Dorset Retreats for October Half Term

Watch summer fade into autumn from the comfort of a self-catering cottage in Dorset. We  have a wide range of cottages peppered across Dorset of all different shapes and sizes available for an unforgettable autumn. Spend your days exploring Dorset from country to coast, treading golden leaves and breathing crisp air, and then when you're ready return to your home-from-home together. 

Country walks under rust-coloured canopies following forest trails of red, yellow and orange. Reviving strolls along the coast and empty beaches, waves on the shore sending a shower of salty kisses across your cheeks. Gentle afternoons spent in quiet towns, freed from merry crowds and content in the last of summer's glow. Dorset in October half term is a perfect retreat away from the ebb and flow of everyday life. Find a cottage amongst our portfolio and take your little ones by the hand. A holiday is just around the corner and memories ready to be made. 

27 self-catering cottages for October half term in Dorset

2 bedroom self catering cottage near the sea near Weymouth, Dorset.


This comfortable semi-detached family home is on the edge of the countryside, yet only three miles from Weymouth with its sandy beaches and historic quay. A 20 minute walk takes yo...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £597

2 bedroom, dog friendly holiday cottage near Dorchester, Dorset.


Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of an Area of Outstanding Natural Beauty, the cot...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £599

View
  • 10% off

    17 Aug 2018 - 24 Aug 2018

    £936.00 £842.40

2 bedroom, rural self catering cottage near Beaminster, Dorset.


With stunning rural views from your deck, and a fabulous open plan interior, Furrow Lodge snuggles into the hillside in the delightful Dorset countryside and offers a real opportun...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £624

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


Lynchet Lodge is a gorgeous open plan cottage, beautifully furnished and equipped to provide all that you need for a relaxing holiday in rural Dorset. The open plan kitchen/dining/...

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

Price per week £624

View
  • 10% off

    24 Aug 2018 - 31 Aug 2018

    £916.50 £824.85

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

2 bedroom, rural self catering cottage near Beaminster, Dorset.


A stunning west Dorset location, amazing rural views and a truly luxurious property, Phoebes House is a hidden gem just a short drive inland from the famous Jurassic Coast. This de...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £631

3 bedroom self catering cottage in Wareham, Dorset.


Wareham is the gateway to the Jurassic Coast, a fabulous base from which to explore the Isle of Purbeck. Just within the ancient Saxon walls of this historic market town, Northgate...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £662

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £705

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


Barn Owls Cottage, a semi-detached cottage converted from an 18th Century stone barn, has retained much of its original character with inset fossils and huge oak beams. The kitchen...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £753

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


This very pretty thatched cottage is in the tranquil historic village of Tolpuddle, surrounded by beautiful countryside and just 15 miles from the World Heritage Jurassic Coast. Wi...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £806

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


This beautiful barn conversion at the heart of a working dairy farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the f...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £811

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

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