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
$1,826 SGD
Show price breakdown
for 5 nights
$1,826 SGD for 5 nights
,
·
4.95 out of 5 average rating, 332 reviews
4.95 (332)
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
21–26 Jun
21–26 Jun
$662 SGD
Show price breakdown
for 5 nights
$662 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 117 reviews
4.98 (117)
Guest favourite
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
19–24 Jun
19–24 Jun
$1,209 SGD
Show price breakdown
for 5 nights
$1,209 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 106 reviews
4.93 (106)
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
$1,266 SGD
Show price breakdown
for 5 nights
$1,266 SGD for 5 nights
Pay $0 today
Free cancellation
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
$1,210 SGD
Show price breakdown
for 5 nights
$1,210 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 287 reviews
4.99 (287)
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
23–28 Jun
23–28 Jun
$1,702 SGD
$1,292 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 54 reviews
4.94 (54)
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
12–17 Sept
12–17 Sept
$1,093 SGD
Show price breakdown
for 5 nights
$1,093 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 532 reviews
4.95 (532)
Top guest favourite
Guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$647 SGD
Show price breakdown
for 5 nights
$647 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 267 reviews
4.96 (267)
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
$1,796 SGD
Show price breakdown
for 5 nights
$1,796 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Yurt in Cumberland
Tree Yurt
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
Toilet with sink
Toilet with sink
28 Jun – 3 Jul
28 Jun – 3 Jul
$919 SGD
Show price breakdown
for 5 nights
$919 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 201 reviews
4.93 (201)
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
Toilet with sink
Toilet with sink
21–26 Jun
21–26 Jun
$1,173 SGD
Show price breakdown
for 5 nights
$1,173 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 111 reviews
4.98 (111)
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
21–26 Jun
21–26 Jun
$1,637 SGD
Show price breakdown
for 5 nights
$1,637 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 53 reviews
4.94 (53)
Top guest favourite
Guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$2,361 SGD
Show price breakdown
for 5 nights
$2,361 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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
23–28 Aug
23–28 Aug
$3,508 SGD
$3,173 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 252 reviews
4.96 (252)
Guest favourite
Guest favourite
Tiny home in Casco
Casco Tiny house, and HOT TUB!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Jun
21–26 Jun
$1,103 SGD
$1,017 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 38 reviews
4.95 (38)
Flat in Bridgton
Beautiful Bridgton Apartment
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
22–27 Jun
22–27 Jun
$1,096 SGD
Show price breakdown
for 5 nights
$1,096 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Freeport
Downtown Freeport Barn’acle
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$1,835 SGD
Show price breakdown
for 5 nights
$1,835 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 57 reviews
4.98 (57)
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,256 SGD
Show price breakdown
for 5 nights
$1,256 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 182 reviews
4.98 (182)
Top guest favourite
Guest favourite
Flat in Casco
Country Village Getaway
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Jun
22–27 Jun
$961 SGD
$761 SGD
Show price breakdown
for 5 nights
Free cancellation
4.93 out of 5 average rating, 61 reviews
4.93 (61)
1
2
3
4
…
15