We've got 1221 holiday cottages available for October
7 nights from £5500
King John's Palace
57306 bedroom self catering home near Burford
Stay in style at King John's Palace, a beautiful historic home close to the quintessential Cotswold town of Burford. This unique hidden gem is an historic Grade II* Listed farmhous...
7 nights from £5500
7 nights from £684
Captains Cottage
54443 bedroom, dog friendly cottage with sea views in Brixham, Devon.
Captains Cottage sits in an enviable position just moments away from the bustling Brixham harbourside, perfectly placed for family holidays or groups of friends looking for a coast...
7 nights from £684
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 £1035
Freshfields
57064 bedroom self catering cottage near Dorchester, Dorset.
Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...
7 nights from £1035
From £127 per night
Aurora at 24 Acres
5736Shepherd's hut with wood-fired outdoor bath in Devon.
Welcome to Aurora, a gorgeous shepherd's hut with wood-fired outdoor bath, hidden away in a secluded setting in the Blackdown Hills. Nestled within a peaceful meadow on a 24-acre s...
From £127 per night
7 nights from £753
Bentinck
57243 bedroom cottage near the beach in Ventnor.
With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island...
7 nights from £753
7 nights from £744
Briar Lea
56942 bedroom, dog friendly cottage with sea views in Robin Hoods Bay.
Nestled in the quiet coastal village of Fylingthorpe with views across the sea to the rugged Yorkshire coastline and within minutes of the historic Robin Hood's Bay, this beautiful...
7 nights from £744
7 nights from £444
Rivendell Cottage
57322 bedroom, dog friendly cottage near Camelford, North Cornwall.
Wind your way along the country lanes to this picture-perfect cottage, nestled in the rural hamlet of Tremail in the heart of north Cornwall. Serving up the best of both worlds, th...
7 nights from £444
7 nights from £2300
Penfoye
57283 bedroom, dog friendly cottage with sea views near Fowey, Cornwall.
If there was a definition of 'heaven on earth' then Penfoye would be it. With spellbinding waterside scenes, beautifully curated interiors and glorious gardens, this extra-special ...
7 nights from £2300
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 £170 per night
Ty Coedwig Treehouse
5729Luxury treehouse with outdoor bath in Powys, Wales.
Embrace nature with a stay in this most magical setting, a beautiful handcrafted treehouse complete with an al fresco bath, set in tranquil woodland and surrounded by nature, deep ...
From £170 per night
7 nights from £585 *
The Threshing Barn
57333 bedroom, dog friendly holiday cottage near Okehampton, North Devon.
Nestled in a quaint west Devon village, escape to the tranquility of village life and a slower pace at The Threshing Barn. This newly fully refurbished barn offers style and charm ...
7 nights from £585 *
