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 1283 luxury self-catering cottages for the October half term

Camusasaig is a 2 bedroom self catering cottage with loch views near Fort William.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £880 booking fees included

Camusasaig

6189

2 bedroom self catering cottage with loch views near Fort William.


Perched on the water’s edge, with uninterrupted views of Loch Linnhe in all its glory, sits Camusasaig a charming and perfectly located cottage for two with all the romance of a Sc...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £880

Trevaskis Farmhouse is a 6 bedroom, dog friendly self catering home near Hayle, West Cornwall.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2112 * booking fees included

Trevaskis Farmhouse

6166

6 bedroom, dog friendly self catering home near Hayle, West Cornwall.


Set within 28 acres of beautiful Cornish countryside, Trevaskis Farmhouse offers a truly special stay in the heart of rural west Cornwall. Located within the grounds of the much-lo...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2112 *

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Riverside Cottage is a 2 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £546 booking fees included

Riverside Cottage

6163

2 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.


Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £546

Carn Marth Lodge is a 4 bedroom self catering cottage near Portreath, North Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1588 * booking fees included

Carn Marth Lodge

6198

4 bedroom self catering cottage near Portreath, North Cornwall.


From the moment you arrive at Carn Marth Lodge, it's clear this is somewhere rather special. Beautifully designed throughout with luxurious finishes, generous living spaces and exc...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1588 *

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

British Travel Awards 2025
Best company for UK holiday home rentals

Porto Cottage is a 1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £724 booking fees included

Porto Cottage

6195

1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


This stylish hideaway with individual interiors is set in a peaceful location just a short walk from the heart of the trendy, yet historic, village of St Agnes. Porto Cottage is a ...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £724

Boothgate is a 4 bedroom, dog friendly self catering cottage near Belper.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1273 booking fees included

Boothgate

6190

4 bedroom, dog friendly self catering cottage near Belper.


Welcome to Boothgate, a wonderfully quirky countryside retreat perched on the edge of the breathtaking Peak District. Bursting with personality, colour and unexpected touches, this...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1273

Island Cottage is a 3 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1254 booking fees included

Island Cottage

6196

3 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.


Welcome to Island Cottage, nestled in the sought-after village of Bigbury-on-Sea, its elevated location provides beautiful views of both Bigbury beach, Bantham beach and the iconic...

  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1254

Paloma is a Converted horsebox with outdoor bath near Malmesbury.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £93 per night + £53 booking fees

Paloma

6187

Converted horsebox with outdoor bath near Malmesbury.


Set in serene countryside near the Cotswolds, Paloma, a beautifully converted vintage horsebox, invites you to truly switch off and enjoy a peaceful break. Leave the daily rout...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £93 per night

1 South Terrace is a 3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1092 booking fees included

1 South Terrace

6162

3 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...

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

7 nights from £1092

View
  • 20% off

    14 Aug 2026 - 21 Aug 2026

    From £2406.00 £1937.40 booking fees included

Woonsmith is a 2 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £629 * booking fees included

Woonsmith

6192

2 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 ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £629 *

Our guests rate us 4.8/5 on Feefo, the independent review site.

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.