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Holiday cottages in Lewes

A historic market town in the heart of East Sussex, Lewes has benefited historically from its setting between the rolling South Downs and the winding River Ouse. By staying in one of our Lewes holiday homes, now you can too.

Known for its Norman castle, annual Bonfire Night celebrations, and thriving independent spirit, the town is packed with character – from antique shops and bookshops to artisan cafés, traditional pubs, and the iconic Harvey’s Brewery. With countryside walks on the doorstep and the coast just a short drive away, Lewes offers a balanced mix of heritage, culture, as well as easy access to the wider Sussex landscape.

Please note: We’re expanding into Lewes and look forward to introducing our handpicked cottages here shortly. While our collection grows, you can discover our nearby homes below.

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Holiday homes in Lewes, East Sussex

What’s in the area

At the centre of Lewes, you’ll find a network of historic streets weaving between centuries-old buildings, independent shops, cafés, antique stores, and traditional pubs. The High Street forms the backbone of the town, home to Harvey’s Brewery, independent bookshops, and a strong community feel that reflects Lewes’ proudly independent spirit.

Overlooking it all is Lewes Castle, a striking Norman fortress offering panoramic views across the town and the South Downs. Nearby, Anne of Cleves House provides a glimpse into Tudor England, while the River Ouse runs quietly along the edge of town, with scenic riverside walks linking to the surrounding countryside. With the South Downs National Park on your doorstep and Brighton just a short train ride away, Lewes is well-placed for both rural escapes and coastal days out.

Lewes offers a rare combination of heritage, countryside, and independent culture, all within walking distance of one another. At its centre is Lewes Castle, where you can climb the Norman keep for far-reaching views across the South Downs. Just below it, Anne of Cleves House provides a fascinating insight into Tudor domestic life.

The town itself is known for its independent spirit and entrepreneurial heart, and you’ll find its high street lined with old bookshops, antique dealers, artisan food stores, and locally run cafés as a result, making it ideal for slow afternoons exploring on foot. There’s also the Depot Cinema, which offers film, exhibitions, and live events (as well as a fantastic bar and restaurant).

Lewes’ pubs also work year-round to keep old Sussex traditions alive – check local events calendars to see when dwyle flunking, pea throwing, or toad tournaments are taking place. You may find your stay coincides with one of the town’s more eccentric competitions.

With the South Downs right on your doorstep, weekends in Lewes are best spent outdoors. From easy, flat walks along the Ouse Valley to hillier climbs up Mount Caburn or across to Ditchling Beacon or Firle Beacon, there’s something to suit every pace. Many routes start directly from the town centre, meaning you can step out from your cottage and straight into open countryside.

Closer to town, Priory Park offers a more relaxed setting for a morning stroll, with its historic ruins, gardens, and riverside paths providing a quieter green space. In the warmer months, Pells Pool – the UK’s oldest freshwater outdoor public swimming pool – is a popular spot for a dip and an easy afternoon in the sun.

After a day outside, Lewes’ independent breweries and traditional pubs make it easy to round off the weekend with a Sunday roast – and a locally brewed pint.

One of Lewes’ biggest advantages is its location. Brighton is just 15 minutes away by train, giving you easy access to the seafront, The Lanes, and cultural venues, while allowing you to retreat to quieter surroundings at the end of the day. In the opposite direction, Glyndebourne is internationally renowned for its summer opera festival, drawing visitors from across the world and offering a truly memorable cultural experience.

The Seven Sisters cliffs and Cuckmere Haven are around 30 minutes away by car, offering some of the most iconic coastal scenery in southern England. Charleston Farmhouse, Monks House (Virginia Woolf’s former home), and Firle Place are also within easy reach for those interested in art, literature, and architecture.

If you can’t find what you’re looking for, why not give us a call? One of the team will be happy to help you find the perfect holiday cottage for your next trip. We’re always on hand to chat, on the phone, on 01227 903404, via email, at [email protected] or on WhatsApp, on 07361584861.

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