October Half Term Cottage Escapes 

The leaves are turning, the air’s crisp, and your wellies are looking neglected – it must be October half term. If you’ve not yet booked your great autumn escape, fear not. We’ve pulled together a handpicked selection of Dioni cottages still available for the half term week. The choice may be a little slimmer now (our cosiest cottages go quicker than a tray of bonfire toffee), but there are still some absolute gems waiting to be snapped up.

From characterful coastal cottages in Pembrokeshire to snug rural hideaways in North Wales, this round-up includes a variety of locations and property sizes – perfect for families, couples, or anyone simply craving a seasonal switch-off. Whether you’re dreaming of windswept beach walks, mountain adventures, or just a crackling fire and a massive mug of tea, we’ve still got some brilliant options left.

This time of year is made for hearty meals, muddy adventures, and watching the rain from a comfy sofa with zero guilt. Our remaining properties still offer the full Dioni experience – quality, charm, and the kind of places where even the dog gets a holiday.

Take a look below at what’s left – from large family-friendly pads to romantic bolt-holes – and see if your perfect half term cottage is still up for grabs.

• Y-Ddol, Sleeps 4, Nr Barmouth
• Ty-Cerrig, Sleeps 6, Anglesey
• Boethuog, Sleeps 7, Dolgellau
• Gamekeepers-Cottage, Sleeps 8, Denbighshire
• Hendre-Feinws, Sleeps 20, Pwllheli

Luxury Two Bedroom Holiday Cottage with Hot Tub and Sea Views | Y-Ddol

Sleeps 4 | Dog Friendly | Hot Tub | Near Beach | Real Fire | EV Charger

Y-Ddol, a luxury two bedroom holiday cottage with hot tub and sea views is a beautiful, modern barn conversion set in-between Harlech and Barmouth making it perfectly located for exploring Eryri (Snowdonia). Slate floors and minimalist interior give this holiday cottage an ultra modern feel and the floor to ceiling windows with sea views give it that unique and very special point of difference.

Boutique Luxury Cottage in Anglesey | Ty-Cerrig

Sleeps 6 | Dog Friendly | Near Beach | Near Pub

Welcome to Ty-Cerrig, an architectural plot twist where a modest, rose-draped traditional stone exterior hides a wonderland of brave, design-led interiors. If you are hunting for a premium luxury self catering cottage in Anglesey that rejects bland holiday rentals in favour of rich colours, thoughtful curation, and genuine personality, you have hit the jackpot. It also happens to be enthusiastically pet-friendly, welcoming up to four of your favourite four-legged companions..(more by discussion). Arrival is a breeze thanks to a flat, smooth pathway to the front door and step-free access across the entire ground floor, though the majestic stairs mean the property isn’t suited for disabled guests.

Enchanting Character Cottage in the Heart of South Eryri | Boethuog

Sleeps 7 | Dog Friendly | Real Fire | EV Charger

Surrounded by rolling fields and mature woodland Boethuog is an enchanting character cottage in the heart of South Eryri. From the outside this charming stone cottage looks straight out of a fairytale, but step inside and period character meets 21st century luxury with stylish decor, underfloor heating and rainfall showers blending beautifully with curving walls, exposed beams, cottage style doors and deep window sills. The cottage sleeps up to eight guests in three bedrooms, with a clever layout making the most of the space to provide a generous living room, kitchen-diner, useful utility and two luxurious bathrooms. On the ground floor the hallway opens onto a beautiful, country style kitchen diner, well equipped with a multi slice Dualit toaster, perfect for family breakfasts, an electric oven and an induction hob, microwave, dishwasher and a large fridge. There is a separate freezer is in the utility room.

South Facing Barn Conversion With Private Hot Tub | Gamekeepers-Cottage

Sleeps 8 | Dog Friendly | Hot Tub | Real Fire | EV Charger

A charming property, this south facing barn conversion with private hot tub sits on the banks of the River Dee in Denbighshire, with fabulous countryside views. With four bedrooms, sleeping eight in total, Gamekeepers is a dog friendly and accessible home from home, providing the perfect base to explore North Wales and to enjoy some well-earned relaxation time. Situated on the secluded Rivercatcher complex of converted cottages and log cabins, this property is surrounded by breathtaking landscapes, with views of the river and private outdoor space.

Beautiful Farmhouse Accommodation in a Country Setting | Hendre-Feinws

Sleeps 20 | Hot Tub | Dog Friendly | Near Beach | Real Fire | Games Room | Farm Stay

Tucked away in the heart of the Llyn countryside, Hendre Feinws offers beautiful farmhouse accommodation in a country setting.
Though if we’re honest, beautiful seems like rather a large understatement here. Hendre Feinws has been really lovingly renovated to create a supremely comfortable and luxurious holiday hideaway. With a gorgeous photoshoot-ready interior it exudes style, elegance, and a wonderful restful calm. The house sleeps up to 20 guests, so is perfect for extra-special get-togethers, memorable holidays, big family shindigs, and celebrations. Bright and inviting, it is packed full of original features like exposed beams and stone work, and is beautifully presented throughout. We love it.