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Luxury self-catering accommodation in East Sussex

In this historic and scenic part of south-east England, watch boats bobbing in harbours, poke around the tiny towns, or take in lungfuls of fresh air on a bracing walk.

History and culture is threaded throughout the towns of East Sussex. For a luxury break, Waldron is a perfectly positioned base to enjoy nearby world-class opera, Glyndebourne. Get the children to pack a sword and shield and watch them playing and sandcastle building on all the nearby beaches. It's a maritime life for those who book an idyllic cottage in Rye, just a stone's throw inland with its olde-world streets, working harbour, and brilliant long beach at Camber Sands for shell-pickers and surfers.

For a nature-based break, book a beach house in Winchelsea, a reserve attracting wildlife-spotters and walkers alike. More hikes can be enjoyed along the South Downs Way, a great base for a luxury holiday home if you wish to work off all the local treats. And if fish and chips is on the menu, then a boutique holiday rental in the resorts of Brighton, Hove or Eastbourne will be ideal; grab a takeaway supper to enjoy in your luxury guest house by the sea.

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The Matchbox

The Matchbox

Winchelsea, Rye, East Sussex, UK

Natural, bright and just a five minute stroll from the sea, The Matchbox is an organic luxury beach house overlooking Rye Harbour Nature Reserve.

Sleeps: Up to 6 guests
From: £1,995 per week, £1,495 per short break
Alternative Group Option: Up to 2 guests
Pets: Two small well-behaved dogs are welcome

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Fawn Wood

Fawn Wood

Hartfield, High Weald, East Sussex, UK

A treasure trove of enchanted stories and romantic entanglements, this unique luxury retreat started life as a granary and enjoys a sylvan setting on the edge of Winnie-the-Pooh's Ashdown Forest.

Sleeps: 6 (+2) guests
From: £3,150 per week, £2,395 per short break
Alternative Group Option: Up to 4 guests
Pets: Two pets are welcome
Features: Small-scale outdoor heated pool (available May - September inclusive), professional golf simulator and SimWay Hunt Pro shooting simulator (advance booking required, incurs an additional cost), outdoor pizza oven, chiminea

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Hummingbird House

Hummingbird House

Lewes, East Sussex, UK

Once home to a famous Edwardian music hall starlet, this unique luxury self-catering manor house near Lewes in East Sussex steals the show with her subtle glamour and undeniable grace.

Sleeps: Up to 7 guests
From: £1,850 per week
Alternative Group Option: Up to 4 guests
Pets: Sorry, no pets
Features: A hot tub in the garden, steam room shower, table tennis table

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Roserai

Roserai

Waldron, East Sussex, UK

A stately house in its own lush grounds with little luxuries inside and out that every weekender wishes for, this is one dream home that guests won't ever want to leave.

Sleeps: Up to 8 guests
From: £4,650 per week, £3,495 per short break
Alternative Group Option: Up to 4 guests
Pets: Two small well-behaved dogs or one large dog welcome on prior request
Features: Heated swimming pool (available May-September), hot tub, sauna, steam room and pool house

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Pearl´s on Sea

Pearl´s on Sea

Winchelsea, Rye, East Sussex, UK

Adorned with a mosaic of shells and brimming with beatnik style, Pearl's on Sea is a bohemian beach shack with hot tub and outdoor pool, just a ten-minute stroll from Winchelsea Beach in East Sussex.

Sleeps: Up to 10 guests
From: £6,650 per week, £4,895 per short break
Alternative Group Option: Up to 6 guests
Pets: Two well-behaved dogs are welcome
Features: Outdoor heated swimming pool (available May - September inclusive) sauna and Swedish wood-fired tub for two

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