Cottages in Sussex for the Summer Holidays

Just a hop, skip and a jump from London, Sussex is a great choice for a summer getaway without having to travel too far. Read more

Head to the countryside to stay in a luxury self catering cottage in Sussex for your summer holiday. Take advantage of those long summer days, wander through woodlands and nature reserves and explore the dreamy English countryside.

Summer Holiday Cottages in Sussex

At Classic Cottages we understand how important your accommodation is in making or breaking your holiday experience. That's why we handpick all of our properties, personally inspecting each one so that exacting standards are met. From start to finish we want your holiday to be as easy and relaxed as possible, and will provide you with help and support every step of the way. All you need to do? Pick your favourite cottage and embrace the holiday of a lifetime in Sussex. 

Choose from 19 school summer holiday cottages in Sussex

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

7 nights from £756

The Old Stables

4866

1 bedroom self catering cottage near the sea near Chichester.


The Old Stables has been beautifully converted and is a great base for visiting the Goodwood Estate, the city of Chichester, the beautiful village of Bosham and Emsworth with its p...

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

7 nights from £756

  • Sleeps 3
  • Dogs welcome
  • Changeover Fri

7 nights from £786

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 near the popular town of Rye. This beautiful terraced cottage retains many original f...

  • Sleeps 3
  • Dogs welcome
  • Changeover Fri

7 nights from £786

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

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £910

Holton Cottage

4803

2 bedroom self-catering cottage in Burwash.


This beautiful semi-detached rural cottage on a quiet country lane is on the edge of Burwash village in the High Weald countryside in East Sussex. It makes a great base for walkers...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £910

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

7 nights from £594

Moorhen Cottage

4548

1 bedroom, dog friendly self catering cottage near Battle.


Moorhen Cottage is a single-storey barn situated in the heart of an organic dairy farm in the hamlet of Wartling with views of the Pevensey marshes and the South Downs. This lovely...

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

7 nights from £594

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1050

The Coach House

4735

2 bedroom, dog friendly self catering cottage near Battle.


For a rural experience stay at The Coach House, the perfect getaway for families and friends in this peaceful part of Sussex. As you step inside the stable-door you are welcomed...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1050

Thornden Farm Holiday Cottages

  • Sleeps 12 + 4 cots in 4 properties
  • Changeover Sat

7 nights from £3516

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £755

The Old Stable

4733

1 bedroom, dog friendly self catering cottage near Battle.


Enjoy precious time together at The Old Stable, a wonderful cottage for couples looking for a quiet getaway in this peaceful part of Sussex. As you step inside the stable-door y...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £755

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £989

The Old Barn

4734

2 bedroom, dog friendly self catering cottage near Battle.


The Old Barn is a wonderful hideaway, perfect for families looking for a true rural experience in this beautiful and peaceful part of East Sussex. As you open the stable-door to...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £989

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

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

7 nights from £723

The Byre

4732

1 bedroom self catering cottage near Battle.


Bursting with character and charm, The Byre is waiting to give you that rural experience. Situated in 12 acres of 1066 countryside it is one of Thornden Farm's original outbuilding...

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

7 nights from £723

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1936

Whitehouse Farm

4670

4 bedroom, dog-friendly self catering cottage near Tunbridge Wells.


Whitehouse Farm is a wonderfully welcoming Victorian farmhouse perfect for families and friends looking to explore the Kent and Sussex countryside. Dog-friendly and in the High ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1936

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