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Search results; Over 1,000 homes in Castletown

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Hostel in Castletown
Portland Outdoor Centre Bunkhouse/Hostel Room 12
1 bedroom, 6 beds, 1 private bathroom
2–7 Oct, Business host
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4.45 out of 5 average rating, 47 reviews
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Guest favourite
Home in Dorset
Sunset Cottage
Business host
4–9 Oct
4.91 out of 5 average rating, 77 reviews
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Top guest favourite
Cottage in Fortuneswell
Maidenwell Cottage. Near Chesil Beach, Portland
Business host
30 Sept – 5 Oct
4.99 out of 5 average rating, 339 reviews
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Guest favourite
Cottage in Dorset
Character cottage close to beach
Individual host
28 Sept – 3 Oct
4.86 out of 5 average rating, 471 reviews
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Guest favourite
Room in Portland
Double room near to Chesil Cove beach
Individual host
1–6 Nov
4.89 out of 5 average rating, 612 reviews
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Guest favourite
Guest house in Dorset
Self-catering Chalet with Parking
Individual host
28 Sept – 3 Oct
4.71 out of 5 average rating, 249 reviews
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Guest favourite
Room in Dorset
1st Private room in Shared house mid renovation
Individual host
8–13 Oct
4.9 out of 5 average rating, 134 reviews
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Top guest favourite
Bungalow in Dorset
The Galleon: Coastal Studio & Conservatory
Individual host
23–28 Sept
4.95 out of 5 average rating, 257 reviews
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Guest favourite
Cabin in Dorset
Calm Seas Cabin
Individual host
21–26 Sept
4.92 out of 5 average rating, 89 reviews
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Guest favourite
Townhouse in Dorset
CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞
Individual host
29 Sept – 4 Oct
4.95 out of 5 average rating, 305 reviews
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Guest favourite
Cottage in Dorset
Chesil Cove Holiday Cottage
Individual host
2–7 Nov
4.89 out of 5 average rating, 198 reviews
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Room in Dorset
Cosy room, the isle of Portland
Individual host
24–29 Sept
4.76 out of 5 average rating, 128 reviews
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Guest favourite
Home in Dorset
Spring Gardens - a Georgian stone villa by the sea
Individual host
5–10 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Dorset
Pink Cottage • Quirky Coastal Near Chesil Beach
Individual host
22–27 Sept
5.0 out of 5 average rating, 6 reviews
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Townhouse in Dorset
*Luxurious Beach House * Chesil Beach. Sleeps 6
Individual host
27 Sept – 2 Oct
4.54 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Dorset
Ope Gallery
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Room in Grove
Portland Tranquility and Adventure.
Individual host
20–25 Sept
4.98 out of 5 average rating, 47 reviews
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Guest favourite
Townhouse in Dorset
Stylish Townhouse in Portland, Dorset
Individual host
29 Sept – 4 Oct
4.94 out of 5 average rating, 218 reviews
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Guest favourite
Home in Dorset
Mum’s place
Business host
28 Sept – 3 Oct
4.97 out of 5 average rating, 33 reviews