Cottages in Sussex
Close to London and promising a sweeping coastline and undulating National Parks, a self-catering holiday in Sussex is a true celebration of coast and country. With the likes of Chichester, Eastbourne, and Hastings on your doorstep, holidays by the sea are wonderfully easy, while historic towns such as Haywards Heath and Battle offer a fascinating and oh-so-pretty peek into the past. Our collection of gorgeous holiday cottages in Sussex boasts something for everyone, from hot tub homestays perfect for a romantic getaway to dog-friendly cottages with roaring fires and sprawling countryside on your doorstep. Whether you choose East or West Sussex, you’re in for a magical stay surrounded by outstanding natural beauty and rich history. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 39 luxury self catering cottages in Sussex
7 nights from £537 booking fees included
Bloomsbury Cottage
61861 bedroom, dog friendly self catering cottage in Wadhurst.
For a digital detox head to the beautiful countryside of the High Weald National Landscape to stay at this unique timber-cladded barn that offers a peaceful escape just moments fro...
7 nights from £537
7 nights from £727 * booking fees included
Broyle Cottage
61743 bedroom, dog friendly self catering cottage near Hailsham.
Tucked away in a peaceful hamlet near the village of Herstmonceux, this quintessential English country cottage lends itself to family gatherings, celebrations or romantic breaks. B...
7 nights from £727 *
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Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
From £80 per night + £63 booking fees
Bramley Lodge
61371 bedroom self catering cottage near Heathfield.
Soak up the scenic views of this enchanting lodge that sits within an orchard in the High Weald National Landscape. Its peaceful location is the perfect escape for a romantic getaw...
From £80 per night
7 nights from £1136 booking fees included
Dunks Cottage
60744 bedroom, dog friendly self catering cottage near Cranbrook.
Overlooking the village green of Sandhurst, Kent, in the beautiful High Weald National Landscape (Area of Outstanding Natural Beauty), this wonderfully spacious, semi-detached cott...
7 nights from £1136
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7 nights from £709 booking fees included
Nobby Nook
60061 bedroom, dog friendly self catering cottage near Battle.
This characterful gem, nestled in beautiful Sussex countryside, offers the perfect retreat for couples and solo travellers seeking a luxury escape. Nobby Nook is a lovingly conv...
7 nights from £709
7 nights from £732 * booking fees included
Austin House
60193 bedroom self catering cottage near the beach in Worthing.
Situated in the heart of Worthing, just a short walk from the seafront with its long promenade and Victorian pier, this spacious house is perfect for family get-togethers and those...
7 nights from £732 *
7 nights from £620 booking fees included
Pomona Annexe
60532 bedroom, dog friendly self catering cottage in Battle.
Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...
7 nights from £620
7 nights from £716 * booking fees included
Rockfield Lodge
60543 bedroom, dog friendly self catering cottage near Battle.
Situated in beautiful grounds just outside the medieval town of Battle and a short drive from Hastings and St Leonards-on-Sea, this delightful lodge offers a spacious holiday abode...
7 nights from £716 *
7 nights from £1432 booking fees included
Ellenhall
59904 bedroom, dog friendly self catering cottage near Battle.
Escape to this picture-perfect countryside retreat which sits in a salubrious location in the High Weald National Landscape (Area of Outstanding Natural Beauty). Surrounded by anci...
7 nights from £1432
7 nights from £441 booking fees included
Carter's Cottage
60051 bedroom self catering cottage near Hailsham.
This cosy and well-appointed semi-detached country retreat sits on a working heavy horse farm, perfect for couples or solo travellers looking to unwind, reconnect and enjoy the slo...
7 nights from £441
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
Holidays in Sussex
Boasting green pastures, rolling hills, and chalk-white cliffs, Sussex is home to a myriad of untouched landscapes and family-friendly activities, making it a truly diverse holiday destination.
Beaches in Sussex
Home to iconic cliffs, pebble-strewn havens, and pretty harbourside towns and villages, nothing quite compares to the Sussex coast. One of the most famous beaches in Sussex thanks to its golden sands and undulating dunes, Camber Sands is a popular destination for very good reason. Sussex boasts a superb mix of dog-friendly beaches, from the peaceful setting of Cuckmere Haven in East Sussex to the wild and wonderful Thorney Island in West Sussex where powder-soft sands and views across Chichester Harbour await. Of course, connecting these gorgeous beaches is a series of breathtaking coastal footpaths, so pull on your walking boots and soak up some of the best views in Sussex, from the film-famous Seven Sisters to the lofty heights of Beachy Head.
Things to do in Sussex
It’s almost impossible to run out of things to do in Sussex. From the rambling landscapes of the South Downs National Park and High Weald National Park (both of which are a haven for walkers) to the county’s fascinating history, fill your days with as much or as little as you like. Historians will love exploring the area’s many castles, which tell tales of famous battles lost and won, while unique landmarks such as Wakehurst Place and The Observatory Science Centre promise glorious gardens to explore. Whether you love literature or nature, a walk through Ashdown Forest is a must. The inspiration behind the Hundred Acre Wood in Winnie-the-Pooh, this tranquil woodland is a great spot for a Sunday stroll with the family.
Places to eat in Sussex
Full of award-winning vineyards and a coastline chock-full of seafood, Sussex is a fabulous holiday destination for foodies. Restaurants create mouthwatering menus out of fresh, local ingredients, while quaint cafés welcome you in for homemade cakes and hearty breakfasts - the perfect start to your day of exploring. Stop by one of the county’s cosy pubs for a rib-stickingly good Sunday lunch or a Michelin star eatery for some fine dining. Naturally, with such rich landscapes, Sussex’s farm shops are kept incredibly well-stocked, making them ideal for filling the cupboards and picnic basket.
