Dog friendly holiday cottages in High Weald

Showing: 25 cottages

Rye Sleeps 4

Strawberry Hole Barn

From £721 for a week.

Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers superb accommodatio...
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Polegate Sleeps 4

The Laundry

From £455 for a shortbreak.
From £650 for a week.

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 a short stroll from ...
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Rye Sleeps 2

Hayesland Lodge

From £350 for a shortbreak.
From £500 for a week.

This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the medieval towns of Rye,...
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Battle Sleeps 2

Matilda

From £306 for a shortbreak.
From £872.95 for a week.

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 looking for peaceful wa...
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Haywards Heath Sleeps 14

Pickeridge Barn

From £1526 for a shortbreak.
From £2180 for a week.

This beautifully converted eco-friendly barn is rather unique, the perfect holiday home for those looking for a multi-family getaway in the heart of the Sussex countryside.Situated on a 120 acre worki...
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Pulborough Sleeps 2

Cala Lily

From £166 for a shortbreak.
From £444.5 for a week.

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 you can really unwind ...
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Pulborough Sleeps 2

Douglas Fir

From £166 for a shortbreak.
From £444.5 for a week.

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 need for a lovely break ...
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Battle Sleeps 2

Jessie

From £200 for a shortbreak.
From £546 for a week.

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 Sussex countryside.Beaut...
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Haywards Heath Sleeps 7

South Barn at Pickeridge

From £1190 for a shortbreak.
From £1106 for a week.

South Barn at Pickeridge is tucked away on a 120 acre working farm in a secluded valley between West Hoathly and Ardingly. It's the perfect retreat for families and friends looking to holiday in a pea...
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Haywards Heath Sleeps 4

The Granary

From £636 for a week.

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 (now known as Nationa...
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