Cottages in Sussex for the Summer Holidays

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. 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.Read more

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 42 school summer holiday cottages in Sussex

The Pigeon House is a 1 bedroom, dog friendly self catering cottage in Lewes.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £859

The Pigeon House

5156

1 bedroom, dog friendly self catering cottage in Lewes.


The Pigeon House is a Grade II Listed, quirky, romantic, cute cottage for two, situated in the heart of Lewes with views of Anne of Cleves House. As you enter The Pigeon House t...

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

7 nights from £859

Castlemans Coach House is a 4 bedroom self catering cottage near Battle.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1824

Castlemans Coach House

5124

4 bedroom self catering cottage near Battle.


In the heart of 1066 country and within walking distance of the pretty village of Sedlescombe, this former coach house is the perfect place for families and friends looking for a l...

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

7 nights from £1824

The Cottage is a 1 bedroom self catering apartment near Uckfield, Ashdown Forest
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £577

The Cottage

5113

1 bedroom self catering apartment near Uckfield, Ashdown Forest


Enjoy the peaceful surroundings of The Cottage which is situated on the edge of Piltdown and south of the Ashdown Forest, a lovely property for couples looking for a romantic break...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £577

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

7 nights from £963

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 £963

Acorn Barn is a 4 bedroom, dog friendly self catering cottage in Alfriston.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2527

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 Cuckmere Valley and South Downs National Park. It...

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

7 nights from £2527

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

From £155 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 £155 per night

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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 £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
  • No pets
  • Changeover Fri

7 nights from £1188

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 £858

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 £858

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  • 20% off

    17 May 2024 - 24 May 2024

    £709.00£567.20

The Old Stables is a 1 bedroom self catering cottage near the sea near Chichester.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £801

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
  • No pets
  • Changeover Fri

7 nights from £801

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

7 nights from £810

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 £810

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