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
Price
Type of place
Show map
Search results; Over 1,000 homes in Portland
Over 1,000 homes in Portland
Top guest favourite
Guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
,
·
1 private bathroom
29 Oct – 3 Nov
29 Oct – 3 Nov
$1,680 SGD
Show price breakdown
for 5 nights
$1,680 SGD for 5 nights
,
·
5.0 out of 5 average rating, 483 reviews
5.0 (483)
Guest favourite
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews
4.93 (137)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$1,425 SGD
Show price breakdown
for 5 nights
$1,425 SGD 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, 183 reviews
4.99 (183)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$3,706 SGD
Show price breakdown
for 5 nights
$3,706 SGD for 5 nights
Free cancellation
Flat in Portland
A quintessential Portland getaway.
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$2,378 SGD
Show price breakdown
for 5 nights
$2,378 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Portland
Walton Home
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$3,960 SGD
Show price breakdown
for 5 nights
$3,960 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews
4.99 (221)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Oct
19–24 Oct
$1,361 SGD
Show price breakdown
for 5 nights
$1,361 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Portland
Old Port Gem- 2 BR Loft/418 Fore St
4.94 out of 5 average rating, 16 reviews
4.94 (16)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$3,805 SGD
Show price breakdown
for 5 nights
$3,805 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 214 reviews
4.97 (214)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$1,957 SGD
Show price breakdown
for 5 nights
$1,957 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
4.92 out of 5 average rating, 217 reviews
4.92 (217)
,
·
1 bedroom
1 bedroom
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
8–13 Aug
8–13 Aug
$601 SGD
Show price breakdown
for 5 nights
$601 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
4.97 out of 5 average rating, 580 reviews
4.97 (580)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,407 SGD
Show price breakdown
for 5 nights
$2,407 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$1,761 SGD
Show price breakdown
for 5 nights
$1,761 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 116 reviews
5.0 (116)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Oct – 4 Nov
30 Oct – 4 Nov
$1,099 SGD
Show price breakdown
for 5 nights
$1,099 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
20–25 Dec
20–25 Dec
$852 SGD
$771 SGD
Show price breakdown
for 5 nights
Book early to save
Pay $0 today
Free cancellation
Home in Westbrook
Cozy Cape in the Brook
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$2,187 SGD
Show price breakdown
for 5 nights
$2,187 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
4.88 out of 5 average rating, 362 reviews
4.88 (362)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Nov
4–9 Nov
$1,065 SGD
$968 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Chic Portland Penthouse, 2BR
4.98 out of 5 average rating, 146 reviews
4.98 (146)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$4,433 SGD
Show price breakdown
for 5 nights
$4,433 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
5.0 out of 5 average rating, 43 reviews
5.0 (43)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
2–7 Nov
2–7 Nov
$6,081 SGD
Show price breakdown
for 5 nights
$6,081 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
Cozy & Comfortable apartment in a perfect location
4.97 out of 5 average rating, 619 reviews
4.97 (619)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,554 SGD
$1,425 SGD
Show price breakdown
for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Apartment in Portland
Mary J. Eastburn House - Baxter Suite
5.0 out of 5 average rating, 146 reviews
5.0 (146)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$3,133 SGD
Show price breakdown
for 5 nights
$3,133 SGD for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15