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Search results; Over 1,000 homes in Castletown

Hostel in Castletown
Portland Outdoor Centre Bunkhouse/Hostel Room 9
1 bedroom, 4 beds, 1 private bathroom
4–9 Oct, Business host
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4.33 out of 5 average rating, 33 reviews
Guest favourite
Room in Portland
Double room near to Chesil Cove beach
Individual host
5–10 Oct
4.89 out of 5 average rating, 612 reviews
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, 338 reviews
Guest favourite
Home in Dorset
Sunset Cottage
Business host
4–9 Oct
4.91 out of 5 average rating, 77 reviews
Top guest favourite
Cabin in Dorset
Calm Seas Cabin
Individual host
21–26 Sept
4.92 out of 5 average rating, 89 reviews
Guest favourite
Townhouse in Dorset
CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞
Individual host
27 Sept – 2 Oct
4.95 out of 5 average rating, 303 reviews
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
Guest favourite
Room in Dorset
Cosy room, the isle of Portland
Individual host
24–29 Sept
4.78 out of 5 average rating, 119 reviews
Guest favourite
Home in Dorset
Ope Gallery
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Dorset
Beautiful cottage with sea views & sunsets
Individual host
27 Sept – 2 Oct
4.92 out of 5 average rating, 64 reviews
Guest favourite
Home in Dorset
Spring Gardens - a Georgian stone villa by the sea
Individual host
22–27 Sept
5.0 out of 5 average rating, 7 reviews
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
Guest favourite
Cottage in Dorset
Chesil Cove Holiday Cottage
Individual host
2–7 Nov
4.89 out of 5 average rating, 197 reviews
Guest favourite
Guest house in Dorset
Self-catering Chalet with Parking
Individual host
23–28 Sept
4.71 out of 5 average rating, 249 reviews
Guest favourite
Home in Dorset
Mum’s place
Business host
20–25 Sept
4.97 out of 5 average rating, 33 reviews
Guest favourite
Room in Grove
Portland Tranquility and Adventure.
Individual host
20–25 Sept
4.98 out of 5 average rating, 47 reviews
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
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
Guest favourite
Home in Dorset
Sea and Sun
Individual host
3–8 Oct
5.0 out of 5 average rating, 8 reviews