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Search results; Over 1,000 homes in Castletown

Hostel in Castletown
Portland Outdoor Centre Bunkhouse/Hostel Room 11
1 bedroom, 4 beds, 1 private bathroom
22–27 Aug
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4.6 out of 5 average rating, 55 reviews
Top guest favourite
Room in Portland
Double room near to Chesil Cove beach
1 double bed, 1 bathroom
23–28 Sept
4.89 out of 5 average rating, 608 reviews
Top guest favourite
Cottage in Fortuneswell
Maidenwell Cottage. Near Chesil Beach, Portland
2 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 333 reviews
Home in Dorset
Sea and Sun
3 bedrooms, 3 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Bungalow in Dorset
Islands Wrest (The Galleon Rm). Pet friendly.
1 bed, 1 bathroom
24–29 Sept
4.95 out of 5 average rating, 249 reviews
Guest favourite
Room in Fortuneswell
The Old Dairy Sea View
1 double bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 7 reviews
Home in Grove
The Grove | Cosy Coastal Cottage
2 bedrooms, 2 double beds, 1 bathroom
22–27 Aug
New place to stay
Guest favourite
Home in Dorset
Spring Gardens - a Georgian stone villa by the sea
6 bedrooms, 16 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Townhouse in Dorset
CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞
3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 296 reviews
Guest favourite
Home in Easton
Top To Bottom beautiful cottage heart of Easton
3 bedrooms, 5 beds, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 214 reviews
Guest favourite
Home in Dorset
Fair Winds House
2 bedrooms, 2 double beds, 1.5 bathrooms
14–19 Oct
4.86 out of 5 average rating, 205 reviews
Home in Dorset
Ope Gallery
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Dorset
Twin room + breakfast, Olympic Village, Portland
2 single beds, 1 bathroom
27 Oct – 1 Nov
4.95 out of 5 average rating, 143 reviews
Guest favourite
Home in Dorset
April's Cottage, sea views close to Chesil Beach
1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
4.92 out of 5 average rating, 270 reviews
Guest favourite
Home in Dorset
Spacious 'Midway' by the Sea in Fortuneswell
3 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.86 out of 5 average rating, 37 reviews
Top guest favourite
Cabin in Dorset
Calm Seas Cabin
1 bedroom, 1 king bed, 1 bathroom
31 Aug – 5 Sept
4.92 out of 5 average rating, 85 reviews
Place to stay in Portland
En-suite room w/ king bed on the Jurassic Coast
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Nov
4.88 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Fortuneswell
Cove Garden Cottage with enclosed sea view garden
2 bedrooms, 3 beds, 1 bathroom
18–23 Dec
4.88 out of 5 average rating, 160 reviews
Superhost
Home in Easton
Nethercoombe House
4 bedrooms, 4 beds, 1.5 bathrooms
15–20 Aug