Cottages for a short break in South England
Sometimes, a short break is all you need to relax and recharge. Find your perfect short break holiday cottage, whether you’re looking for a long weekend or a mid week break. Take your pick from our exclusive collection of self catering cottages in South England and treat yourself to a delightful getaway.Read more
You don't need a whole week away to relax and recharge. Sometimes a short break is all you need to explore, adventure and take some time to yourself. Short breaks are perfect getaways year-round whether you’re looking for a spring escape, autumn adventure, or a cosy winter break. And no matter what time of year it is, we’ll have something for you, whether you need a dog friendly cottage, a place for the whole family, a cottage with a sea view or fancy a cottage with a hot tub. With short break cottages across the UK, we've got plenty to choose from.
Go on, treat yourself...
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 142 self-catering cottages in South England available for a Short Break
The Old Dairy
7 nights from £1022
7 nights from £372
The Studio
57531 bedroom, dog friendly,cosy cottage near Ryde.
Whether you seek relaxation or adventure on the Isle of Wight, The Studio provides the most welcoming modern-rustic retreat to experience the best of natural beauty and contemporar...
7 nights from £372
From £110 per night
Farm Cottage
57182 bedroom, dog friendly cottage near Ventnor.
For those looking for a peaceful and calming cottage then look no further than Farm Cottage, it's set in the delightful grounds of the owners' home and has been furnished with care...
From £110 per night
From £72 per night
The Stables
56511 bedroom, dog friendly holiday cottage close to the beach, near Ventnor.
Welcome to The Stables, a romantic getaway for two! Close to the seaside town of Ventnor, with its beautiful beachfront, you can explore this corner of the Island and then retreat ...
From £72 per night
7 nights from £713
Bentinck
57243 bedroom cottage near the beach in Ventnor.
Located in a quiet spot, just moments from the vibrant high street and picturesque seafront, Bentinck offers a welcoming, beautifully refurbished home with everything you could wis...
7 nights from £713
7 nights from £606
The Laundry
56502 bedroom, dog friendly self catering cottage near Polegate.
This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...
7 nights from £606
7 nights from £510
Hayesland Lodge
57001 bedroom, dog friendly self catering cottage near Rye.
This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...
7 nights from £510
7 nights from £1469 *
Pepita
57195 bedroom dog friendly cottage with sea views in Seaview.
With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...
7 nights from £1469 *
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 £508
The Mews
56892 bedroom, dog friendly self catering cottage in Battle.
Treat yourself and your loved ones to a memorable break at this stylish abode, which is centrally located in the historic town of Battle, East Sussex. Close to all amenities and su...
7 nights from £508
7 nights from £982
The Dairy
56313 bedroom holiday cottage near the beach in Seaview.
Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...
7 nights from £982
