Portland Holiday Search

Find your perfect Portland Cottage

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Delimara - Easton

Delimara is a charming, detached cottage set in a quiet cul-de-sac in Easton on the Isle of Portland. The cottage is well equipped and is the ideal base for a...

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  • From £331
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Sunset Lodge - Fortuneswell

Sunset Lodge is a modern contemporary apartment situated in Fortuneswell in Portland in Dorset and benefits from the sea-facing balcony. The cottage can sleep 6 people in 2 king-size double...

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  • From £486
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Portland View - Portland Bill

Portland View is a two-bedroom apartment located on the Isle of Portland with sea views from the balcony and perfect for those that love walking and the outdoors. With everything...

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  • From £450
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The View - Fortuneswell

The View is a terraced house situated on the Isle of Portland near to the town of Weymouth in Dorset and benefits from fantastic scenery along Chesil beach towards Lyme...

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  • From £596
Cosy up by the wood burner in the living room
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Chesil Lookout - Fortuneswell

Situated on a one-way street, the house enjoys panoramic views over Chesil Cove to Clay Ope and Chesil Beach. Reached via a causeway from Weymouth, the Isle of Portland is...

Secure your 2021 Portland holiday cottage with just a 33.3% deposit when booking 9 weeks or more in advance.
  • From £619
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Bowman’s Cottage - Wakeham

Charming stone-built cottage scrupulously modernised and located close to Church Ope Cove

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  • From £385
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Little Lodge - Wakeham

Little Lodge is a charming semi-detached property resting in the Pennsylvania Castle Estate on the Isle of Portland. Hosting one double bedroom, along with a bathroom, this property can sleep...

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  • From £467
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Panoramic View - Castletown

Located on the rugged and beautiful Isle of Portland, Panoramic View is a well presented, modern apartment benefiting from an onsite indoor swimming pool and gym. This bright and airy...

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  • From £423
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Unicorn - Fortuneswell

Unicorn is a traditional terraced cottage situated in Fortuneswell on the Isle of Portland in Dorset and is a short walk from Chesil Beach. The cottage can sleep 4 people...

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  • From £418
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Quarry Trails - Easton

Quarry Trails is a modern terraced house situated in Portland in Dorset and benefits from an exceptionally spacious and bright interior. The house can sleep 5 people in 1 king-size...

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  • From £496
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Charlton House - Easton

Charlton House situated on the Isle of Portland near Weymouth in Dorset can sleep six people in three bedrooms, 2 x double and 1 x twin and a family bathroom....

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  • From £496
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For Your View Only - Portland Bill

For your view only is a superb apartment resting within Portland Bill. It comes with a super-king-size bed with en-suite shower, a double and a twin, together sleeping up to...

Secure your 2021 Portland holiday cottage with just a 30% deposit
  • From £496

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