We have 129 self catering cottages with 2 bedrooms in South England
7 nights from £616 booking fees included
Westhill View
48822 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...
7 nights from £616
7 nights from £620 booking fees included
Pomona Annexe
60532 bedroom, dog friendly self catering cottage in Battle.
Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...
7 nights from £620
7 nights from £620 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 £620
7 nights from £637 booking fees included
Yardley
36972 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview. The beach and local shops are only a few minutes from your doorstep making this...
7 nights from £637
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 £640 booking fees included
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 £640
7 nights from £649 * booking fees included
Modwena
44683 bedroom, dog friendly self catering cottage near the sea in Yarmouth, Isle of Wight.
This gorgeous three bedroom cottage is in the picturesque town of Yarmouth just a few minutes' walk from the village centre and historic pier. Located on the west coast of the Isla...
7 nights from £649 *
7 nights from £667 booking fees included
Spinnakers
36592 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
Situated in a peaceful, private estate just a short stroll from the charming seaside town of Yarmouth, Spinnakers is a cosy, single-storey semi-detached holiday home with well-kept...
7 nights from £667
7 nights from £668 booking fees included
The Stables
45372 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
The heart of the property is an inviting open plan living space where the sitting, dining and kitchen areas are thoughtfully brought together. Soft natural light filters in through...
7 nights from £668
7 nights from £669 booking fees included
The Dairy
45362 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
The dairy is a warm and welcoming barn conversion perfect for slow mornings, costal adventures and cosy evenings by the fire. Being is the largest of the four barns at Kingston, an...
7 nights from £669
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20% off
22 Aug 2026 - 29 Aug 2026
From £975.00 £792.60 booking fees included
7 nights from £672 booking fees included
The Pigsty
45382 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
Tucked away in a picturesque and peaceful spot just outside the village of Shorwell, this charming barn conversion makes a wonderful base for a relaxed getaway. The Pigsty at Kings...
7 nights from £672
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
