Portland Holiday Cottages with a swimming pool

Whether you want to relax by them, have fun in them or just want to keep fit all of these Portland Holiday Cottages have either an indoor or outdoor swimming pool. With many being indoor they are a great solution to the British Weather but also have an advantage for those visiting in the Autumn and Winter who want to be able to swim during their visit without the risk of hypothermia!

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167 Ocean Views

167 Ocean Views - Castletown

  • 4

Prices from £284 per week

Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, a location guaranteed to inspire. 167 Ocean Views is a stylishly furnished apartment located on the 4th floor of the development with garden views....

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105 Ocean Views

105 Ocean Views - Castletown

  • 4

Prices from £494 per week

Ocean Views is a luxury seafront development of apartments finished to the highest standard with a state-of-the-art health and fitness centre complete with an indoor swimming pool set in thoughtfully landscaped grounds. The Ocean Views apartments benefit from magnificent views over the official...

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65 Ocean Views

65 Ocean Views - Castletown

  • 4

Prices from £494 per week

Ocean Views is a luxury seafront development of apartments finished to the highest standard with a state-of-the-art health and fitness centre complete with an indoor swimming pool set in thoughtfully landscaped grounds. The Ocean Views apartments benefit from magnificent views over the official...

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83 Ocean Views

83 Ocean Views - Castletown

  • 4

Prices from £414 per week

Ocean Views is a luxury seafront development of apartments finished to the highest standard with a state-of-the-art health and fitness centre complete with an indoor swimming pool set in thoughtfully landscaped grounds. The Ocean Views apartments benefit from magnificent views over the official...

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Branscombe Cottage

Branscombe Cottage - Portland Bill

  • 4

Prices from £496 per week

Branscombe Lodge is a cottage in the grounds of the lighthouse. It is set in quiet unspoiled rural countryside and accessed by a private road. Originally it was the paraffin store for the lighthouse but has been converted into an 'upside down' house. The sitting room is upstairs with...

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Stopes Cottage

Stopes Cottage - Portland Bill

  • 4

Prices from £481 per week

Have you ever wanted to stay at a lighthouse? Now you can, right here on Portland. Stopes Cottage is a self-catering cottage attached to the 18th Century lighthouse via a corridor. Stopes Cottage is set in quiet, unspoiled, rural countryside and accessed by a private road. Originally it was a...

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Pennsylvania Castle

Pennsylvania Castle - Wakeham

  • 20

Prices from £7,200 per week

Pennsylvania Castle is a magnificent castle dating back to 1797 resting on a cliff top on Portland and set in stunning grounds with panoramic sea views. It is the perfect location for special occasions, reunions or family holidays. The castle can be hired out exclusively for a relaxing week or...

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The Porthole

The Porthole - Castletown

  • 4

Prices from £344 per week

The Porthole is a holiday apartment at the popular Ocean Views development close to the marina, sailing centre and Chesil Beach on the Isle of Portland on the Dorset coast. Sleeping four, this newly refurbished apartment has great facilities only matched with the on site facilities where you can...

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Olympus Penthouse

Olympus Penthouse - Castletown

  • 4

Prices from £534 per week

The Olympus Penthouse is a two bedroom, fifth floor apartment boasting unrivalled balcony views over the 2012 Olympic Sailing venue and Dorset coastline. Open plan living/kitchen/dining area finished to a stylish and luxurious standard, furnished with two low swivel chairs, a three seater white...

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82 Ocean Views

82 Ocean Views - Castletown

  • 4

Prices from £384 per week

Ocean Views is a luxury seafront development of apartments finished to the highest standard with a state-of-the-art health and fitness centre complete with an indoor swimming pool set in thoughtfully landscaped grounds. The Ocean Views apartments benefit from magnificent views over the official...

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50 Ocean Views

50 Ocean Views - Castletown

  • 4

Prices from £405 per week

50 Ocean Views is a contemporary second floor apartment on the luxurious Ocean Views development in Portland with far reaching sea views over Portland Harbour. Large open plan living areas make it easy to spend time with your loved ones with a private terrace with those breathtaking views. Eating...

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Pennsylvania Castle, Cape Schanck

Pennsylvania Castle, Cape Schanck - Wakeham

  • 6

Prices from £2,592 per week

Pennsylvania Castle, Cape Schanck is your own fairytale getaway in 5 star gold luxury. This 200 year old castle, made from Portland Stone is now welcoming groups and families to enjoy the spectacular grounds, lavish rooms and amazing facilities for the first time. Down the gated, private driveway...

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