviews
4.93 (202)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
Toilet with sink
Toilet with sink
12–17 Jul
12–17 Jul
$914 SGD
Show price breakdown
for 5 nights
$914 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Windham
Maine Vacation Home on the Water
5.0 out of 5 average rating, 57 reviews
5.0 (57)
,
·
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$6,106 SGD
Show price breakdown
for 5 nights
$6,106 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
4.98 out of 5 average rating, 119 reviews
4.98 (119)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
Toilet with sink
Toilet with sink
13–18 Jul
13–18 Jul
$675 SGD
Show price breakdown
for 5 nights
$675 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Flat in New Gloucester
Golden Summer Suite & Hot Tub
4.93 out of 5 average rating, 42 reviews
4.93 (42)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,956 SGD
$1,607 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 186 reviews
4.98 (186)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,980 SGD
Show price breakdown
for 5 nights
$1,980 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Naples
Trickey Moose Family Retreat | Fire Pit Kayaks
4.94 out of 5 average rating, 67 reviews
4.94 (67)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,708 SGD
Show price breakdown
for 5 nights
$3,708 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Jul
8–13 Jul
$1,223 SGD
Show price breakdown
for 5 nights
$1,223 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
4.94 out of 5 average rating, 274 reviews
4.94 (274)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,275 SGD
Show price breakdown
for 5 nights
$3,275 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 271 reviews
4.96 (271)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$648 SGD
Show price breakdown
for 5 nights
$648 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Tiny home in Pownal
Cottage at Maine Mystic Gardens
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Oct
14–19 Oct
$1,323 SGD
$1,159 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 178 reviews
4.99 (178)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$3,807 SGD
Show price breakdown
for 5 nights
$3,807 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
4.98 out of 5 average rating, 123 reviews
4.98 (123)
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$1,616 SGD
Show price breakdown
for 5 nights
$1,616 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Freeport
Aynsley-A short walk to shops and has Wifi
4.98 out of 5 average rating, 64 reviews
4.98 (64)
,
·
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
19–24 Jul
19–24 Jul
$891 SGD
Show price breakdown
for 5 nights
$891 SGD for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15