Holiday cottages for 2027 in Sussex

Holiday cottages for 2027 in Sussex

Ready to start planning your 2027 adventure? Choose from a growing collection of holiday cottages across the UK. Plus, you can now reserve your 2027 holiday for just £40, with no need to pay the remaining deposit until 1st September. 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 2027

The Old Tractor Shed is a 2 bedroom, dog friendly self catering cottage near Winchelsea.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £620 booking fees included

The Old Tractor Shed

6180

2 bedroom, dog friendly self catering cottage near Winchelsea.


Tucked away on a working sheep farm close to the coast and the medieval towns of Rye and Winchelsea, this peaceful escape is surrounded by beautiful farmland and scenic footpaths i...

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

7 nights from £620

View
  • 20% off

    24 Jul 2026 - 31 Jul 2026

    £1113.00 £903.00 booking fees included

  • 20% off

    21 Aug 2026 - 28 Aug 2026

    From £1071.00 £869.40 booking fees included

Bloomsbury Cottage is a 1 bedroom, dog friendly self catering cottage in Wadhurst.
  • Sleeps 2 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £537 booking fees included

Bloomsbury Cottage

6186

1 bedroom, dog friendly self catering cottage in Wadhurst.


For a digital detox head to the beautiful countryside of the High Weald National Landscape to stay at this unique timber-cladded barn that offers a peaceful escape just moments fro...

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

7 nights from £537

Choose from our exclusive collection at the best prices with real time availability.

Broyle Cottage is a 3 bedroom, dog friendly self catering cottage near Hailsham.
  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

7 nights from £727 * booking fees included

Broyle Cottage

6174

3 bedroom, dog friendly self catering cottage near Hailsham.


Tucked away in a peaceful hamlet near the village of Herstmonceux, this quintessential English country cottage lends itself to family gatherings, celebrations or romantic breaks. B...

  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

7 nights from £727 *

Bramley Lodge is a 1 bedroom self catering cottage near Heathfield.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £80 per night + £63 booking fees

Bramley Lodge

6137

1 bedroom self catering cottage near Heathfield.


Soak up the scenic views of this enchanting lodge that sits within an orchard in the High Weald National Landscape. Its peaceful location is the perfect escape for a romantic getaw...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £80 per night

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

Austin House is a 3 bedroom self catering cottage near the beach in Worthing.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £732 * booking fees included

Austin House

6019

3 bedroom self catering cottage near the beach in Worthing.


Situated in the heart of Worthing, just a short walk from the seafront with its long promenade and Victorian pier, this spacious house is perfect for family get-togethers and those...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £732 *

Pomona Annexe is a 2 bedroom, dog friendly self catering cottage in Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £620 booking fees included

Pomona Annexe

6053

2 bedroom, dog friendly self catering cottage in Battle.


Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...

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

7 nights from £620

Rockfield Lodge is a 3 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £788 * booking fees included

Rockfield Lodge

6054

3 bedroom, dog friendly self catering cottage near Battle.


Situated in beautiful grounds just outside the medieval town of Battle and a short drive from Hastings and St Leonards-on-Sea, this delightful lodge offers a spacious holiday abode...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £788 *

View
  • 20% off

    29 Aug 2026 - 4 Sep 2026

    £1159.20 £939.96 booking fees included

Carter's Cottage is a 1 bedroom self catering cottage near Hailsham.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £441 booking fees included

Carter's Cottage

6005

1 bedroom self catering cottage near Hailsham.


This cosy and well-appointed semi-detached country retreat sits on a working heavy horse farm, perfect for couples or solo travellers looking to unwind, reconnect and enjoy the slo...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £441

Isla Rose is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £57 per night + £53 booking fees

Isla Rose

5948

Dog friendly shepherds hut near Pulborough.


This oh-so-romantic shepherd's hut for two lies in the beautiful countryside of West Sussex and offers an idyllic, peaceful escape that's dog friendly too. Just a mere two hours...

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

From £57 per night

Little Oak Farm

  • Sleeps 6 in 3 properties
  • Changeover Fri

From £179 per night + £159 booking fees

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

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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.