
We have 749 cottages available for May half term
7 nights from £684
Rock Samphire
44442 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
This delightful, stylish cottage is in the heart of the friendly quintessential Cornish village of St Agnes. Beautifully renovated and lovingly furnished and equipped, this is a ch...
7 nights from £684
7 nights from £899
The Boatshed
44541 bedroom cottage near the beach in Praa Sands, West Cornwall.
Wow! This beautifully appointed former boatshed is stunning, with reverse level living making the most of the wonderful views and, of course, the sunsets. Set in a secluded spot...
7 nights from £899
7 nights from £569
Sawmill Cottage
44251 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.
On the site of the 18th Century sawmill and on the common across the road from The Pantiles, Sawmill Cottage is ideally suited for couples wishing to explore the Royal Spa town of ...
7 nights from £569
7 nights from £663
Castlemans Stables East
44212 bedroom, dog-friendly self-catering cottage near Battle.
In the heart of East Sussex's 1066 countryside and set within the High Weald Area of Outstanding Natural Beauty, Castlemans Stables East is one of a pair of sympathetically convert...
7 nights from £663
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 £663
Castlemans Stables West
44222 bedroom, dog-friendly self-catering cottage near Battle.
Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is one of a pair of sympathetically converted ...
7 nights from £663
7 nights from £830 *
Bank Cottage
44073 bedroom, dog friendly cottage with sea views near Coverack.
This traditional terraced cottage has glorious sea views and is located right on the South West Coast Path. In fact, your adventure begins as soon as you arrive with a very short w...
7 nights from £830 *
7 nights from £823
Pebbles
43982 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Seaview is a wonderful place for an Isle of Wight holiday and Pebbles is perfectly situated in the heart of the village on a quiet residential street just a stone's throw away from...
7 nights from £823
7 nights from £797
Winkle Cottage
43952 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
This gorgeous terraced cottage, situated in the Conservation Area of the old town of Cowes, is just a few minutes' walk from the centre of town, offering the perfect family holiday...
7 nights from £797
From £99 per night
Wildwood Hideaway
4383Dog friendly cabin tucked amongst the trees near Rock, North Cornwall.
Take the little winding path that zig-zags its way through the trees to where Wildwood Hideaway is waiting to welcome you to the peace and tranquility of the woodland. Tucked away ...
From £99 per night
7 nights from £1121
Longdown Hall
43863 bedroom self catering cottage with sea views in Ventnor, Isle of Wight
A stunning property in Ventnor on the southern tip of the Island, with the most sensational 180 degree sea views from the sun-drenched patio. Relax with your breakfast in the sunsh...
7 nights from £1121
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.