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 140 self-catering cottages in South England available for a Short Break
From £149 per night *
Stargazers' Retreat
5125Luxury Yurt for 5 near the beach near Ventnor, Isle of Wight.
Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated ...
From £149 per night *
7 nights from £408
Sugar Beach
51022 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight
Seaview is a much sought-after charming village on the east of the Isle of Wight, and Sugar Beach is perfectly situated just a stone's throw from the beach and a short stroll away ...
7 nights from £408
7 nights from £956
Underwood Cabin
49953 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
Nestled in the beautiful grounds of St Hubert's Lodge and surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful island retreat, perfectly situated be...
7 nights from £956
7 nights from £1598
Acorn Barn
49634 bedroom, dog friendly self catering cottage in Alfriston.
This beautifully converted Sussex barn is an ideal staycation for get-togethers with family and friends in a rural location in the Cuckmere Valley and South Downs National Park. It...
7 nights from £1598
7 nights from £916 *
Sea Lights
49672 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.
Situated close to the beating heart of world-famous Cowes, lies the pretty coastal village of Gurnard, where you will find this handsome coastal ground floor pet-friendly apartment...
7 nights from £916 *
7 nights from £580 *
Valdora
49593 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Perfectly situated in the heart of the charming village of Seaview, Valdora is a gorgeous holiday retreat, beautifully styled to offer the very best in contemporary living. Seaview...
7 nights from £580 *
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!
From £132 per night
Kenny's Hut
49201 bedroom Shepherds Hut with hot tub near Horsham.
Kenny's Hut is the perfect retreat for two, situated down a quiet rural lane in the mid-Sussex countryside near Brighton and just two hours from London. This unique accommodatio...
From £132 per night
7 nights from £980
The Piggery at John Bulls House
49221 bedroom self catering cottage near Horsham.
The Piggery at John Bulls House is the perfect retreat for couples looking to stay at the foot of South Downs National Park. Situated in a quiet, rural and secluded location it giv...
7 nights from £980
7 nights from £476
Quebec Barn
48892 bedroom, dog friendly self catering apartment near Alfriston.
This historic property is situated in the unspoilt village of West Dean in the Cuckmere Valley close to the village of Alfriston and the Seven Sisters Country Park. The village, wh...
7 nights from £476
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
