We have a superb selection of self catering cottages in Weymouth and Portland, Dorset.

You will find our self catering accommodation in Weymouth and Portland ranges from apartments to cottages that will suit couples, families and groups of all sizes. And, whether you are looking for a little bit of self catering luxury, quality on a budget, a short break or longer holiday then take a look at Weymouth and Portland listings below.

Wears Farm Holiday Cottages - The Cow Byre, Abbotsbury

Self catering in Dorset, South West England

Set above Abbotsbury village on the World Heritage Coast, these barn conversions, converted in 2009, enjoy far reaching countryside views. Each barn has been individually designed with high ceilings and exposed stone walls. The three holiday properti... more

The Penthouse, 197 Ocean Views, Portland

Self catering in Dorset, South West England

The penthouse is a triplex apartment situated on the seventh floor of a landmark development and boasts fantastic 360 degree views over Portland and the Olympic sailing venue from the glass-encased mezzanine living area.... more

Coastline Cottages - Pebble Cottage, Chickerell

Self catering in Dorset, South West England

Located in a charming and secluded environment on the Jurassic and Heritage coastline, Coastline Cottages have been converted to a high specification and are well-equipped with lovely wood-burning stoves. Each cottage has its own garden area and use... more

23 Nautica, Weymouth

Self catering in Dorset, South West England

' A contemporary apartment in the heart of Weymouth, close to the water... more

36 Ocean Views, Portland

Self catering in Dorset, South West England

A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue... more

83 Ocean Views, Portland

Self catering in Dorset, South West England

A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue... more

65 Ocean Views, Portland

Self catering in Dorset, South West England

A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue... more

Old Milking Parlour, Osmington

Self catering in Dorset, South West England

Situated in a secluded valley on the edge of the ‘picture postcard’ village of Osmington, this comfortable and sympathetically converted holiday cottage lies just a mile from the Heritage coastline of Dorset. Adjoining an old stone barn l... more

82 Ocean Views, Portland

Self catering in Dorset, South West England

A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue... more

Meadow View, Weymouth

Self catering in Dorset, South West England

A renovated 1930’s house with enclosed gardens and ideally based for exploring the Dorset coast... more

52 Ocean Views, Portland

Self catering in Dorset, South West England

'A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue'... more

106 Ocean Views, Portland

Self catering in Dorset, South West England

106 Ocean Views is a fifth floor apartment in a landmark building benefiting from level access and stunning views over the 2012 Olympic sailing venue.... more

2 bedroom cottage, Weymouth

Self catering in Dorset, South West England

WORKING FARM, 130 ACRES, CATTLE AND HORSES This converted semi-detached barn is perfectly positioned to enjoy the delights Dorset has to offer. Approached via a farm lane and overlooking the working farm, guests are welcome to roam the land and see t... more

Wears Farm Holiday Cottages - The Stables, Abbotsbury

Self catering in Dorset, South West England

Set above Abbotsbury village on the World Heritage Coast, these barn conversions, converted in 2009, enjoy far reaching countryside views. Each barn has been individually designed with high ceilings and exposed stone walls. The three holiday properti... more

Cove View, Weymouth

Self catering in Dorset, South West England

A stylish apartment in a newly built development with outstanding environmental features.... more