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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, 604 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, 332 reviews
Guest favourite
Home in Dorset
Fair Winds House
2 bedrooms, 2 double beds, 1.5 bathrooms
30 Sept – 5 Oct
4.86 out of 5 average rating, 201 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
Guest favourite
Flat in Dorset
Chesil Beach View
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Guest favourite
Townhouse in Dorset
Chic and modern townhouse in beautiful Portland
2 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
4.91 out of 5 average rating, 232 reviews
Guest favourite
Cottage in Dorset
Chesil Cove Holiday Cottage
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.89 out of 5 average rating, 193 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, 35 reviews
Guest favourite
Flat in Fortuneswell
Cobblers retreat
1 double bed, 1 bathroom
23–28 Sept
4.8 out of 5 average rating, 180 reviews
Guest favourite
Home in Dorset
Charming Portland house with sea and sunset views
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.94 out of 5 average rating, 122 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, 269 reviews
Guest favourite
Room in Fortuneswell
The Old Dairy Sea View
1 double bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 6 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, 142 reviews
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, 293 reviews
Guest favourite
Room in Dorset
Cosy room, the isle of Portland
1 bed, 1 bathroom
7–12 Sept
4.78 out of 5 average rating, 104 reviews
Guest favourite
Townhouse in Dorset
Stylish Townhouse in Portland, Dorset
2 bedrooms, 3 beds, 1.5 bathrooms
21–26 Sept
4.93 out of 5 average rating, 211 reviews
Top guest favourite
Room in Dorset
Perfect setting for any occasion
1 king bed, 1 bathroom
8–13 Aug
4.88 out of 5 average rating, 52 reviews
Guest favourite
Tiny home in Portland
Coast - White Stones Studios
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 309 reviews