We have 919 luxury self catering cottages for the October half term in South West
7 nights from £649 booking fees included
Swallows Nest
49512 bedroom self catering cottage near Okehampton, North Devon.
Swallows Nest is a gorgeous contemporary holiday abode where no expense has been spared to bring you the most stunning retreat nestled in the heart of the west Devon countryside. L...
7 nights from £649
7 nights from £537 * booking fees included
2 Belgravia
49102 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
Perfectly located just a short walk from the delights of central Penzance and with the stunning coast of far west Cornwall a stroll away, 2 Belgravia is a beautifully renovated mid...
7 nights from £537 *
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.
7 nights from £974 booking fees included
The Old Granary
49443 bedroom self catering cottage near Helston, West Cornwall.
A boutique barn nestled in tranquil Cornish countryside close to the banks of the Helford. A wonderful choice for a peaceful holiday in Cornwall with family or friends, The Old Gra...
7 nights from £974
7 nights from £1512 * booking fees included
Southleigh House
49384 bedroom, dog friendly cottage with sea views near Charlestown.
For those seeking a very special country retreat that's oh-so-close to the crystal clear waters and sheltered beaches of Cornwall's south coast, then look no further than Southleig...
7 nights from £1512 *
7 nights from £910 booking fees included
The Old Stables
49453 bedroom self catering cottage near Helston, West Cornwall.
Immerse yourself in rural bliss with a tranquil stay at The Old Stables, an immaculate countryside retreat. Nestled in the pretty Cornish village of Mawgan, there's lots of adventu...
7 nights from £910
7 nights from £822 booking fees included
Church View
49432 bedroom self catering cottage near Helston, West Cornwall.
Welcome to Church View, a very special getaway sleeping four and nestled in the Cornish countryside. Ideal for a restorative retreat at any time of the year, this beautiful barn ce...
7 nights from £822
7 nights from £580 * booking fees included
Bay Tree Cottage
49312 bedroom, dog friendly holiday cottage near Clovelly, North Devon.
Nestled in the idyllic, unspoilt Devonshire village of Hartland, Bay Tree Cottage is a delightful holiday home, perfect for exploring miles of the stunning South West Coast Path (T...
7 nights from £580 *
7 nights from £651 * booking fees included
Haretor Barn
49242 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Gorgeous Haretor Barn is surrounded by idyllic Dartmoor countryside, with breathtaking views as far as the eye can see and situated on a pretty farmstead where you and your four-le...
7 nights from £651 *
-
15% off
31 Jul 2026 - 7 Aug 2026
£1193.00 £1023.50 booking fees included
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 £651 * booking fees included
Foxtor Barn
49252 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Surrounded by captivating views of Dartmoor as far as the eye can see, Foxtor Barn is a delightful barn conversion perfectly situated on a pretty farmstead with panoramic vistas fr...
7 nights from £651 *
Wastor Farm
7 nights from £1301.20 booking fees included
