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.

An aerial view of Portland House including the ground floor and first floor terraces, 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

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.

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.

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.

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

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 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.

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.