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 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £323

1 bedroom, dog friendly self catering cottage near Sherborne, Dorset.


This cosy, compact, delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £323

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £325

1 bedroom, rural 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
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £325

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

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

7 nights from £325

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


The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French doors to its own enclosed outside space – the...

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

7 nights from £325

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

7 nights from £330

1 bedroom, rural holiday cottage near Dorchester, Dorset.


Dorset’s World Heritage Jurassic Coast is close to this comfortably furnished, single-storey, spacious cottage. Set within the grounds of the Owners' home, (who may not be resident...

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

7 nights from £330

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £338

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


Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a w...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £338

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

7 nights from £387

1 bedroom thatched self catering cottage near Sherborne, Dorset.


Pound Farm Cottage is a hidden gem; this listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...

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

7 nights from £387

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £506

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


This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £506

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £352

2 bedroom dog friendly holiday cottage near Bridport, Dorset.


The pretty Dorset village of Drimpton is set in lovely countryside a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extreme...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £352

We’ve been raising the standards of self catering holidays since 1977.

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £401

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


Beehive Cottage is a charming and cosy cottage for four, on a quiet lane opposite St Mary's church in the village of Puddletown. The village is surrounded by farmland, Thomas Hardy...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £401

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  • 15% off

    20 Dec 2019 - 27 Dec 2019

    £659.85 £561.00

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £406

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


Cedar Lodge is a cosy cottage in a quiet rural location. All on one level, the open plan living-room with kitchen and dining-area creates a very sociable space for a couple or smal...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £406

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