Holiday cottages for 2022 in Sussex

Ready to start planning your 2022 adventure? Now's a great time to get ahead of the crowd.Read more

 

Long, leisurely countryside walks, exploring somewhere new, the warm sand between your toes, finding sun-soaked spots for lazy afternoons picnics and taking the time to enjoy those special sunrises and sunsets. Sound good? Whether you're looking for a coastal holiday or a rural retreat, or a cottage with a hot tub or swimming pool, we have a portfolio of properties ready and waiting for you to start planning your next self catering holiday. All you've got to do is choose a location... Take your pick from CornwallDevonSomersetDorsetSussexIsle of WightPembrokeshireKent The Cotswolds, Wiltshire and Carmarthenshire and get ready to holiday with Classic in 2022.   

We have Self catering holiday cottages for rent in 2022

  • 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

  • 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

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

Medleys Yard

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

7 nights from £915

  • 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