Dorset Retreats in December

Nestle among wild frost-laced countryside, sit back high above the Jurassic Coast as rolling seas stir up a show, or snuggle up in a charming village and wander streets lined with Christmas lights and decorations. However you'd like to spend your Dorset getaway and whoever you'd like to share it with, make your December unforgettable and secure yourself a Classic cottage.Read more

Take your four-legged friend to a dog-friendly cottage and enjoy welly-clad walks through wintry countryside and along quiet beach fronts. Round up your friends and stay in a spacious cottage perfect for groups, relaxing in front of the roaring wood burner and catching up on old times and new. Or, take things up a notch and book yourself and the family a cosy cottage for Christmas, so you can wake up to ultimate luxury in a scenic home-from-home. Whether you would like to savour festive celebrations or simply want to escape for a while and relax, the choice is yours in a Classic cottage. Pour through our portfolio and discover where you could go this December. All of our cottages have been handpicked onto our books; personally inspected and fully equipped so you can experience the finest quality around. 

Choose from 34 Dorset retreats this December

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

7 nights from £421

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design downstairs,...

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

7 nights from £421

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

7 nights from £430

2 bedroom holiday cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

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

7 nights from £430

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £468

2 bedroom, dog friendly holiday cottage in Cattistock 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

7 nights from £468

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

7 nights from £476

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

7 nights from £476

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

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

7 nights from £559

2 bedroom, rural holiday cottage near Bridport, Dorset.


Nestling in a picturesque valley a fifteen minute drive from the Jurassic Coast, Barbridge Cottage is close to beaches, walks, fossil hunting, country houses, gardens and lovely pu...

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

7 nights from £559

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

7 nights from £440

3 bedroom holiday cottage near Bridport, Dorset.


This sunny south-facing cottage enjoys a quiet rural position on the edge of the beautiful village of Netherbury, a short drive from the beaches and cliffs of the World Heritage Ju...

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

7 nights from £440

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

7 nights from £467

2 bedroom, rural cottage near the beach near Bridport, Dorset.


The Parlour is an excellent choice for a family, with French windows opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three sing...

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

7 nights from £467

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

7 nights from £512

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

7 nights from £512

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

7 nights from £573

3 bedroom, dog friendly cottage near Wimborne Minster, Dorset.


This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...

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

7 nights from £573

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

7 nights from £586

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

7 nights from £586

Our property managers are local experts who handpick perfect places to stay.

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