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Search results; Over 1,000 homes in Portland

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Top guest favourite
Home in Dorset
Fair Winds House
2 bedrooms, 2 beds, 1.5 private bathrooms
14–19 Oct
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4.87 out of 5 average rating, 215 reviews
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Top guest favourite
Home in Dorset
Beautiful cottage with sea views & sunsets
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 64 reviews
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Guest favourite
Cottage in Portland
Number 107, Isle of Portland, Dorset
2 bedrooms, 3 beds
4–9 Oct
4.86 out of 5 average rating, 198 reviews
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Guest favourite
Home in Easton
Top To Bottom beautiful cottage heart of Easton
3 bedrooms, 5 beds
27 Sept – 2 Oct
4.93 out of 5 average rating, 222 reviews
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Apartment in Dorset
Spacious and Modern Home
2 bedrooms, 3 beds
4–9 Oct
4.76 out of 5 average rating, 159 reviews
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Shipping container in Portland
The Clifftop Container Coastal Living
1 bedroom, 1 double bed
27 Sept – 2 Oct
4.83 out of 5 average rating, 6 reviews
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Top guest favourite
Room in Dorset
Large light room with sea views
2 beds
30 Sept – 5 Oct
4.93 out of 5 average rating, 135 reviews
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Guest favourite
Townhouse in Dorset
Stylish Townhouse in Portland, Dorset
2 bedrooms, 3 beds
29 Sept – 4 Oct
4.94 out of 5 average rating, 219 reviews
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Guest favourite
Cottage in Dorset
Character cottage close to beach
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.86 out of 5 average rating, 471 reviews
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Guest favourite
Holiday home in Dorset
Chesil Beach Mews House
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.9 out of 5 average rating, 102 reviews
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Guest favourite
Room in Dorset
1st Private room in Shared house mid renovation
1 double bed
8–13 Oct
4.9 out of 5 average rating, 134 reviews
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Guest favourite
Home in Dorset
Sunset Cottage
2 bedrooms, 3 beds
4–9 Oct
4.91 out of 5 average rating, 78 reviews
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Guest favourite
Townhouse in Dorset
Chic and modern townhouse in beautiful Portland
2 bedrooms, 3 beds
5–10 Oct
4.91 out of 5 average rating, 235 reviews
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Guest favourite
Cabin in Dorset
Calm Seas Cabin
1 bedroom, 1 king bed
21–26 Sept
4.92 out of 5 average rating, 89 reviews
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Guest favourite
Guest house in Easton
Characterful 2-bedroom cozy cottage with garden
2 bedrooms, 3 beds
20–25 Sept
4.97 out of 5 average rating, 126 reviews
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Top guest favourite
Cottage in Fortuneswell
Maidenwell Cottage. Near Chesil Beach, Portland
2 bedrooms, 4 beds
30 Sept – 5 Oct
4.99 out of 5 average rating, 339 reviews
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Flat in Dorset
Fortunes Retreat
1 bedroom, 1 king bed
27 Sept – 2 Oct
4.73 out of 5 average rating, 56 reviews
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Guest favourite
Home in Dorset
1GB Wifi | SuperKing bed | Sport TV | Washer/Dryer
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
Room in Portland
Pleasant en-suite room close to Chesil beach
1 double bed
28 Sept – 3 Oct
4.99 out of 5 average rating, 76 reviews