Sussex Holidays in December

Wander the streets of charming towns and villages, illuminated by pretty Christmas lights and the warm glow of windows. Sip mulled wine and breathe in cool, crisp air, the tip of your nose adopting a cheery pink hue in the cold. Explore, talk and relax, and then when you've had your fill, return to your home-from-home.Read more

Whether you are looking for a solo retreat, romantic getaway with your beloved or a family holiday with all the crew and friends too, a December in Sussex is always magical. With beautiful countryside and coast to explore by day and infectious atmosphere and cheer buzzing around the county's towns, you won't fail to be enchanted this month. Christmas festivities, New Year celebrations or simply a chance to escape for a while, you can spend your days doing as much or as little as you please in a Classic cottage in Sussex. Take a step closer to your next adventure and take a look through our portfolio of 10 available properties. 

10 Sussex cottages in December

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

7 nights from £366

Hill Farm Cottage

4556

1 bedroom self-catering cottage near Battle.


Situated in the High Weald Area of Outstanding Natural Beauty within easy reach of the coast, this beautifully crafted Sussex barn is the perfect retreat for couples looking for a ...

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

7 nights from £366

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

7 nights from £380

Poppets Cottage

4280

1 bedroom, dog-friendly self catering cottage in Buxted, East Sussex


Nestled in a peaceful setting and part of a former convent, Poppets Cottage is as charming as its name implies. Thoughtfully furnished in a country vintage style, this delightf...

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

7 nights from £380

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

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

7 nights from £406

The Tea Hut

4477

1 bedroom, dog-friendly self-catering cottage near Crowborough.


The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...

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

7 nights from £406

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £645

Woodpeckers Cottage

4473

1 bedroom self-catering cottage near East Grinstead.


Woodpeckers is a luxury boutique-style holiday cottage perfect for couples wanting to relax in the Sussex countryside with easy access to country walks and nearby Ashdown Forest. ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £645

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £510

Medleys Barn

4476

2 bedroom, dog-friendly self-catering cottage near Crowborough.


Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £510

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £511

Castlemans Stables East

4421

2 bedroom, dog-friendly self-catering cottage near Battle.


In the heart of East Sussex's 1066 countryside and set within the High Weald Area of Outstanding Natural Beauty, Castlemans Stables East is a sympathetically converted stable block...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £511

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £511

Castlemans Stables West

4422

2 bedroom, dog-friendly self-catering cottage near Battle.


Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is a sympathetically converted stable block, w...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £511

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £710

3 Little London Mews

4361

3 bedroom, dog-friendly self catering cottage in Chichester.


Nestled at the foot of the South Downs, in Chichester's Northern Quarter, this warm and welcoming townhouse is a simple walk to so much that this cosmopolitan and cultural haven ha...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £710

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

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £872

Danny Cottage

4458

3 bedroom thatched, dog-friendly self-catering cottage in Alfriston.


Danny Cottage is a beautiful Grade II Listed, 16th Century timber-framed thatched cottage situated in a rural position on the edge of Alfriston village. Purchased from the National...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £872

Medleys Yard

  • Sleeps 6 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £915