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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The Old Portland Courthouse - Fortuneswell

The Old Portland Courthouse is a Grade II listed converted house situated in Fortuneswell, Portland in Dorset with antique furnishings and sea views. The house can sleep 8 people in...

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  • From £944
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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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Alpen Rose Cottage - Easton

A restored traditional fisherman’s cottage situated on the Isle of Portland.

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  • From £458
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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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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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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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Sunrise Hill - Castletown

Sunrise Hill is an excellent apartment perched on the coast in Castletown, Portland. Hosting one double bedroom, along with a bathroom, this property sleeps up to two guests. There is...

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  • From £364
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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
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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Jurassic Coast House - Fortuneswell

Located in a stunning residential development, The Officer’s Field, Jurassic Coast House was originally built to house athletes during the 2012 Olympic sailing events and situated on the edge of...

Secure your 2021 Dorset Holiday Cottage holiday cottage with just a 30% deposit
  • From £751

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