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 22 school summer holiday cottages in Sussex

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1534 *

Acorn Barn

4963

4 bedroom, dog friendly self catering cottage in Alfriston.


This beautifully converted Sussex barn is an ideal staycation for get-togethers with family and friends in a rural location in the heart of the Cuckmere Valley and South Downs Nati...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1534 *

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

7 nights from £828

Willow Cottage

4932

1 bedroom self catering cottage near Haywards Heath.


Willow Cottage is a spacious and stylish property situated just outside the village of Bolney, perfect for accessing the South Downs National Park, the coast and day trips to Londo...

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

7 nights from £828

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

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

7 nights from £1188

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
  • Regret no pets
  • Changeover Fri

7 nights from £1188

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

From £145 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. This unique accommodation offers peace and tranquility ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

From £145 per night

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1103

The Roost

4912

2 bedroom self catering apartment in Battle.


The Roost is simply stunning with the most amazing views of Battle Abbey. This luxury accommodation is perfect for families or friends looking to enjoy the delights that Battle has...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1103

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £806

The Abbey Nest

4911

1 bedroom self catering apartment in Battle.


Treat yourself and your loved one to a memorable break at The Abbey Nest, a beautifully furnished apartment with stunning views of Battle Abbey. Located in the heart of Battle (106...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £806

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

7 nights from £620

Monks Granary Barn

4891

1 bedroom, dog friendly self catering cottage near Alfriston.


Monks Granary Barn is steeped in history and situated in the Friston Forest village of West Dean, a short distance of Cuckmere Haven and the Seven Sisters Country Park. This del...

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

7 nights from £620

Dovecote Garden

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

7 nights from £2057

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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

7 nights from £620

Old Manor House Pig Barn

4890

1 bedroom, dog friendly self catering cottage near Alfriston.


Old Manor House Pig Barn sits in the sleepy Friston Forest village of West Dean, a short distance from the Seven Sisters Country Park and the Cuckmere Haven. This historic site was...

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

7 nights from £620

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

7 nights from £818

Quebec Barn

4889

2 bedroom, dog friendly self catering apartment near Alfriston.


Quebec Barn 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, which is in t...

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

7 nights from £818

Loading more