Cottages in Dorset with Family friendly

104 places to stay...
  • Chideock Cottage

    From £400.00
    Chideock Cottage

    Self catering holiday cottage in Chideock near Bridport

  • Yalbury


    From £580.00
    Sleeps 4 | 2 rooms

    Yalbury is a 2 bedroom property set on the relaxing resort of Greenwood Grange in Dorchester. This stylish cottage is perfect for those family breaks away.

  • Willow Tree 1

    Willow Tree 1

    From £600.00
    Lyme Regis
    Sleeps 8 | 4 rooms

    If you’re planning a get together with old friends, or you’re after an escape for the whole family, Willow Tree 1 is a great base for a fun and relaxing break.

  • Whitestones


    From £384.00
    Sleeps 7 | 3 rooms

    Whitestones is a three storey, grade 2 listed terraced house situated in a pedestrianised street close to shops, bars and restaurants.

  • Wessex Ho

    Wessex Ho

    From £384.00
    Sleeps 6 | 3 rooms

    Wessex Ho is a three bedroom property, sleeping up to six people.

  • Wessex


    From £640.00
    Sleeps 4 | 2 rooms

    Wessex is a cosy 2 bedroom property situated near the beautiful town of Dorchester in Dorset.

  • Wellbridge


    From £410.00
    Sleeps 2 | 1 rooms

    Just the setting for that family break in rural Dorset, Wellbridge sits on the Greenwood Grange resort.

  • Weatherbury


    From £580.00
    Sleeps 4 | 2 rooms

    You’ll find Weatherbury on the beautiful Greenwood Grange estate in Dorset.

  • Updown Cottage

    Updown Cottage

    From £695.00
    Sleeps 6

    Featured in The Sunday Times' Britain's 20 Best Cottages March 2008 5* Gold Award from Visit Britain

  • The Retreat

    The Retreat

    From £324.00
    West Lulworth
    Sleeps 4 | 2 rooms

    The Retreat is a charming end of terrace house, situated in the pretty village of West Lulworth, ideally positioned for easy access to the South West Coast Path and Lulworth Cove.