Cottages for October Half Term

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 hereRead more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1338 luxury self-catering cottages for the October half term

The Retreat is a 5 bedroom, dog friendly self catering cottage near Crickhowell.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £900 per night

The Retreat

6121

5 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...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £900 per night

12 Castle Street is a 4 bedroom, dog friendly self catering cottage near Ruthin.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £960 *

12 Castle Street

6130

4 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...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £960 *

Mount View Cottage is a 3 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £754 *

Mount View Cottage

6128

3 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.


Tucked away along a narrow Cornish lane in the heart of Marazion, Mount View Cottage is a delightful coastal retreat with sweeping views across Mount's Bay towards the iconic St Mi...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £754 *

Caban Tarren is a Cabin in Wales with wood-burner and outdoor kitchen.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £490

Caban Tarren

6115

Cabin in Wales with wood-burner and outdoor kitchen.


Full of charm and soul, this cabin nestled in the heart of the Welsh countryside offers the ultimate escape, surrounded only by rolling hills and mountain views – dreamy. Built...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £490

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

Harecroft is a 4 bedroom, dog friendly cottage near the beach in Old Hunstanton.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £860

Harecroft

6097

4 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...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £860

Rycroft House is a Where light, space, and coastal calm meet in style
  • Sleeps 6 + 2 cots
  • Dogs welcome

Rycroft House

205

Where 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...

  • Sleeps 6 + 2 cots
  • Dogs welcome
La Cabana is a 3 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £773

La Cabana

6102

3 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 ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £773

Oak Tree House is a 4 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1428

Oak Tree House

6112

4 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...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1428

Surby Mount is a A delightful rural setting near Port Erin, ideal for families.
  • Sleeps 7 + 2 cots
  • Dogs welcome

Surby Mount

204

A 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...

  • Sleeps 7 + 2 cots
  • Dogs welcome
Solas is a Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £141 per night *

Solas

6111

Beautiful 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...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £141 per night *

Choose from our exclusive collection at the best prices with real time availability.

Load more

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.