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Large holiday cottages and group getaways in Dorset

Looking for a group holiday in Dorset? These large cottages can be found near a thousand-year-old castle, nestled in the countryside or near the coast. We also have a series of smaller cottages, located next to one another, also perfect for group bookings.

The cosy sitting room at Portland House, Weymouth, Dorset

Portland House, Weymouth 

A glitzy Art-Deco villa based on Dorset's coastline, but with a very Mediterranean feel. Sleeps 12.

Westwood Farm, Harman's Cross

The exterior of Westwood Farm, Dorset

Westwood Farm, Harman's Cross 

Set on a working cattle and sheep farm, this rustic farmhouse is close to Corfe Castle and the South West Coast Path. Westwood Farm sleeps 8, but the cottage can also be booked with The Cheese House, which sleeps a further 2 guests.

The sitting room at The Cheese House on Westwood Farm, Dorset

The Cheese House, Harman's Cross 

Attached to the farmhouse by an open loggia, this charming cottage is thought to have been once used as the Cheese House and dairy for Westwood Farm. Today it's a snug and cosy cottage for 2.

Beach & Oak Cottage, Bridport

The picnic bench outside Beech Cottage, Dorset

Beech Cottage 

Part of a thatched farmhouse, this cottage offers a scenic country stay on the Golden Cap. Beech Cottage can sleep 5 and neighbouring Oak Cottage can sleep a further 4 guests.

The exterior of Oak Cottage, Dorset

Oak Cottage 

Next door to Beech Cottage you'll find Oak Cottage. These thatched holiday cottages sit on the site of a former hamlet. Oak Cottage sleeps 4.

Elm & Ash Cottage, Bridport

The exterior of Elm Cottage, nr Bridport, Dorset

St Gabriel's Elm Cottage 

Deep in the Dorset countryside with views of the coast, is this pretty thatched cottage. This cottage sleeps 5 and neighbouring Ash Cottage sleeps an additional 3 guests.

Ash Cottage, Dorset

Ash Cottage 

Next to Elm you can find Ash Cottage, which sleeps an additional 3 guests. From here, explore the famous market town of Bridport, awash with artists and fantastic local produce.

1 & 2 Heathland Cottages, Corfe Castle

The exterior of 1 Heathland Cottages, Wareham, Dorset

1 Heathland Cottages 

1 and 2 Heathland Cottages are in a group of cottages that were once home to nurses working at a nearby isolation hospital. 1 Heathland Cottage can sleep up to 6 guests and 2 dogs. The neighbouring cottage can sleep a further 8 guests and 2 dogs.

The exterior of 2 Heathland Cottages, Dorset

2 Heathland Cottages 

The neighbouring cottage can sleep a further 8 guests and 2 dogs. Both cottages benefit from amazing views over the Purbeck Hills. The cottages are also at the heart of the Jurassic Coast.

The Currendon Cottages

The exterior of 1 and 2 Currendon Cottages, Dorset

1 Currendon Cottages 

The Currendon Cottages are a pair of former farm workers' cottages with stunning views over Swanage Bay, each sleeps 4 people.

The exterior of 1 and 2 Currendon Cottages, Dorset

2 Currendon Cottages 

The cottages share a garden. To the north of the cottages you'll find a vegetable garden; feel free to ask the gardeners for some fresh produce.

The Brownsea Island Cottages

The exterior of Agent's House, Dorset

Agent's House 

The Brownsea Island Cottages are in an incredible position, just three metres from the water's edge.

The exterior of Custom House, Dorset

Custom House 

The private gardens overlook the island's lagoon, a sanctuary to a vast number of birds.

The exterior of Vineyard Farm Cottage, Wareham, Dorset

Find holiday cottages in Dorset

For quintessentially English villages, rolling hills and prehistoric landscapes, find a holiday cottage in Dorset.