Portland Holiday Cottages with a Great View

Many of our Portland self-catering cottages have great views with many having sea views which you are never far from on Portland. Find your perfect Portland Holiday Cottage with a view from the selection below.

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Cottage

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...

Secure your 2021 Portland holiday cottage with just a 30% deposit
  • From £465
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Cottage

Castle View - Castletown

Castle View is an end-terrace property resting within Castletown, Portland. It houses two bedrooms, comprising of a double bedroom and a twin bedroom, each using the family bathroom with a...

Secure your 2021 Portland holiday cottage with just a 30% deposit
  • From £408
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Cottage

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 Portland holiday cottage with just a 30% deposit
  • From £331
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Cottage

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...

Secure your 2021 Portland holiday cottage with just a 30% deposit
  • From £460
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Apartment

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...

Secure your 2021 Portland holiday cottage with just a 30% deposit
  • From £423
Exterior | Jurassica House, Portland
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House

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...

Secure your 2021 Portland holiday cottage with just a 30% deposit
  • From £848
Cosy up by the wood burner in the living room
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House

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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Apartment

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 Portland holiday cottage with just a 30% deposit
  • From £450

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