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 here. Read more

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

We have 1295 luxury self-catering cottages for the October half term

The Hidden Burrow is a Underground dog-friendly burrow with hot tub and sauna, overlooking St Michael's Mount, Cornwall
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1141 booking fees included

The Hidden Burrow

6230

Underground dog-friendly burrow with hot tub and sauna, overlooking St Michael's Mount, Cornwall


In a magical setting overlooking majestic St Michael's Mount, The Hidden Burrow is a uniquely created burrow, set into the landscape and beautifully curated with gorgeous, handcraf...

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

7 nights from £1141

Nibbana Lodge is a Unique coastal retreat with private sauna and cold plunge
  • Sleeps 2 + cot
  • No pets

Nibbana Lodge

227

Unique coastal retreat with private sauna and cold plunge


Tucked away just off Gansey in Port St Mary, this beautifully designed one-bedroom annexe offers a truly special coastal retreat. Combining thoughtful craftsmanship, stylish interi...

  • Sleeps 2 + cot
  • No pets
Charlie's Cottage at the Black Dub is a Forested backdrop cottage for four
  • Sleeps 4 + cot
  • Dogs welcome

Charlie's Cottage at the Black Dub

223

Forested backdrop cottage for four


Charlie's Cottage Sleeps 4, dogs welcome Forested backdrop cottage for four Set amidst towering trees, Charlie’s Cottage offers an idyllic Manx retreat for up to four and...

  • Sleeps 4 + cot
  • Dogs welcome
James' Cottage at the Black Dub is a A spellbinding stay set along the sprawling west coast
  • Sleeps 6 + cot
  • Dogs welcome

James' Cottage at the Black Dub

224

A spellbinding stay set along the sprawling west coast


James' Cottage Sleeps 6, dogs welcome A spellbinding stay set along the sprawling west coast For an escape to embrace Manx highlights, James’ Cottage awaits, perfectly pos...

  • Sleeps 6 + cot
  • Dogs welcome
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Best company for UK holiday home rentals

Kegs Cottage at the Black Dub is a Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay
  • Sleeps 3 + cot
  • Dogs welcome

Kegs Cottage at the Black Dub

225

Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay


Kegs Cottage - The Black Dub Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay a stone’s throw from the Isle of Man’s sprawling west coast. Part of ...

  • Sleeps 3 + cot
  • Dogs welcome
Vines Cottage at the Black Dub is a An island treasure set amidst towering trees
  • Sleeps 2 + cot
  • Dogs welcome

Vines Cottage at the Black Dub

226

An island treasure set amidst towering trees


Framed by evergreens and only a whisker from the island’s dreamy west coast, Vines Cottage calls for escapes rooted in bliss. From TT action and coastal exhilaration to storybook s...

  • Sleeps 2 + cot
  • Dogs welcome
Stonny Hon Jay is a 4 bedroom, dog friendly holiday cottage with sea views in Hastings.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £962 booking fees included

Stonny Hon Jay

6211

4 bedroom, dog friendly holiday cottage with sea views in Hastings.


This beautifully presented Victorian terraced townhouse has been beautifully styled to provide the perfect Sussex staycation for family and friends, just moments from the historic ...

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

7 nights from £962

Lantern Cottage is a 5 bedroom, dog friendly holiday cottage in Glastonbury, Somerset.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1273 * booking fees included

Lantern Cottage

6201

5 bedroom, dog friendly holiday cottage in Glastonbury, Somerset.


Lantern Cottage is one to remember with its lovingly crafted interiors, character features, spacious living and in a perfect location for exploring Glastonbury and the surrounding ...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1273 *

Urgles Farmhouse is a 3 bedroom, dog friendly holiday cottage near Sparkwell, Dartmoor.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1073 booking fees included

Urgles Farmhouse

6221

3 bedroom, dog friendly holiday cottage near Sparkwell, Dartmoor.


Nestled within the wild and rugged beauty of Dartmoor National Park, Urgles Farmhouse is surrounded by its own wildflower filled fields and grazing Belted Galloway cattle, offering...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1073

Eriska is a Luxury dog friendly cabin for two in the Scottish Highlands.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £266 per night + £53 booking fees

Eriska

6219

Luxury dog friendly cabin for two in the Scottish Highlands.


Tucked away in the hills within the magical landscapes of the Scottish Highlands, Eriska is just the place for a tranquil escape for two (and the dog!). This elegant Scandi-styl...

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

From £266 per night

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

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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.