Cottages in Sussex for the Summer Holidays
Just a hop, skip and a jump from London, Sussex is a great choice for a summer getaway without having to travel too far. Head to the countryside to stay in a luxury self catering cottage in Sussex for your summer holiday. Take advantage of those long summer days, wander through woodlands and nature reserves and explore the dreamy English countryside.Read more
Summer Holiday Cottages in Sussex
At Classic Cottages we understand how important your accommodation is in making or breaking your holiday experience. That's why we handpick all of our properties, personally inspecting each one so that exacting standards are met. From start to finish we want your holiday to be as easy and relaxed as possible, and will provide you with help and support every step of the way. All you need to do? Pick your favourite cottage and embrace the holiday of a lifetime in Sussex.
Choose from 42 school summer holiday cottages in Sussex
7 nights from £1164
Beacon Hill Barn
56442 bedroom self catering cottage near Midhurst.
This gorgeous barn sits in the heart of the South Downs National Park providing an excellent base for all types of rural pursuits and is perfectly positioned for visiting the towns...
7 nights from £1164
7 nights from £673
The Little Lodge
55991 bedroom, dog friendly self catering cottage near Rye.
This peaceful retreat for two is nestled in an Area of Outstanding Natural Beauty, near the village of Broad Oak and a short drive from the medieval town of Rye, Battle and the bea...
7 nights from £673
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7 nights from £715
Darjeeling Lodge
55982 bedroom, dog friendly self catering cottage near Rye.
If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...
7 nights from £715
7 nights from £703
4 Church Square
55201 bedroom, dog friendly self catering cottage in Rye.
Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...
7 nights from £703
7 nights from £2600
Costers Lodge
54903 bedroom, dog friendly self catering cottage in Midhurst.
Sitting in gorgeous countryside, this 100 year old luxury sandstone cottage is just a stone's throw from Cowdray House and only a five-minute drive from the centre of Midhurst. It'...
7 nights from £2600
7 nights from £872
North Barn at Pickeridge
52152 bedroom self catering cottage near Haywards Heath.
North Barn at Pickeridge is the perfect abode for couples and families. It sits in a secluded location on a 120 acre working farm in a beautiful valley between Ardingly and West Ho...
7 nights from £872
From £130 per night
Matilda
53801 bedroom, dog friendly self catering cabin near Battle.
This wonderful enchanting medieval-styled cabin is only a couple of hours from London, situated on land that was once part of the Battle Abbey Estate in 1066 country. If you're loo...
From £130 per night
7 nights from £667
Gingers Green Coach House
53581 bedroom self catering cottage in Herstmonceux.
This characterful cottage is located in Gingers Green just outside the village of Herstmonceux, with beautiful views of the Sussex countryside and South Downs. It's the perfect ret...
7 nights from £667
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7 nights from £2382
Pickeridge Barn
52166 bedroom, dog friendly self catering home near Haywards Heath.
This newly converted and eco-friendly barn is rather unique, the perfect holiday home for those looking for a multi-family getaway in the heart of the Sussex countryside. Situat...
7 nights from £2382
7 nights from £903
Heringaud Barn
52512 bedroom, dog friendly self catering cottage near Alfriston.
This peaceful retreat is situated in the sleepy picturesque village of West Dean in the heart of the South Downs National Park, a short distance from Cuckmere Haven and the Seven S...
7 nights from £903