Cornwall Cottages for October Half Term
Warm weather can extend well into winter in Cornwall, so try a luxury holiday cottage for October half term and try it out. With our range of properties offering wide variety and consistent quality, you are sure to find a holiday cottage to capture heart and mind. Watch the trees turn from green to gold and welcome autumn in style with your little ones by your side. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.565 self-catering cottages for October half term in Cornwall
7 nights from £646 booking fees included
April Cottage
61992 bedroom, dog friendly cottage near the beach near Coverack.
Tucked away in an historic beachside location, this chic yet characterful semi-detached cottage has been lovingly restored and brought back to life, creating the perfect escape for...
7 nights from £646
7 nights from £2067 * booking fees included
Trevaskis Farmhouse
61666 bedroom, dog friendly self catering home near Hayle, West Cornwall.
Set within 28 acres of beautiful Cornish countryside, Trevaskis Farmhouse offers a truly special stay in the heart of rural west Cornwall. Located within the grounds of the much-lo...
7 nights from £2067 *
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £546 booking fees included
Riverside Cottage
61632 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...
7 nights from £546
7 nights from £1588 * booking fees included
Carn Marth Lodge
61984 bedroom self catering cottage near Portreath, North Cornwall.
From the moment you arrive at Carn Marth Lodge, it's clear this is somewhere rather special. Beautifully designed throughout with luxurious finishes, generous living spaces and exc...
7 nights from £1588 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £711 booking fees included
Porto Cottage
61951 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
This stylish hideaway with individual interiors is set in a peaceful location just a short walk from the heart of the trendy, yet historic, village of St Agnes. Porto Cottage is a ...
7 nights from £711
7 nights from £1092 booking fees included
1 South Terrace
61623 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
Wake up to the sound of the sea, breathe in the salty air and experience one of Penzance’s most enviable locations. Perfectly positioned overlooking the seafront and iconic promena...
7 nights from £1092
7 nights from £629 * booking fees included
Woonsmith
61922 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Escape to the peace and allure of the Cornish countryside at this beautifully renovated two bedroom cottage with its secluded, exclusive wild swimming lake just outside the pretty ...
7 nights from £629 *
7 nights from £597 * booking fees included
Admiral's Den
61692 bedroom, dog friendly apartment near the beach in Penzance.
Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...
7 nights from £597 *
Nancealverne Estate
7 nights from £1362.78 booking fees included
7 nights from £767 * booking fees included
Apple Loft Cottage
61682 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
Nestled within 25 acres of enchanting grounds of historic Nancealverne House, Apple Loft Cottage is a beautifully restored property offering a peaceful stay steeped in centuries of...
7 nights from £767 *
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
A month of transition and promise, October sees summer bid its final farewell and autumn gracefully take the stage. All around the county, trees shed their lush sheaths and hues of burnt orange, rust and deep red leak across the landscape. With children finishing their first half term of the new school year and work routines heavy following summer's games, why not take the opportunity to recoup and catch up together? At Classic Cottages we have a wide range of self-catering cottages offering a luxury base from which to enjoy Cornwall's autumnal tones. Tread leaves, play on empty beaches and enjoy whatever comes your way, an October half term holiday in Cornwall is not one to be missed. Find your favourite cottage today and take a step closer to your next adventure together.
