Family friendly holiday cottages in Sussex

We have 30 self catering cottages for a family holiday in Sussex to show you.

Medleys Barn is a 2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £506

Medleys Barn

4476

2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...

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

7 nights from £506

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  • 20% off

    30 Dec 2024 - 3 Jan 2025

    £858.00 £686.40

North Barn at Pickeridge is a 2 bedroom self catering cottage near Haywards Heath.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £549

North Barn at Pickeridge

5215

2 bedroom self catering cottage near Haywards Heath.


North Barn at Pickeridge is the perfect abode for couples and families. It sits in a secluded location on a 120 acre working farm in a beautiful valley between Ardingly and West Ho...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £549

Castlemans Stables East is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £563

Castlemans Stables East

4421

2 bedroom, dog-friendly self-catering cottage near Battle.


In the heart of East Sussex's 1066 countryside and set within the High Weald Area of Outstanding Natural Beauty, Castlemans Stables East is one of a pair of sympathetically convert...

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

7 nights from £563

Castlemans Stables West is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £563

Castlemans Stables West

4422

2 bedroom, dog-friendly self-catering cottage near Battle.


Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is one of a pair of sympathetically converted ...

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

7 nights from £563

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

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 £572

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 £572

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

7 nights from £602

Heringaud Barn

5251

2 bedroom, dog friendly self catering cottage near Alfriston.


This peaceful retreat is situated in the sleepy picturesque village of West Dean in the heart of the South Downs National Park, a short distance from Cuckmere Haven and the Seven S...

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

7 nights from £602

The Old Barn is a 2 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £630

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 £630

The Coach House is a 2 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £668

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 £668

Apsley Cottage is a 3 bedroom, dog friendly self catering cottage near Midhurst
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1008

Apsley Cottage

5148

3 bedroom, dog friendly self catering cottage near Midhurst


Apsley Cottage is a welcoming cottage with a hot tub on the Cowdray Estate, situated in a secluded location just outside the picturesque village of Bepton, a short drive from Midhu...

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

7 nights from £1008

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

7 nights from £1058

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 £1058

We’ve been raising the standards of self catering holidays since 1977.

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