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 35 Dorset retreats this December

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £730

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


This beautiful stone farmhouse has something very special indeed – it comes with a 450 acre wildlife and nature reserve and a unique relationship with Dorset Wildlife Trust. Quite ...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £730

  • Sleeps 8 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £881


West Hembury Farm is situated in an Area of Outstanding Natural Beauty; a walker's paradise. Just four miles from the bustling market town of Bridport, and a short drive to the Wo...

  • Sleeps 8 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £881

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

  • Sleeps 9 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £915


Hatts Farm is a working farm set in 100 acres on the Dorset/Wiltshire border, in an Area of Outstanding Natural Beauty near the market town of Shaftesbury and within driving distan...

  • Sleeps 9 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £915

  • Sleeps 9 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1131


This working farm on the edge of the historic village of Chideock stretches gently downhill to the Jurassic Coast where one of Dorset's most famous landmarks – Golden Cap – rises a...

  • Sleeps 9 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1131

  • Sleeps 13 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1494


Nestled into the hillside overlooking rolling green Dorset countryside, these three gorgeous lodges provide a holiday location where you can simply unwind from the moment you arriv...

  • Sleeps 13 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1494