Short breaks in Sussex
Sussex is a wonderful choice for blissful weekend escapes spent discovering culture and history, exploring ancient woodlands and glorious coastline, award-winning vineyards, and wandering around the pretty towns and villages.Read more
Just a short journey from London, whisk yourself away for a relaxing break in Sussex anytime of the year. There's so many fantastic locations to choose from, including the timeless town of Rye and Battle and the peace and serenity of the South Downs, to name just a few. Whether you're looking for a romantic escape just for the two of you, or you're bringing the whole family along, find your perfect holiday cottage in Sussex for an unforgettable weekend away...
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 43 self-catering cottages in Sussex available for a Short Break
7 nights from £689
The Old Stables
48661 bedroom self catering cottage near the sea near Chichester.
The Old Stables has been beautifully converted and is a great base for visiting the Goodwood Estate, the city of Chichester, the beautiful village of Bosham and Emsworth with its p...
7 nights from £689
7 nights from £631
4 Roberts Row
48232 bedroom, dog friendly self catering cottage near Rye.
4 Roberts Row is a delightful cottage bursting with character, situated in the small hamlet of Beckley with easy access to the popular town of Rye. This beautiful terraced cotta...
7 nights from £631
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 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!
7 nights from £669
The Coach House
47352 bedroom, dog friendly self catering cottage near Battle.
For a rural experience stay at The Coach House, the perfect getaway for families and friends in this peaceful part of Sussex. As you step inside the stable-door you are welcomed...
7 nights from £669
Thornden Farm Holiday Cottages
7 nights from £1782
7 nights from £630
The Old Barn
47342 bedroom, dog friendly self catering cottage near Battle.
The Old Barn is a wonderful hideaway, perfect for families looking for a true rural experience in this beautiful and peaceful part of East Sussex. As you open the stable-door to...
7 nights from £630
7 nights from £483
The Old Stable
47331 bedroom, dog friendly self catering cottage near Battle.
Enjoy precious time together at The Old Stable, a wonderful cottage for couples looking for a quiet getaway in this peaceful part of Sussex. As you step inside the stable-door y...
7 nights from £483
7 nights from £462
The Byre
47321 bedroom self catering cottage near Battle.
Bursting with character and charm, The Byre is waiting to give you that rural experience. Situated in 12 acres of 1066 countryside it is one of Thornden Farm's original outbuilding...
7 nights from £462
From £80 per night
The Tea Hut
44771 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...
From £80 per night
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.
Medleys Yard
7 nights from £673
7 nights from £593
Medleys Barn
44762 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...
7 nights from £593
