Large Dorset Holiday Cottages

If you are looking to get away with a large family or a group of friends then you will need a larger holiday property. Our Dorset properties can sleep up to 33 guests across 14 bedrooms with many having additional facilities that are perfect for groups. Find your perfect large Swanage holiday cottage below.

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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...

  • From £944
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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...

  • From £575
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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...

  • From £751
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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...

  • From £460
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...

  • From £848
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Barley Mews - Weymouth

Barley Mews is perfect for large families or groups of friends to holiday together in this wonderful location. Weymouth has a wonderful curving arc of golden, sandy beach that has...

  • From £963
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Baytree Lodge - Osmington

Baytree Lodge is a stunning property in the village of Osmington, close to Weymouth. The property has five bedrooms and sleeps ten people. It has 3 x king-size bedrooms, 1...

  • From £1730
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Belmont - Weymouth

With stunning panoramic views of Newton’s Cove, Belmont is a desirable holiday home located very close to Nothe Gardens. Favoured by locals and, especially, children who love to explore the...

  • From £1093
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Bridge View - Weymouth

Bridge View is a four-storey harbourside house in Weymouth, Dorset. The property has five bedrooms, 3 x double, 2 x single. Two bathrooms. There is a kitchen, dining area and...

  • From £963
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Gone Fishing - Weymouth

Gone Fishing in Weymouth, Dorset is a four-bedroom Edwardian home. The house can sleep eight people in 1 x king-size, 1 x double, both with en-suite and 2 x twin...

  • From £743

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