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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
Bungalow in Dorset
Islands Wrest (The Galleon Rm). Pet friendly.
1 bed, 1 bathroom
24–29 Sept
4.95 out of 5 average rating, 248 reviews
Guest favourite
Home in Dorset
Truly a little hideaway near the beach
1 bedroom, 1 double bed, 1 bathroom
11–16 Jan
4.88 out of 5 average rating, 34 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
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, 608 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, 270 reviews
Guest favourite
Tiny home in Portland
Coast - White Stones Studios
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 310 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, 37 reviews
Superhost
Home in Easton
Nethercoombe House
4 bedrooms, 4 beds, 1.5 bathrooms
15–20 Aug
Top guest favourite
Room in Portland
Light and airy attic room with kitchenette.
2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 182 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, 333 reviews
Guest favourite
Flat in Fortuneswell
Cobblers retreat
1 double bed, 1 bathroom
23–28 Sept
4.8 out of 5 average rating, 182 reviews
Guest favourite
Cottage in Fortuneswell
Cove Garden Cottage with enclosed sea view garden
2 bedrooms, 3 beds, 1 bathroom
18–23 Dec
4.88 out of 5 average rating, 160 reviews
Top guest favourite
Home in Dorset
Sea View
2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.97 out of 5 average rating, 356 reviews
Guest favourite
Townhouse in Dorset
CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞
3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 296 reviews
Guest favourite
Home in Dorset
1GB Wifi | SuperKing bed | Sport TV | Washer/Dryer
3 bedrooms, 4 beds, 1.5 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 47 reviews
Guest favourite
Guest house in Dorset
The Penthouse (Small but mighty)
1 bedroom, 1 double bed, 1 bathroom
1–6 Sept
4.85 out of 5 average rating, 117 reviews
Guest favourite
Cottage in Dorset
Chesil Cove Holiday Cottage
2 bedrooms, 2 beds, 1 bathroom
12–17 Oct
4.89 out of 5 average rating, 194 reviews
Guest favourite
Room in Dorset
Cosy room, the isle of Portland
1 bed, 1 bathroom
20–25 Sept
4.78 out of 5 average rating, 104 reviews