Cottages for the Summer Holidays in Dorset

Our self-catering holiday cottages come in all shapes and sizes for the school summer holidays. Pick your favourite now and get ready to make magical memories. We currently have 3 cottages available for you to choose from. Find your favourite now.Read more

Hunt for fossils along the stunning Jurassic Coast, tuck into a delicious afternoon tea in a cool cafe sourced with local goods, stroll along the coast path or head inland and take up one of the many cycling routes, the choices are boundless. With as many opportunities to relax with the kids as there are to explore, you can piece together your own perfect Dorset experience. Book yourself a self-catering haven to return to at the end of the day and leave feeling refreshed and revived.  

Summer Holiday Homes in Dorset

What's better than spending your summer holiday in Dorset surrounded by the ones you love most? Spending your summer holiday in Dorset surrounded by the ones you love most in a luxury private retreat. At Classic Cottages, we have a wide range in family-friendly holiday cottages, varied in nature and consistent in quality.

To make sure only the best properties make it onto our books, we personally inspect each one. Equipped with a complete inventory, our cottages provide you with an idyllic home-from-home where you can relax as soon as you open the door. Find one to suit you and your family this summer and browse our selection of 3 available cottages in Dorset now. 

Browse from 3 summer holiday cottages in Dorset

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £585

Swallows' Rest

4644

1 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


The sleepy west Dorset countryside awaits you at this cute bolthole for two (plus your four-legged friends). Tucked away at the end of the owners' garden, this converted barn is hi...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £585

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £847

Pebbles

4681

2 bedroom, dog friendly cottage near the beach in West Bay, Dorset.


Situated a short stroll from the dramatic beauty of the Jurassic coastline and the charming harbour at West Bay, Pebbles is a fabulous base for your Dorset holiday. Close to the se...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £847

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £537

The Linhay

2661

1 bedroom cottage near the beach near Bridport, Dorset.


The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £537