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Luxury family holidays in East Sussex

Children do find wonder in the little things, but luxury family holidays in East Sussex have a lot more to offer than muddy puddles and rock pools. Think cinema snugs, table tennis, and garden pools to make a splash.

Little ones see everything through rainbow-tinted spectacles, making travelling with children and babies an eye-opening experience. What was once mundane becomes a shiny sparkle, the smallest puddles can become a tumultuous ocean voyage, and those gnarled and twisted trees on the wilderness walk are now tall, turreted towers that must be scaled. While there's nothing like the magic of exploring a new place through the little ones' eyes, luxury family holidays in East Sussex are all about making sure the magic isn't left behind at the front door.

Outside, there's table tennis, secret gardens, and garden games. Inside, you’ll find fairytale four poster beds and movie projectors. Wander through wildflowers to find Winchelsea Beach, where starfish-filled rock pools await, then return to pizza picnics in your PJs. All the better enjoyed with grandparents in tow, multi-generational group gatherings allow parents to sneak off for sun-dappled dips in the pool, or pop open a bottle of bubbles under starry skies. Time spent together is time well spent, after all, and memories are made of this.

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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
Alternative Group Option: Up to 4 & Up to 2 guests
From: £1,995 per week, £1,495 per short break
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
Alternative Group Option: Up to 4 guests
From: £3,295 per week, £2,495 per short break
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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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
Alternative Group Option: Up to 4 guests
From: £3,995 per week, £2,995 per short break
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
Alternative Group Option: Up to 6 guests
From: £8,450 per week
Pets: Two well-behaved dogs are welcome
Features: Outdoor heated swimming pool (available April - September inclusive) sauna and Swedish wood-fired tub for two

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