High Weald Cottages

High Weald Cottages

Covering parts of Kent, Sussex and Surrey, High Weald is a designated Area of Outstanding Natural Beauty known for its rolling countryside and gorgeous landscapes. With plenty of opportunities for walking and taking advantage of the great outdoors, High Weald is a wonderful place to spend a holiday if you’re after fresh air and a rural retreat.Read more

Full of adventures, take your pick of the many outdoor activities from walking, rock climbing, cycling and wildlife watching. Explore the varied landscape with its woodland, parks and hills and venture to the nearby town of Royal Tunbridge Wells for shopping and a selection of delicious restaurants. Explore Ashdown Forest to discover Pooh Woods and stay nearby in Buxted and Mayfield to make the most of everything the High Weald area has to offer.

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

We have 41 self catering cottages in High Weald to show you...

Hill Farm Cottage is a 1 bedroom self-catering cottage near Battle.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £588

Hill Farm Cottage

4556

1 bedroom self-catering cottage near Battle.


Situated in the High Weald National Landscape within easy reach of the coast, this beautifully crafted Sussex barn is the perfect retreat for couples looking for a relaxing break i...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £588

Gingers Green Coach House is a 1 bedroom self catering cottage in Herstmonceux.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £421

Gingers Green Coach House

5358

1 bedroom self catering cottage in Herstmonceux.


This characterful cottage is located in Gingers Green just outside the village of Herstmonceux, with beautiful views of the Sussex countryside and South Downs. It's the perfect ret...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £421

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

7 nights from £524

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 £524

Matilda is a 1 bedroom, dog friendly self catering cabin near Battle.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £109 per night

Matilda

5380

1 bedroom, dog friendly self catering cabin near Battle.


This wonderful enchanting medieval-styled cabin is only a couple of hours from London, situated on land that was once part of the Battle Abbey Estate in 1066 country. If you're loo...

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

From £109 per night

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

The Mews is a 2 bedroom, dog friendly self catering cottage in Battle.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £508

The Mews

5689

2 bedroom, dog friendly self catering cottage in Battle.


Treat yourself and your loved ones to a memorable break at this stylish abode, which is centrally located in the historic town of Battle, East Sussex. Close to all amenities and su...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £508

Jessie is a Luxury dog friendly Shepherds Hut near Battle.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £80 per night

Jessie

5231

Luxury dog friendly Shepherds Hut near Battle.


Jessie is a gorgeous shepherd's hut situated two hours from London, tucked away down a long meandering path in a paddock between crab apple and cherry trees, with views of the Suss...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £80 per night

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 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

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

Luffs Farm is a 5 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1295

Luffs Farm

5653

5 bedroom, dog friendly self catering cottage near Battle.


This delightful farmhouse situated in 1066 country, has views over the valley towards the village of Sedlescombe. It makes an excellent retreat for families and friends looking for...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1295

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

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