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Search results; Over 1,000 homes in Castletown

Hostel in Castletown
Portland Outdoor Centre Bunkhouse/Hostel Room 10
1 bedroom, 6 beds, 1 private bathroom
24–29 Jul
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4.32 out of 5 average rating, 25 reviews
Top guest favourite
Room in Portland
Double room near to Chesil Cove beach
1 double bed, 1 bathroom
4–9 Sept
4.89 out of 5 average rating, 599 reviews
Top guest favourite
Cottage in Fortuneswell
Maidenwell Cottage. Near Chesil Beach, Portland
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 326 reviews
Top guest favourite
Townhouse in Dorset
CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞
3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
4.95 out of 5 average rating, 289 reviews
Guest favourite
Home in Dorset
Dory Cottage - Chesil Beach View
3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Dorset
Chesil Beach View
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Room in Portland
Light and airy attic room with kitchenette.
2 beds, 1 bathroom
25–30 Aug
4.99 out of 5 average rating, 177 reviews
Guest favourite
Home in Dorset
C Side House
4 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
4.91 out of 5 average rating, 22 reviews
Guest favourite
Home in Dorset
Sunset Cottage
2 bedrooms, 3 beds, 1 bathroom
29 Aug – 4 Sept
4.9 out of 5 average rating, 68 reviews
Guest favourite
Bungalow in Dorset
Islands Wrest (The Galleon Rm). Pet friendly.
1 bed, 1 bathroom
5–10 Sept
4.95 out of 5 average rating, 238 reviews
Guest favourite
Room in Dorset
Twin room + breakfast, Olympic Village, Portland
2 single beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 141 reviews
Home in Dorset
Beautiful home in Portland by the beach, sleeps 6!
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Cottage in Dorset
Cosy coastal cottage w/ sea views • Chesil Beach
3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 89 reviews
Guest favourite
Room in Dorset
2nd Private room in Shared house mid renovation
1 bed, 2 bathrooms
20–25 Jul
4.9 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Dorset
Beach Views Cottage, Portland - Stunning & Cosy
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.99 out of 5 average rating, 74 reviews
Guest favourite
Home in Dorset
Spring Gardens - a Georgian stone villa by the sea
6 bedrooms, 16 beds, 3.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Easton
Nethercoombe House
4 bedrooms, 4 beds, 1.5 bathrooms
24–29 Jul
Guest favourite
Home in Dorset
Mum’s place
4 bedrooms, 6 beds, 1 bathroom
13–18 Jul
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Place to stay in Portland
Beautiful Modern Room Near the Sea
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 152 reviews