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 Isle of 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
Over 1,000 homes
Guest favourite
Guest favourite
Home in Portland
Blue Skies Retreat,Modern house Chesil Beach
2 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
13–18 Sept
13–18 Sept
$1,771 SGD
$1,549 SGD
Show price breakdown
for 5 nights
,
·
4.96 out of 5 average rating, 125 reviews
4.96 (125)
Top guest favourite
Guest favourite
Room in Portland
Light and airy attic room with kitchenette.
4.99 out of 5 average rating, 177 reviews
4.99 (177)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$687 SGD
$597 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Room in Portland
Double room near to Chesil Cove beach
4.89 out of 5 average rating, 599 reviews
4.89 (599)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
4–9 Sept
4–9 Sept
$367 SGD
$313 SGD
Show price breakdown
for 5 nights
Home in Dorset
1 Clarence Road, Portland A home near the sea.
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,431 SGD
Show price breakdown
for 5 nights
$1,431 SGD for 5 nights
Home in Dorset
Pink Cottage • Quirky Coastal Near Chesil Beach
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$1,728 SGD
Show price breakdown
for 5 nights
$1,728 SGD for 5 nights
Guest favourite
Guest favourite
Bungalow in Dorset
Islands Wrest (The Galleon Rm). Pet friendly.
4.95 out of 5 average rating, 238 reviews
4.95 (238)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Sept
5–10 Sept
$729 SGD
$657 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Cottage in Fortuneswell
Maidenwell Cottage. Near Chesil Beach, Portland
4.99 out of 5 average rating, 326 reviews
4.99 (326)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,366 SGD
$1,195 SGD
Show price breakdown
for 5 nights
Superhost
Superhost
Place to stay in Fortuneswell
The Old Dairy Sea View
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$614 SGD
Show price breakdown
for 5 nights
$614 SGD for 5 nights
Guest favourite
Guest favourite
Home in Easton
Top To Bottom beautiful cottage heart of Easton
4.94 out of 5 average rating, 207 reviews
4.94 (207)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,275 SGD
$1,115 SGD
Show price breakdown
for 5 nights
Superhost
Superhost
Home in Easton
Nethercoombe House
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Jul
24–29 Jul
$3,220 SGD
Show price breakdown
for 5 nights
$3,220 SGD for 5 nights
Superhost
Superhost
Apartment in Dorset
Carpe Diem – Portland Retreat
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$1,594 SGD
Show price breakdown
for 5 nights
$1,594 SGD for 5 nights
Guest favourite
Guest favourite
Cottage in Portland, near Weymouth
Mallams
4.85 out of 5 average rating, 33 reviews
4.85 (33)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–30 Nov
23–30 Nov
$605 SGD
Show price breakdown
for 7 nights
$605 SGD for 7 nights
Place to stay in Dorset
Twin spacious bedroom
4.52 out of 5 average rating, 100 reviews
4.52 (100)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$605 SGD
Show price breakdown
for 5 nights
$605 SGD for 5 nights
Guest favourite
Guest favourite
Home in Dorset
1GB Wifi | SuperKing bed | Sport TV | Washer/Dryer
5.0 out of 5 average rating, 43 reviews
5.0 (43)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,704 SGD
Show price breakdown
for 5 nights
$1,704 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Dorset
Large light room with sea views
4.92 out of 5 average rating, 131 reviews
4.92 (131)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$735 SGD
Show price breakdown
for 5 nights
$735 SGD for 5 nights
Superhost
Superhost
Home in Dorset
Portland Stone Cottage on Chesil Beach
4.77 out of 5 average rating, 140 reviews
4.77 (140)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,361 SGD
$1,215 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Place to stay in Portland
Beautiful Modern Room Near the Sea
4.99 out of 5 average rating, 152 reviews
4.99 (152)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$828 SGD
Show price breakdown
for 5 nights
$828 SGD for 5 nights
Guest favourite
Guest favourite
Home in Dorset
Will’s Retreat
5.0 out of 5 average rating, 19 reviews
5.0 (19)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$2,452 SGD
Show price breakdown
for 5 nights
$2,452 SGD for 5 nights
Top guest favourite
Guest favourite
Guest suite in Dorset
The Backhouse, Southwell, Portland
4.86 out of 5 average rating, 203 reviews
4.86 (203)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Sept
3–8 Sept
$645 SGD
Show price breakdown
for 5 nights
$645 SGD for 5 nights
1
2
3
4
…
15