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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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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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...

Secure your 2021 Dorset Holiday Cottage holiday cottage with just a 30% deposit
  • From £450
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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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The Old Council Chamber - Fortuneswell

The Old Council Chamber is a delightful second-floor apartment lying in the village of Fortuneswell on the Isle of Portland in Dorset. Hosting one king-size bedroom along with a shower...

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  • From £328
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St Johns View - Fortuneswell

St Johns View is a contemporary detached house situated in Fortuneswell in Portland in Dorset with sea views. The house can sleep 4 people in a king-size double with en-suite...

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  • From £417
Exterior | Jurassica House, Portland
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Jurassica House - Fortuneswell

Jurassica House is part of our Olympic legacy, home to the Swedish sailing team during the sailing events in 2012. A great location for water sports enthusiasts, walkers, cyclists, rock...

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  • From £848
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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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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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Schooner Cottage - Chiswell

Schooners Cottage is a refreshing Georgian terraced cottage set in the quaint village of Fortuneswell, Dorset. Hosting three bedrooms: one first floor double, one second-floor double and one second-floor day...

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  • From £465
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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...

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  • From £331
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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....

Secure your 2021 Dorset Holiday Cottage holiday cottage with just a 30% deposit
  • From £496

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