Cottages for October half term in Wales
Savour the best of autumn with a holiday cottage stay this October half term. Find the perfect cottage for half term and celebrate this cosy time of year. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 53 luxury self catering cottages for the October half term in Wales
7 nights from £1953 booking fees included
Out West Pembrokeshire
61857 bedroom holiday home near the beach near Newport, Pembrokeshire.
Nestled within the spectacular landscape of north Pembrokeshire, this collection of three gorgeous, beautifully restored Welsh cottages, with two wood-fired hot tubs and a sauna, o...
7 nights from £1953
7 nights from £835 booking fees included
Blaen
61832 bedroom dog friendly cottage near the beach near Newport, Pembrokeshire.
Nestled close to the picturesque hamlet and sheltered cove of Cwm yr Eglwys on the stunning north Pembrokeshire coast, this gorgeous recently renovated two-bedroom cottage offers a...
7 nights from £835
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 £890 booking fees included
Nol
61822 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
Welcome to Nol, a beautifully restored Welsh cottage, offering a wood-fired hot tub and outdoor sauna, nestling near Cwm yr Eglwys beach on the spectacular north Pembrokeshire coas...
7 nights from £890
7 nights from £863 booking fees included
Canol
61843 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
An unforgettable Pembrokeshire holiday awaits in this exceptional retreat, nestling in the Pembrokeshire Coast National Park, within a mile of the pretty sheltered cove at Cwm yr E...
7 nights from £863
British Travel Awards 2025
Best company for UK holiday home rentals
From £70 per night + £18 booking fees
Juniper
6133Luxury shepherds hut with an outdoor bath in Wales.
Surrounded by the rolling landscapes of Wales, Juniper is a secluded hideaway where rustic charm meets modern comfort. Thoughtfully designed for slow living, it offers the perfect ...
From £70 per night
7 nights from £654 * booking fees included
The Beach House
61643 bedroom, dog friendly cottage with sea views near St Davids.
With a winning combination of contemporary comforts, character-filled living spaces, exposed beams and many other original features, just yards from the rolling surf at Abereiddy b...
7 nights from £654 *
7 nights from £1338 booking fees included
Rheidiol Cottage
61493 bedroom self catering cottage near the beach in St Davids.
Let your next coastal adventure begin in splendid Rheidiol Cottage. Set in the heart of enchanting St Davids, on Wales' breathtaking Pembrokeshire coast, soak up the mystical vibe,...
7 nights from £1338
7 nights from £531 * booking fees included
Ty Pinc
61423 bedroom, dog friendly holiday cottage near the beach in Cardigan.
Nestled in the quiet village of St Dogmaels (Llandudoch), one of Pembrokeshire's most picturesque coastal villages, Ty Pinc invites you in with warmth, offering a carefully restore...
7 nights from £531 *
7 nights from £5107 booking fees included
The Retreat
61215 bedroom, dog friendly self catering cottage near Crickhowell.
The spellbinding beauty of the Bannau Brycheiniog (Brecon Beacons) are calling you for your next celebration or larger get-together. Escape to the hills at the exquisite The Retrea...
7 nights from £5107
7 nights from £1024 * booking fees included
12 Castle Street
61304 bedroom, dog friendly self catering cottage near Ruthin.
Step into a world of timeless elegance and sheer comfort in 12 Castle Street, where classic charm meets modern luxury and pure relaxation. Escape to this superbly renovated Victori...
7 nights from £1024 *
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.
October can be the most colourful month of the year, with trees parading their final flourish before stripping bare for the winter. Take the kids on a half term holiday to remember and soak up the last hints of green in Wales. A day out to a public garden might not be first on the children's list of things to do but running through tunnels lined with golden leaves and feeling the crunch underfoot will soon have them jumping in leafy mounds with excitement. The sea has a magical quality, reflecting the October sky and sparkling on the horizon. It doesn't matter if the weather takes a turn for the wintery worse, as a good storm will liven up any school holiday - stand safely back from the sea and feel the salty spray.
