Find My Favourite Dorset Holiday Cottages

The Willows is a one-bedroom Weymouth holiday cottage ideal for couples or solo travellers. It is set on our working farm in Dorset overlooking the Fleet Lagoon and the mighty Jurassic Coastline. It is also ideal for walkers, cyclists, and people who just want to escape to the peace and tranquillity of the Dorset countryside.

Rampisham Hill Farm Barn sits in an Area of Outstanding Natural Beauty on a working sheep farm near Hooke in Dorset, & the rural cottage promises beautiful views, spacious outdoor areas, an open fire, fresh farm eggs, contemporary comfort, open-plan design, serenity & access to the Jurassic Coast.

Discover The Old School House for unforgettable self-catering holidays in Dorset. This converted Victorian school in Piddletrenthide seamlessly blends historic charm with modern comfort. Relax by the wood-burning stove, enjoy a reading room, and savour meals in the bright kitchen/diner. Three well-presented bedrooms include an en-suite double, a twin, and a skylit single. The family bathroom boasts a bath and a separate shower. Charming gardens and proximity to Dorchester and the Jurassic Coast make this pet-friendly cottage an ideal choice. Explore the full description for an enticing getaway.

One of a group of Grade II-listed holiday homes tastefully restored in the peaceful hamlet of Coombe Keynes, Dorset, Odd Nod Cottage is a picturesque thatched coastal cottage amidst an Area of Outstanding Natural Beauty with three first-floor bedrooms and a large lawned garden.

Explore Dovecot Cottage, a quality holiday home in the sleepy coastal village of Portesham in Dorset. This charming retreat boasts an open-plan living space, a delightful garden room, and a secure patio garden, ideal for relaxation and pets. Discover hidden gems like Abbotsbury Subtropical Gardens and Chesil Beach on the stunning Jurassic Coastline. With allocated parking, proximity to Weymouth and Dorchester, and local amenities, it's the perfect choice for cottage holidays in Dorset. Immerse yourself in tranquillity—view our full description for an unforgettable Dorset holiday!

Under Acre Cottage is a charming chocolate box cottage nestled among the Cranborne AONB in Winterborne Whitechurch. The Grade II listed 16th-century rural cottage boasts a thatched roof & more original features, plus a lovely garden with countryside views, open fire and access to the Dorset coast.

Drackenorth Lodge is a large and impressive rural holiday home in Hooke. The Lodge sleeps eight and is finished to a very high standard. It offers multiple furnished outdoor spaces, a light-filled open-plan layout with exposed beams, and an upside-down design. This converted barn has beautiful village views and the Dorset countryside.

Greenwich Cottage is a stylish, home-from-home character cottage in the West Dorset village of Chideock on the Jurassic Coast. It sleeps up to 3 and is perfect for a romantic or small family getaway within walking distance to 3 excellent pubs and the beach at Seatown.

This comfortable family cottage on a working farm near Beaminster sleeps six in two bedrooms. It has a sunny conservatory, cosy spaces, farm-fresh eggs, and an open fire. The farm lies on the borders of Dorset and Somerset, within easy reach of Beaminster and the Jurassic Coast.