Holiday cottages for 2026 in Sussex

Holiday cottages for 2026 in Sussex

Ready to start planning your 2026 adventure? Choose from a growing collection of holiday cottages across the UK. So, where will 2026 take you?  Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

Self catering holiday cottages for rent in 2025

Strawberry Hole Barn is a 2 bedroom thatched, dog friendly self catering cottage near Rye.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £659

Strawberry Hole Barn

5814

2 bedroom thatched, dog friendly self catering cottage near Rye.


Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £659

The Laundry is a 2 bedroom, dog friendly self catering cottage near Polegate.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £650

The Laundry

5650

2 bedroom, dog friendly self catering cottage near Polegate.


This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £650

Darjeeling Lodge is a 2 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £531

Darjeeling Lodge

5598

2 bedroom, dog friendly self catering cottage near Rye.


If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £531

Dovecote Garden

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

7 nights from £1199

Heringaud Barn is a 2 bedroom, dog friendly self catering cottage near Alfriston.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £623

Heringaud Barn

5251

2 bedroom, dog friendly self catering cottage near Alfriston.


This peaceful retreat is situated in the sleepy picturesque village of West Dean in the heart of the South Downs National Park, a short distance from Cuckmere Haven and the Seven S...

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

7 nights from £623

View
  • 25% off

    28 Feb 2025 - 7 Mar 2025

    £623.00 £467.25

Quebec Barn is a 2 bedroom, dog friendly self catering apartment near Alfriston.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £576

Quebec Barn

4889

2 bedroom, dog friendly self catering apartment near Alfriston.


This historic property is situated in the unspoilt village of West Dean in the Cuckmere Valley close to the village of Alfriston and the Seven Sisters Country Park. The village, wh...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £576

Castlemans Stables East is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £533

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 one of a pair of sympathetically convert...

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

7 nights from £533

Castlemans Stables West is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £533

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 one of a pair of sympathetically converted ...

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

7 nights from £533

Choose our flexible booking option and have the ability to cancel anytime.

Long, leisurely countryside walks, exploring somewhere new, the warm sand between your toes, finding sun-soaked spots for lazy afternoon 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 in Sussex.