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
$1,846 SGD
Show price breakdown
for 5 nights
$1,846 SGD for 5 nights
,
·
4.95 out of 5 average rating, 332 reviews
4.95 (332)
Top guest favourite
Guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
17–22 Sept
17–22 Sept
$1,171 SGD
Show price breakdown
for 5 nights
$1,171 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 534 reviews
4.95 (534)
Home in Yarmouth
Sugar Cube: Sweetest home in coastal Maine
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,894 SGD
Show price breakdown
for 5 nights
$1,894 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Naples
Ricker's Ridge on Long Lake at Ricker's Resort
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–8 Jul
1–8 Jul
$3,087 SGD
Show price breakdown
for 7 nights
$3,087 SGD for 7 nights
Free cancellation
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Top guest favourite
Guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,216 SGD
Show price breakdown
for 5 nights
$1,216 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 288 reviews
4.99 (288)
Guest favourite
Guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,298 SGD
$2,984 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 272 reviews
4.94 (272)
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
$1,678 SGD
$1,442 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
Guest house in Yarmouth
Charming Guest House: Accessible
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,066 SGD
Show price breakdown
for 5 nights
$2,066 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
Toilet with sink
Toilet with sink
27 Jul – 1 Aug
27 Jul – 1 Aug
$678 SGD
Show price breakdown
for 5 nights
$678 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 118 reviews
4.98 (118)
Flat in Cumberland
Cozy 1BR Near Portland, Freeport & Maine’s Coast
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
3–8 Jul
3–8 Jul
$1,394 SGD
$1,260 SGD
Show price breakdown
for 5 nights
Free cancellation
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
$1,231 SGD
Show price breakdown
for 5 nights
$1,231 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 108 reviews
4.93 (108)
Home in Bridgton
Pine Haven Bungalow
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,529 SGD
Show price breakdown
for 5 nights
$1,529 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Room in Freeport
Limoges - A short walk to shops and has Wifi
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Jul
5–10 Jul
$907 SGD
Show price breakdown
for 5 nights
$907 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 211 reviews
4.99 (211)
Top guest favourite
Guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$2,768 SGD
Show price breakdown
for 5 nights
$2,768 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 72 reviews
4.99 (72)
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Jul
8–13 Jul
$1,307 SGD
Show price breakdown
for 5 nights
$1,307 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Old Orchard Beach
Entire home in Old Orchard Beach
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$1,972 SGD
Show price breakdown
for 5 nights
$1,972 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
5–10 Jul
5–10 Jul
$1,314 SGD
Show price breakdown
for 5 nights
$1,314 SGD for 5 nights
4.94 out of 5 average rating, 117 reviews
4.94 (117)
Top guest favourite
Guest favourite
Home in Windham
Maine Vacation Home on the Water
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$6,130 SGD
Show price breakdown
for 5 nights
$6,130 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 57 reviews
5.0 (57)
Top guest favourite
Guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
15–20 Sept
15–20 Sept
$650 SGD
Show price breakdown
for 5 nights
$650 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 268 reviews
4.96 (268)
1
2
3
4
…
15