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 Portland
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
Show map
Search results; Over 1,000 homes in Portland
Over 1,000 homes in Portland
Guest favourite
Guest favourite
Flat in Portland
Cozy, Central 2 Bd Apt, Parking with EV charger
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
5–10 Jul
5–10 Jul
$3,075 SGD
Show price breakdown
for 5 nights
$3,075 SGD for 5 nights
,
·
4.86 out of 5 average rating, 506 reviews
4.86 (506)
Top guest favourite
Guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed
1 queen bed
1.5 bathrooms
,
·
1.5 bathrooms
7–12 Jun
7–12 Jun
$923 SGD
$699 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 99 reviews
4.98 (99)
Top guest favourite
Guest favourite
Flat in Portland
Urban Seaside Retreat- East End Overlook Casco Bay
1 bedroom
1 bedroom
1 double bed
,
·
1 double bed
1 bathroom
,
·
1 bathroom
8–13 Jun
8–13 Jun
$2,330 SGD
Show price breakdown
for 5 nights
$2,330 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 150 reviews
4.98 (150)
Top guest favourite
Guest favourite
Room in Portland
Comfy room with Private Bath in 1884 Portland Home
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
7–12 Jun
7–12 Jun
$727 SGD
Show price breakdown
for 5 nights
$727 SGD for 5 nights
Free cancellation
4.87 out of 5 average rating, 76 reviews
4.87 (76)
Top guest favourite
Guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
25–30 Oct
25–30 Oct
$1,770 SGD
$1,604 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 738 reviews
4.94 (738)
Top guest favourite
Guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
21–26 Jun
21–26 Jun
$2,261 SGD
Show price breakdown
for 5 nights
$2,261 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 456 reviews
4.99 (456)
Top guest favourite
Guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
14–19 Jun
14–19 Jun
$2,383 SGD
Show price breakdown
for 5 nights
$2,383 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 205 reviews
4.98 (205)
Top guest favourite
Guest favourite
Home in Portland
Modern & Sunny East End House. Private Parking!
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
7–12 Jun
7–12 Jun
$2,366 SGD
Show price breakdown
for 5 nights
$2,366 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 232 reviews
4.97 (232)
Cabin in Gray
Chickadee Cottage
2 bedrooms
2 bedrooms
4 beds
,
·
4 beds
1 bathroom
,
·
1 bathroom
6–11 Sept
6–11 Sept
$1,785 SGD
Show price breakdown
for 5 nights
$1,785 SGD for 5 nights
Free cancellation
Home in Yarmouth
Sugar Cube: Sweetest home in coastal Maine
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
17–22 Aug
17–22 Aug
$1,788 SGD
$1,321 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in South Portland
Cozy South Portland studio with King bed! REG107
1 bed
1 bed
1 bathroom
,
·
1 bathroom
14–19 Sept
14–19 Sept
$1,734 SGD
Show price breakdown
for 5 nights
$1,734 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 132 reviews
4.98 (132)
Top guest favourite
Guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
20–25 Sept
20–25 Sept
$2,216 SGD
Show price breakdown
for 5 nights
$2,216 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 126 reviews
4.97 (126)
Top guest favourite
Guest favourite
Place to stay in Scarborough
Entire Guest Suite, Secluded Beach Hideaway!
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
5–10 Jul
5–10 Jul
$1,543 SGD
Show price breakdown
for 5 nights
$1,543 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 267 reviews
4.98 (267)
Top guest favourite
Guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
1.5 bathrooms
,
·
1.5 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$5,218 SGD
Show price breakdown
for 5 nights
$5,218 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Guest favourite
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms
2 bedrooms
2 king beds
,
·
2 king beds
2 bathrooms
,
·
2 bathrooms
11–16 Jun
11–16 Jun
$6,693 SGD
Show price breakdown
for 5 nights
$6,693 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 55 reviews
4.95 (55)
Top guest favourite
Guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
2 bedrooms
2 bedrooms
2 queen beds
,
·
2 queen beds
1 bathroom
,
·
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,390 SGD
Show price breakdown
for 5 nights
$2,390 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 566 reviews
4.97 (566)
Top guest favourite
Guest favourite
Flat in Portland
Old Port / Parking / Patio
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
19–24 Oct
19–24 Oct
$2,080 SGD
Show price breakdown
for 5 nights
$2,080 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 820 reviews
4.99 (820)
Top guest favourite
Guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
19–24 Jul
19–24 Jul
$1,951 SGD
Show price breakdown
for 5 nights
$1,951 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 679 reviews
4.93 (679)
Top guest favourite
Guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms
4 bedrooms
4 beds
,
·
4 beds
2 bathrooms
,
·
2 bathrooms
25–30 Oct
25–30 Oct
$3,110 SGD
$2,814 SGD
Show price breakdown
for 5 nights
Free cancellation
4.96 out of 5 average rating, 273 reviews
4.96 (273)
1
2
3
4
…
15