Quirky and Unusual Holiday Cottages in Dorset

Discover unique, unusual and quirky places to stay in Dorset, including locations such as Charmouth, Sturminster Newton, Weymouth, Horton, Corfe Mullen, Salwayash, Duntish, Piddletrenthide, Brewers Quay Harbour, Lulworth Cove, Seatown and Ringstead.

We found 23 quirky and unusual cottages in Dorset:

Quirky holiday cottage, Charmouth

Charmouth, Dorset

Sleeps 2, 1 bedroom, 1 dog

Quirky holiday cottage, Sturminster Newton

Sturminster Newton, Dorset

Sleeps 2, 1 bedroom, 1 dog

Quirky holiday cottage, Weymouth

Weymouth, Dorset

Sleeps 8, 4 bedrooms, 0 dogs

Quirky holiday cottage, Horton

Horton, Dorset

Sleeps 8, 4 bedrooms, 1 dog

Quirky holiday cottage, Corfe Mullen

Corfe Mullen, Dorset

Sleeps 8, 4 bedrooms, 1 dog

Quirky holiday cottage, Salwayash

Salwayash, Dorset

Sleeps 2, 1 bedroom, 1 dog

Quirky holiday cottage, Duntish

Duntish, Dorset

Sleeps 4, 3 bedrooms, 1 dog

Quirky holiday cottage, Piddletrenthide

Piddletrenthide, Dorset

Sleeps 2, 1 bedroom, 0 dogs

Quirky holiday cottage, Blandford Forum (4mls NE)

Blandford Forum (4mls NE), Dorset

Sleeps 5, 3 bedrooms, 1 dog

Quirky holiday cottage, Brewers Quay Harbour

Brewers Quay Harbour, Dorset

Sleeps 7, 4 bedrooms, 1 dog

Quirky holiday cottage, Lulworth Cove

Lulworth Cove, Dorset

Sleeps 8, 4 bedrooms, 1 dog

Quirky holiday cottage, Weymouth

Weymouth, Dorset

Sleeps 6, 3 bedrooms, 2 dogs

Dorset: Jurassic Cliffs, Seaside Smiles, and Timeless England

Dorset is a county that knows how to put on a show, with dramatic cliffs, rolling countryside, and postcard-perfect seaside towns. From the elegant curves of Lulworth Cove to the sandy beaches of Bournemouth, the historic harbour of Weymouth, and the charming streets of Dorchester, there's a wonderful mix of classic coastal fun and peaceful rural escapes. Add in the iconic Jurassic Coast and you've got a landscape that feels both ancient and endlessly inviting.

Away from the shoreline, Dorset is full of gentle surprises. Wander through thatched villages, explore castle ruins, or enjoy long lunches in cosy pubs serving local favourites. Whether you're strolling along the promenade, fossil hunting by the sea, or winding through quiet country lanes, Dorset offers a laid-back charm that makes slowing down feel effortless—especially when your day ends in a delightfully quirky cottage.

Quirky holiday cottage, Seatown

Seatown, Dorset

Sleeps 7, 4 bedrooms, 0 dogs

Quirky holiday cottage, Ringstead

Ringstead, Dorset

Sleeps 4, 2 bedrooms, 2 dogs

Quirky holiday cottage, West Lulworth

West Lulworth, Dorset

Sleeps 6, 3 bedrooms, 0 dogs

Quirky holiday cottage, Beaminster

Beaminster, Dorset

Sleeps 4, 2 bedrooms, 0 dogs

Quirky holiday cottage, Bridport

Bridport, Dorset

Sleeps 2, 1 bedroom, 1 dog

Quirky holiday cottage, Warmwell

Warmwell, Dorset

Sleeps 2, 1 bedroom, 0 dogs

Quirky holiday cottage, Osmington

Osmington, Dorset

Sleeps 3, 2 bedrooms, 1 dog

Quirky holiday cottage, Sandbanks

Sandbanks, Dorset

Sleeps 8, 4 bedrooms, 2 dogs

Quirky holiday cottage, Charmouth

Charmouth, Dorset

Sleeps 8, 4 bedrooms, 0 dogs

Quirky holiday cottage, Burton Bradstock

Burton Bradstock, Dorset

Sleeps 8, 5 bedrooms, 0 dogs

Quirky holiday cottage, Wrackleford

Wrackleford, Dorset

Sleeps 8, 4 bedrooms, 0 dogs