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 1118 luxury self-catering cottages for the October half term

New Mill is a 2 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £660 booking fees included

New Mill

6191

2 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


Welcome to this rather unique holiday retreat. New Mill is a rather deceiving name for this Grade II Listed watermill, which boasts many stunning original features, lovingly preser...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £660

Hillside View is a 3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £869 booking fees included

Hillside View

6215

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


Tucked away in the glorious Tamar Valley, Hillside View is a rather special holiday retreat where peace, beautiful countryside and the great outdoors are right on your doorstep. Wi...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £869

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Ruska is a Luxury cabin for two with an outdoor bath, privately nestled in the Forest of Dean.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £789 booking fees included

Ruska

6209

Luxury cabin for two with an outdoor bath, privately nestled in the Forest of Dean.


Sitting in the Gloucestershire countryside, this lakeside retreat for two offers a peaceful and romantic getaway. This gorgeous cabin has been lovingly handcrafted with luxury in m...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £789

Greystones at Ago's Leap is a Impressive Douglas home with private gardens and tennis court
  • Sleeps 6 + 2 cots
  • Dogs welcome

Greystones at Ago's Leap

221

Impressive Douglas home with private gardens and tennis court


Set along Quarterbridge Road in Douglas, Greystones is a striking and spacious home offering an impressive place to stay within easy reach of the Island's capital. Beautifully p...

  • Sleeps 6 + 2 cots
  • Dogs welcome
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Goaf Cottage is a 2 bedroom, dog friendly self catering cottage near Whitby.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £737 booking fees included

Goaf Cottage

6204

2 bedroom, dog friendly self catering cottage near Whitby.


In a county of hills, dales and sandy beaches, you will find the moors village of Glaisdale and nestled in a sleepy lane sits Goaf Cottage, an old farm building converted into a go...

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

7 nights from £737

Ballacosney Cottage is a Stylish Laxey cottage with private gym and sauna
  • Sleeps 6 + cot
  • No pets

Ballacosney Cottage

219

Stylish Laxey cottage with private gym and sauna


Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...

  • Sleeps 6 + cot
  • No pets
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Rubena Cottage is a 2 bedroom, dog friendly cottage near the beach in Port Isaac.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £588 booking fees included

Rubena Cottage

6200

2 bedroom, dog friendly cottage near the beach in Port Isaac.


A mere hop, skip and a jump from the water's edge, this absolute gem of a cottage has been restored with exquisite care, creating a most desirable retreat that's perfect for warm s...

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

7 nights from £588

Hooper's House is a 4 bedroom self catering cottage in Gloucester.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £985 booking fees included

Hooper's House

6203

4 bedroom self catering cottage in Gloucester.


Hooper's House is a centuries-old property sitting in harmony with the historic buildings of Gloucester Cathedral but with a contemporary interior vibe, mixing traditional and mode...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £985

St Peter's House is a 2 bedroom self catering cottage in Gloucester.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £822 booking fees included

St Peter's House

6202

2 bedroom self catering cottage in Gloucester.


Set within Gloucester Cathedral's grounds with a magnificent glimpse of the Cathedral spires from the impressive staircase, St Peter's House enjoys a truly amazing location. A hous...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £822

Round Table House is a A unique countryside retreat with breathtaking southern views
  • Sleeps 8 + cot
  • Dogs welcome

Round Table House

218

A unique countryside retreat with breathtaking southern views


Round Table House stands high above the rolling countryside of Ronague, a remarkable retreat where contemporary style meets the character of a much-loved home. Its elevated positio...

  • Sleeps 8 + cot
  • Dogs welcome
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British Travel Awards 2025
Best company for UK holiday home rentals

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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.