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
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Choose from 28 school summer holiday cottages in Sussex
7 nights from £1382 booking fees included
Stonny Hon Jay
62114 bedroom, dog friendly holiday cottage with sea views in Hastings.
This beautifully presented Victorian terraced townhouse has been beautifully styled to provide the perfect Sussex staycation for family and friends, just moments from the historic ...
7 nights from £1382
7 nights from £914 booking fees included
The Old Tractor Shed
61802 bedroom, dog friendly self catering cottage near Winchelsea.
Tucked away on a working sheep farm close to the coast and the medieval towns of Rye and Winchelsea, this peaceful escape is surrounded by beautiful farmland and scenic footpaths i...
7 nights from £914
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
7 nights from £733 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 £733
7 nights from £1027 * 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 £1027 *
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Best company for UK holiday home rentals
From £92 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 £92 per night
7 nights from £793 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 £793
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10% off
12 Nov 2026 - 19 Nov 2026
£713.00 £648.00 booking fees included
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10% off
19 Nov 2026 - 26 Nov 2026
£713.00 £648.00 booking fees included
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10% off
26 Nov 2026 - 3 Dec 2026
£713.00 £648.00 booking fees included
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10% off
3 Dec 2026 - 10 Dec 2026
£713.00 £648.00 booking fees included
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10% off
10 Dec 2026 - 17 Dec 2026
From £713.00 £648.00 booking fees included
7 nights from £1154 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 £1154
7 nights from £914 booking fees included
Pomona Annexe
60532 bedroom, dog friendly self catering cottage in Battle.
Located just a short drive from the stunning Sussex coast, the town of Battle and only a ten-minute walk to the iconic battlefield or RSPB Fore Wood Nature Reserve, Pomona Annexe i...
7 nights from £914
7 nights from £1319 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 £1319
7 nights from £605 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 £605
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
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.
Prefer messaging? Chat with our team on WhatsApp 01326 555 555.
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!
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.
