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...

The Laundry is a 2 bedroom, dog friendly self catering cottage near Polegate.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £606

The Laundry

5650

2 bedroom, dog friendly self catering cottage near Polegate.


This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £606

Sea Breeze is a 5 bedroom, dog friendly holiday cottage near Eastbourne.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1474 *

Sea Breeze

5363

5 bedroom, dog friendly holiday cottage near Eastbourne.


This fabulous contemporary house, complete with hot tub, is the perfect getaway for larger groups. It is situated in an exclusive area of Meads in Eastbourne, at the foot of the So...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1474 *

We are Gold accredited with the Green Tourism Business Scheme.

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

7 nights from £617

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 £617

4 Church Square is a 1 bedroom, dog friendly self catering cottage in Rye.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £490

4 Church Square

5520

1 bedroom, dog friendly self catering cottage in Rye.


Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...

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

7 nights from £490

Weald View Cottage is a 2 bedroom self catering cottage near Maidstone.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £551

Weald View Cottage

5284

2 bedroom self catering cottage near Maidstone.


Perfectly situated in the heart of the Kent countryside, this pretty semi-detached cottage with spectacular views across the Kent Weald is ideally located for walkers, couples and ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £551

Cleo's Hut is a Shepherds hut near Horsham.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £132 per night

Cleo's Hut

5305

Shepherds hut near Horsham.


Escape and enjoy some peace and quiet in this luxury hand-built shepherd's hut with wood-fired hot tub, just two hours from London and close to the city of Brighton. If you're l...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £132 per night

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

From £132 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 £132 per night

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 £980

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 £980

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

Douglas Fir is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £85 per night

Douglas Fir

5290

Dog friendly shepherds hut near Pulborough.


Hidden away in the West Sussex countryside yet just two hours from London, this luxury shepherd's hut offers a magical escape for two. Beautiful and handcrafted, it has all you ...

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

From £85 per night

Cala Lily is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £85 per night

Cala Lily

5289

Dog friendly shepherds hut near Pulborough.


With countryside views and just two hours from London, Cala Lily is a luxury shepherd's hut situated in the beautiful countryside of West Sussex and offers a dreamy escape where yo...

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

From £85 per night

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