Cottages for October in Cornwall
Hang on to the last vestiges of summer and spend happy days strolling under bright sunshine, through rolling countryside and along jaw-dropping coastline. It's not uncommon for the sun to linger long into October, and with fewer crowds you can make the most of a truly glorious time of year in Cornwall. Cast your gaze over our 640 available cottages and let your mind run wild, a dream getaway is just around the corner. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 640 cottages in Cornwall for October
7 nights from £1050 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 £1050
7 nights from £628 * 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 £628 *
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 £596 * 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 £596 *
Nancealverne Estate
7 nights from £1362.78 booking fees included
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £766 * 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 £766 *
7 nights from £2276 * booking fees included
Pen Den Har
61706 bedroom, dog friendly home with sea views in Kingsand, Cornwall.
Come and fall under the spell of this very special house, perfectly positioned in the heart of the utterly charming villages of Kingsand and Cawsand. Set in a plum elevated positio...
7 nights from £2276 *
7 nights from £872 booking fees included
Marina View
61533 bedroom apartment with sea views in Falmouth, South Cornwall.
A stunning, elegant waterside apartment in the heart of the marina in Falmouth overlooking bobbing boats within a gated development. A wonderful location for exploring the town on ...
7 nights from £872
7 nights from £1512 booking fees included
The Bowjy
61724 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
Come and create cherished holiday memories with family and friends at this stunning barn conversion. Tucked away along a quiet country lane, it is ideally located within easy reach...
7 nights from £1512
7 nights from £897 * booking fees included
Larkspur Cottage
61513 bedroom, dog friendly cottage near the beach in Praa Sands.
Located in the peaceful village of Germoe in west Cornwall, Larkspur Cottage is a picture-perfect thatched home brimming with history, charm and countryside tranquility. This encha...
7 nights from £897 *
7 nights from £1040 booking fees included
Horizons
61773 bedroom cottage with sea views in Praa Sands, West Cornwall.
Horizons is a stunning coastal home set back from the sandy beach and turquoise sea at beautiful Praa Sands, one of Cornwall’s most loved beach destinations. Sleeping six guest...
7 nights from £1040
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.
Whether you are looking for a dog-friendly cottage to enjoy long woodland walks under rust coloured canopies or a place by the sea to watch Atlantic swells build, we'll help you find the perfect spot this October. With cottages of all variety in our portfolio, you can treat yourself to a solo getaway or a family adventure for October half term. In the heart of the action or nestled in a secluded hideaway, you can spend your October holiday exactly as you please. To help get you started, browse our 640 available properties and see what piques your interest. At Classic Cottages, we always go the extra mile to make sure your whole experience is as dreamy as possible and are always on hand to offer assistance.
