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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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Guest favourite
Room in Portland
Double room near to Chesil Cove beach
1 double bed, 1 bathroom
1–6 Nov
4.89 out of 5 average rating, 612 reviews
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Guest favourite
Cottage in Portland
Number 107, Isle of Portland, Dorset
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.86 out of 5 average rating, 197 reviews
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Guest favourite
Home in Easton
Top To Bottom beautiful cottage heart of Easton
3 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 222 reviews
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Top guest favourite
Bungalow in Dorset
The Galleon: Coastal Studio & Conservatory
1 king bed, 1 bathroom
25–30 Sept
4.95 out of 5 average rating, 257 reviews
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Room in Dorset
Cosy room, the isle of Portland
1 bed, 1 bathroom
24–29 Sept
4.76 out of 5 average rating, 128 reviews
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Guest favourite
Home in Dorset
Sunset Cottage
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.91 out of 5 average rating, 78 reviews
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Guest favourite
Home in Dorset
Sea and Sun
3 bedrooms, 3 beds, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Cottage in Fortuneswell
Maidenwell Cottage. Near Chesil Beach, Portland
2 bedrooms, 4 beds, 1 bathroom
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
3 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.86 out of 5 average rating, 471 reviews
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Guest favourite
Townhouse in Dorset
Chic and modern townhouse in beautiful Portland
2 bedrooms, 3 beds, 1.5 bathrooms
5–10 Oct
4.91 out of 5 average rating, 235 reviews
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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, 275 reviews
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Guest favourite
Bungalow in Dorset
The Cavern | Cosy Coastal Studio on Portland
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.93 out of 5 average rating, 205 reviews
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Top guest favourite
Room in Dorset
Large light room with sea views
2 beds, 1 bathroom
30 Sept – 5 Oct
4.93 out of 5 average rating, 135 reviews
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Superhost
Cottage in Dorset
Chiswell Cottage a large family nr WPNSA & Beach
4 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.89 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Dorset
2-bed house near beach, WPNSA and marina.
2 bedrooms, 4 beds, 1.5 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 98 reviews
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Top guest favourite
Home in Dorset
Ope Gallery
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Flat in Fortuneswell
Cobblers retreat
1 double bed, 1 bathroom
26 Sept – 1 Oct
4.8 out of 5 average rating, 183 reviews
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Guest favourite
Home in Dorset
Charming Portland house with sea and sunset views
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 127 reviews