East Sussex Cottages

East Sussex Cottages

With charming towns and villages, rolling countryside, gorgeous coast and fascinating history and heritage, a holiday in East Sussex has something for everyone. Explore the intriguing history of Battle and Hastings and enjoy the miles of rolling countryside for walks, including the magical Ashdown Forest.Read more

Hastings Country Park has over 600 acres of countryside to discover along with lots of wildlife spotting to be done! There’s plenty of coast to discover, from the seaside towns of Eastbourne to Brighton, both lovely spots for a day out, or Camber Sands for watersports and catching waves. 

The charming town of Lewes is certainly worth a visit for its photogenic medieval streets and olde worlde beauty and the idyllic Rye is a wonderful choice for a day trip, where you can wander around the cobbled streets, pay a visit to Camber Castle and head to a vineyard for award winning sparkling wine. And don't forget to head to Mayfield, a delightful village known as the place where Mary Poppins was written in the 1930s! There you will find independent shops, historic buildings and plenty of places for a delicious bite to eat.

From romantic retreats for the two of you to a family holiday home, find a self catering cottage in East Sussex here...

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 40 self catering cottages in East Sussex to show you...

Reysons Barn is a 2 bedroom thatched self catering cottage near Rye.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £480

Reysons Barn

5285

2 bedroom thatched self catering cottage near Rye.


Reysons Barn is perfect for couples and families who are looking for a rural escape in East Sussex. Converted in 2009, this lovely thatched barn sits on the edge of a small orchard...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £480

The Granary is a 2 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £617

The Granary

5037

2 bedroom, dog friendly self catering cottage near Haywards Heath.


The Granary is situated beside a working organic farm, a short walk from the picturesque village of Cuckfield on the edge of the High Weald, an Area of Outstanding Natural Beauty. ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £617

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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

7 nights from £391

The Little Lodge

5599

1 bedroom, dog friendly self catering cottage near Rye.


This peaceful retreat for two is nestled in an Area of Outstanding Natural Beauty, near the village of Broad Oak and a short drive from the medieval town of Rye, Battle and the bea...

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

7 nights from £391

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 £494

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 £494

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

7 nights from £448

Hayesland Lodge

5700

1 bedroom, dog friendly self catering cottage near Rye.


This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...

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

7 nights from £448

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  • 15% off

    16 Nov 2024 - 23 Nov 2024

    £527.00 £447.95

  • 15% off

    23 Nov 2024 - 30 Nov 2024

    £527.00 £447.95

4 Roberts Row is a 2 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 3
  • Dogs welcome
  • Changeover Fri

7 nights from £631

4 Roberts Row

4823

2 bedroom, dog friendly self catering cottage near Rye.


4 Roberts Row is a delightful cottage bursting with character, situated in the small hamlet of Beckley with easy access to the popular town of Rye. This beautiful terraced cotta...

  • Sleeps 3
  • Dogs welcome
  • Changeover Fri

7 nights from £631

Cleo's Hut is a Shepherds hut near Horsham.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £132 per night

Cleo's Hut

5305

Shepherds hut near Horsham.


Escape and enjoy some peace and quiet in this luxury hand-built shepherd's hut with wood-fired hot tub, just two hours from London and close to the city of Brighton. If you're l...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £132 per night

Kenny's Hut is a 1 bedroom Shepherds Hut with hot tub near Horsham.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £132 per night

Kenny's Hut

4920

1 bedroom Shepherds Hut with hot tub near Horsham.


Kenny's Hut is the perfect retreat for two, situated down a quiet rural lane in the mid-Sussex countryside near Brighton and just two hours from London. This unique accommodatio...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £132 per night

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The Piggery at John Bulls House is a 1 bedroom self catering cottage near Horsham.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £980

The Piggery at John Bulls House

4922

1 bedroom self catering cottage near Horsham.


The Piggery at John Bulls House is the perfect retreat for couples looking to stay at the foot of South Downs National Park. Situated in a quiet, rural and secluded location it giv...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £980

4 Church Square is a 1 bedroom, dog friendly self catering cottage in Rye.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £490

4 Church Square

5520

1 bedroom, dog friendly self catering cottage in Rye.


Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...

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

7 nights from £490

Show properties within 10 miles of East Sussex