Portland Holiday Cottages

Find your perfect Portland holiday cottage including pet-friendly Portland holiday cottages. Whether you are looking for a romantic break or a family holiday, we have a great collection of cottages to choose from.
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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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Quarr Cottage - Wakeham

Quarr Cottage is a traditionally-styled cottage sitting in the hamlet of Wakeham on the Isle of Portland, Dorset. The dwelling has two bedrooms consisting of a double and a twin,...

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  • From £394
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Langham Cottage - Fortuneswell

Langahm Cottage is a traditional terraced cottage situated in Fortuneswell, Portland, Dorset and benefits from beautiful sea views. The cottage can sleep 4 people in 1 Super King size double...

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  • From £400
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Boatswain’s Watch - Fortuneswell

Boatswain’s Watch is a lovely semi-detached Victorian cottage resting in Fortuneswell, Dorset. Hosting two bedrooms: one double and one single with a pull-out bed, together sleeping up to four guests....

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  • From £381
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Neptune Cottage - Fortuneswell

Neptune Cottage is a traditional Portland cottage situated in Fortuneswell, Portland, Dorset and benefits from its location on Chesil Beach. The cottage can sleep 5 people in 1 double, 1...

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  • From £444
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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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Cove Cottage Hideaway - Chiswell

Cove Cottage Hideaway is a charming beachfront dwelling resting in Chiswell on the Isle of Portland in Dorset. There is one double bedroom in the property, sleeping two guests, served...

Secure your 2021 Dorset Holiday Cottage holiday cottage with just a 30% deposit
  • From £341
  • Rating Coming Soon
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Spring Rose Cottage - Fortuneswell

Spring Rose Cottage is a superb property resting in Fortuneswell, Dorset. Here, you will find three bedrooms, comprising of a family bedroom with twin beds and a bunk bed, and...

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  • From £460
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Osprey House Portland - Fortuneswell

Osprey House is a contemporary detached house situated in Fortuneswell in Portland in Dorset boasting second-floor patio terrace. The house can sleep 7 people in 1 single, 1 twin, 1...

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  • From £575
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Olympic Cottage - Fortuneswell

Olympic Cottage is a contemporary residential cottage situated in Fortuneswell, Portland in Dorset close to the beach and welcomes 1 dog. The cottage can sleep 4 people in a king-size...

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  • From £467
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21 Court Barton - Weston

21 Court Barton is a charming semi-detached cottage resting in Weston on the Isle of Portland, Dorset. Hosting three bedrooms, including a king-size, a twin and a single, along with...

Secure your 2021 Dorset Holiday Cottage holiday cottage with just a 30% deposit
  • From £331

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