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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 4
1 bedroom, 6 beds, 1 private bathroom
2–7 Oct, Business host
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4.48 out of 5 average rating, 23 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
Home in Dorset
Sunset Cottage
Business host
4–9 Oct
4.91 out of 5 average rating, 78 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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Top guest favourite
Home in Easton
Modern three-bed townhouse
Individual host
5–10 Jun
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Bungalow in Dorset
The Cavern | Cosy Coastal Studio on Portland
Individual host
26 Sept – 1 Oct
4.93 out of 5 average rating, 205 reviews
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Guest favourite
Home in Dorset
Spacious 'Midway' by the Sea in Fortuneswell
Individual host
26 Sept – 1 Oct
4.86 out of 5 average rating, 44 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, 199 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, 250 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
Townhouse in Dorset
Modern & spacious 'Olympic' House by the sea
Individual host
18–23 Dec
4.98 out of 5 average rating, 130 reviews
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Guest favourite
Cottage in Portland
Pebbles
Business host
10–17 Oct
4.89 out of 5 average rating, 28 reviews
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Guest favourite
Townhouse in Dorset
CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞
Individual host
1–6 Oct
4.95 out of 5 average rating, 305 reviews
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Guest favourite
Townhouse in Dorset
Stylish Townhouse in Portland, Dorset
Individual host
28 Sept – 3 Oct
4.94 out of 5 average rating, 219 reviews
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Top guest favourite
Home in Dorset
Ope Gallery
Individual host
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Grove
The Grove | Cosy Coastal Cottage
Business host
22–27 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Cottage in Dorset
Cosy coastal cottage w/ sea views • Chesil Beach
Individual host
27 Sept – 2 Oct
4.94 out of 5 average rating, 96 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
2-bed house near beach, WPNSA and marina.
Individual host
28 Sept – 3 Oct
4.97 out of 5 average rating, 98 reviews