Below is a list of holiday cottages in Portland, the list includes Portland self catering cottages, apartments, flats and rentals. The list also includes cottages within 30km of Portland.
| The Upper School |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 2 Low Price: 220 High Price: 575. |
| This property is situated in Bridport, it is located approximately 27.45 km from Portland. The Upper School sleeps a maximum of 4 people and the low season price starts from 220. |
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| Old School Cottage |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 220 High Price: 575. |
| This property is situated in Bridport, it is located approximately 27.45 km from Portland. Old School Cottage sleeps a maximum of 4 people and the low season price starts from 220. |
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| The Lower School |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 220 High Price: 575. |
| This property is situated in Bridport, it is located approximately 27.45 km from Portland. The Lower School sleeps a maximum of 4 people and the low season price starts from 220. |
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| Sunset |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 292 High Price: 360. |
| This property is situated in Bridport, it is located approximately 28.15 km from Portland. Sunset sleeps a maximum of 4 people and the low season price starts from 292. |
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| The Orchard |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 300 High Price: 600. |
| This property is situated in Bridport, it is located approximately 28.25 km from Portland. The Orchard sleeps a maximum of 7 people and the low season price starts from 300. |
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| The Studio |
| Worth Matravers, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 295 High Price: 577. |
| This property is situated in Worth Matravers, it is located approximately 28.66 km from Portland. The Studio sleeps a maximum of 2 people and the low season price starts from 295. |
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| Westcott |
| Swanage/Wareham, Dorset, Hampshire and Wiltshire |
| Sleeps: 2 Low Price: 650 High Price: 1530. |
| This property is situated in Swanage/Wareham, it is located approximately 28.68 km from Portland. Westcott sleeps a maximum of 7 people and the low season price starts from 650. |
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| The Stone Barn |
| Worth Matravers, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 295 High Price: 577. |
| This property is situated in Worth Matravers, it is located approximately 29.05 km from Portland. The Stone Barn sleeps a maximum of 2 people and the low season price starts from 295. |
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| Heytor Loft |
| Blandford Forum, Dorset, Hampshire and Wiltshire |
| Sleeps: 2 Low Price: 210 High Price: 285. |
| This property is situated in Blandford Forum, it is located approximately 29.24 km from Portland. Heytor Loft sleeps a maximum of 3 people and the low season price starts from 210. |
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| Heytor Farm Cottage |
| Blandford Forum, Dorset, Hampshire and Wiltshire |
| Sleeps: 3 Low Price: 420 High Price: 475. |
| This property is situated in Blandford Forum, it is located approximately 29.26 km from Portland. Heytor Farm Cottage sleeps a maximum of 5 people and the low season price starts from 420. |
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