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 Castletown
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 Castletown
Over 1,000 homes in Castletown
Hostel in Castletown
Portland Outdoor Centre Bunkhouse/Hostel Room 11
1 bedroom
,
·
4 beds
,
·
1 private bathroom
26–31 Jul
26–31 Jul
$965 SGD
Show price breakdown
for 5 nights
$965 SGD for 5 nights
,
·
4.6 out of 5 average rating, 55 reviews
4.6 (55)
Top guest favourite
Guest favourite
Room in Portland
Double room near to Chesil Cove beach
4.89 out of 5 average rating, 600 reviews
4.89 (600)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
5–10 Sept
5–10 Sept
$348 SGD
$298 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Room in Dorset
1st Private room in Shared house mid renovation
4.9 out of 5 average rating, 127 reviews
4.9 (127)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
20–25 Jul
20–25 Jul
$511 SGD
Show price breakdown
for 5 nights
$511 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Fortuneswell
Cobblers retreat
4.8 out of 5 average rating, 179 reviews
4.8 (179)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$1,060 SGD
Show price breakdown
for 5 nights
$1,060 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Room in Dorset
Double Room + breakfast, Olympic Village, Portland
4.94 out of 5 average rating, 178 reviews
4.94 (178)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$540 SGD
Show price breakdown
for 5 nights
$540 SGD for 5 nights
Top guest favourite
Guest favourite
Cottage in Fortuneswell
Maidenwell Cottage. Near Chesil Beach, Portland
4.99 out of 5 average rating, 328 reviews
4.99 (328)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,363 SGD
$1,201 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Dorset
April's Cottage, sea views close to Chesil Beach
4.92 out of 5 average rating, 266 reviews
4.92 (266)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,184 SGD
$1,039 SGD
Show price breakdown
for 5 nights
Free cancellation
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
31 Jul – 5 Aug
31 Jul – 5 Aug
$826 SGD
Show price breakdown
for 5 nights
$826 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Dorset
Truly a little hideaway near the beach
4.9 out of 5 average rating, 29 reviews
4.9 (29)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,071 SGD
Show price breakdown
for 5 nights
$1,071 SGD for 5 nights
Superhost
Superhost
Bungalow in Dorset
Islands Wrest (The Cavern). Twin/Dbl Rm. Pets ok.
4.94 out of 5 average rating, 192 reviews
4.94 (192)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$799 SGD
$716 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Dorset
Sea View
4.97 out of 5 average rating, 352 reviews
4.97 (352)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$1,425 SGD
Show price breakdown
for 5 nights
$1,425 SGD for 5 nights
Guest favourite
Guest favourite
Cabin in Dorset
Calm Seas Cabin
4.91 out of 5 average rating, 82 reviews
4.91 (82)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$782 SGD
Show price breakdown
for 5 nights
$782 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in Dorset
Perfect setting for any occasion
4.92 out of 5 average rating, 48 reviews
4.92 (48)
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$721 SGD
Show price breakdown
for 5 nights
$721 SGD for 5 nights
Free cancellation
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
$739 SGD
Show price breakdown
for 5 nights
$739 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Room in Dorset
Cosy room, the isle of Portland
4.77 out of 5 average rating, 100 reviews
4.77 (100)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$524 SGD
$461 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Dorset
Chesil Beach View
4.94 out of 5 average rating, 16 reviews
4.94 (16)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$982 SGD
Show price breakdown
for 5 nights
$982 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Dorset
Mum’s place
4.97 out of 5 average rating, 31 reviews
4.97 (31)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
2–7 Sept
2–7 Sept
$2,956 SGD
$2,674 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Home in Dorset
Fisherman’s cottage on Chesil Beach
4.9 out of 5 average rating, 84 reviews
4.9 (84)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,147 SGD
Show price breakdown
for 5 nights
$1,147 SGD for 5 nights
Guest favourite
Guest favourite
Place to stay in Fortuneswell
The Old Dairy Sea View
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$617 SGD
Show price breakdown
for 5 nights
$617 SGD for 5 nights
Free cancellation
1
2
3
4
…
15