Cottages in South England
Whether you want to escape the mainland in a coastal cottage on the Isle of Wight or you long for idyllic days spent milling around the rolling hills of Sussex, we’ve got a holiday cottage in the South of England for you.
Home to the Garden of England (more commonly known as Kent), alongside the coastal wiles of Sussex, Hampshire, Essex, and the Isle of Wight, the South of England is a grand destination indeed for a memorable holiday. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 148 luxury self catering cottages in South England
From £80 per night
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 £547
Bay Cottage
61502 bedroom self catering cottage near the beach in Cowes.
Tucked away in the charming village of Gurnard on the northwest coast of the Isle of Wight, this cosy two bedroom cottage offers a relaxed coastal lifestyle, complete with a pretty...
7 nights from £547
7 nights from £788
Wickings
61013 bedroom, dog friendly holiday cottage near the beach in Ventnor.
Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...
7 nights from £788
7 nights from £755 *
Little Field
61233 bedroom, dog friendly holiday cottage near the beach near Ryde.
Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated o...
7 nights from £755 *
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7 nights from £1073
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 £1073
7 nights from £646
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 £646
7 nights from £669 *
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 £669 *
7 nights from £557
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 £557
7 nights from £653 *
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 £653 *
7 nights from £842 *
The Police House
60514 bedroom, dog friendly holiday cottage near the beach in Seaview.
Perfectly situated in the heart of the charming village of Seaview on the stunning east coast of the Isle of Wight, The Police House is a delightful, detached holiday home located ...
7 nights from £842 *
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.
A catalogue of intriguing historical buildings (including the impressive Windsor Castle and Canterbury Cathedral) and captivating landmarks make for some truly fascinating days out – not to mention the countless opportunities for watersports at one of the many beautiful beaches along the south coast. Leave the mainland behind for a self catering holiday on the Isle of Wight where you’ll find sweeping coastlines punctuated with white cliffs and gardens aplenty – as well as some truly unmissable festivals. Get lost in the enthralling history of 1066 country, sit down for a lavish afternoon tea, or spend your time in Sussex enjoying the results of a British vineyard – when in Rome! One of the best things about these southern beauties is their close proximity to London, meaning you’re never far from a weekend away or a day trip to the beach.
