Cottages for October Half Term
Gently releasing its grip on summer, October often enjoys warm weather and soft sunshine. Embrace the t-shirt weather a little longer and enjoy a self-catering retreat this October half term. From quaint one-bed cottages to spacious retreats big enough for all the family, we can help you piece together the perfect autumn holiday in a luxury cottage. Take a look at our collection and secure your favourite one today. And don't forget, once you've paid your deposit, you can pay the remaining balance off in monthly instalments - find out more here. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1337 luxury self-catering cottages for the October half term
7 nights from £860
Harecroft
60974 bedroom, dog friendly cottage near the beach in Old Hunstanton.
Harecroft is a single-storey holiday home, set within generous gardens and sleeping up to six guests across four bedrooms. Nestled within a quiet, leafy lane in one of Norfolk's mo...
7 nights from £860
Rycroft House
205Where light, space, and coastal calm meet in style
Tucked away at the top of a quiet cul-de-sac in the heart of Laxey, Rycroft House is a striking contemporary retreat where thoughtful architecture and coastal calm come together ef...
7 nights from £773
La Cabana
61023 bedroom cottage with sea views in Portscatho, South Cornwall.
Portscatho is a rather charming coastal village on the Roseland peninsula with gorgeous views over Gerrans Bay, easy access to the wonderful coast path and a vibrant centre with a ...
7 nights from £773
7 nights from £1428
Oak Tree House
61124 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...
7 nights from £1428
British Travel Awards 2025
Best company for UK holiday home rentals
Surby Mount
204A delightful rural setting near Port Erin, ideal for families.
Surby Mount is a beautifully appointed countryside retreat tucked away in the peaceful Surby, just a few minutes from the coastal village of Port Erin. Surrounded by rolling farmla...
From £141 per night *
Solas
6111Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.
Tucked away between towering pines, you’ll find Solas, a purpose-built cabin with envious views across Loch Broom and the perfect stay for families. The cabin’s dark exterior c...
From £141 per night *
From £115 per night
Silva
6110Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.
Nestled between the trees on the edge of Leckmelm Wood, on the North Coast 500 route, Silva offers the ultimate peaceful retreat for two. Purpose-built with dark exterior cladd...
From £115 per night
7 nights from £551
Ocean View at 32
61292 bedroom, dog friendly apartment with sea views in Saundersfoot.
Wake up to the soothing sound of the sea in Ocean View at 32. You'll fall in love with the glorious Blue Flag beach and uninterrupted, far reaching sea views from this sweet little...
7 nights from £551
7 nights from £944 *
Little Field
61233 bedroom, dog friendly holiday cottage near the beach near Ryde.
Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated o...
7 nights from £944 *
Spring Cottage
203A cosy hideaway overlooking Port Erin and the south
Welcome to Spring Cottage, a beautifully refurbished self-catering holiday cottage set high above Port Erin and Port St Mary on Ballakillowey in the scenic south of the Isle of Man...
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. 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. Once you've finished exploring, return to your very own private retreat and relax in total comfort.
