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. Plus, you can now pay your holiday 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 1157 luxury self-catering cottages for the October half term

Little Blue is a 1 bedroom, dog friendly cottage near the sea near Falmouth, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £458

Little Blue

5864

1 bedroom, dog friendly cottage near the sea near Falmouth, Cornwall.


In the heart of the historic yet trendy town of Penryn and only a five minute drive to Falmouth is this perfect bolthole for two. Named one of the best towns to live in in the Sout...

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

7 nights from £458

Woodlane View is a 3 bedroom apartment near the beach in Falmouth, South Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £712

Woodlane View

5861

3 bedroom apartment near the beach in Falmouth, South Cornwall.


A fabulous and spacious, three bedroom, ground floor apartment with a super garden, set in a great location in Falmouth with everything within easy reach. With glorious sandy beach...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £712

Grove Villa is a 4 bedroom self catering cottage in Leyburn.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1400

Grove Villa

5833

4 bedroom self catering cottage in Leyburn.


If a stunning property with original features along with contemporary design in the heart of a Yorkshire Dales market town sounds attractive then Grove Villa is the place for you. ...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1400

Pine Lodge is a Luxury cabin with a hot tub near Beccles, Norfolk.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £113 per night

Pine Lodge

5848

Luxury cabin with a hot tub near Beccles, Norfolk.


Surrounded by the glorious countryside of the Norfolk Broads National Park, Pine Lodge is an idyllic retreat, beautifully crafted and cleverly designed with blissful views across n...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £113 per night

Laurel Lodge is a Luxury cabin with a hot tub near Beccles, Norfolk.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £131 per night

Laurel Lodge

5849

Luxury cabin with a hot tub near Beccles, Norfolk.


Nestled in the heart of the verdant countryside of the Norfolk Broads you will find the sweetest hideaway, Laurel Lodge, a beautifully crafted cabin with cosy interiors and a bliss...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £131 per night

Number One Glassard is a 4 bedroom self catering cottage with sea views in Colonsay.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £650

Number One Glassard

5826

4 bedroom self catering cottage with sea views in Colonsay.


The moment you set foot on the pier or drive off the ferry, you'll know you have arrived somewhere very special. The lovely Isle of Colonsay, known colloquially as "gem of the sea"...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £650

Skapya Treehouse is a Luxury treehouse with hot tub in Gweek, Cornwall
  • Sleeps 2
  • No pets
  • Changeover Fri

From £230 per night

Skapya Treehouse

5858

Luxury treehouse with hot tub in Gweek, Cornwall


Surrounded by peaceful woodland in the charming Cornish hamlet of Gweek on the Lizard peninsula, Skapya is a beautifully crafted treehouse, hand-built from the finest cedar to blen...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £230 per night

Kalmynsi Treehouse is a Luxury dog friendly treehouse with hot tub in Gweek, Cornwall
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £230 per night

Kalmynsi Treehouse

5857

Luxury dog friendly treehouse with hot tub in Gweek, Cornwall


Nestled amongst the treetops in tranquil woodlands, deep in the heart of the sleepy Cornish hamlet of Gweek, Kalmynsi is a beautifully crafted treehouse with gorgeous interiors and...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £230 per night

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Wisteria Cottage is a 3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £900

Wisteria Cottage

5860

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


A beautiful Georgian cottage with a fabulous traditional Nordic hot tub with views over the sea. This really makes this property the perfect destination. Wisteria Cottage has be...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £900

March Hare is a 4 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £900 *

March Hare

5852

4 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


Nestled in a prime location for exploring the south coast of Cornwall, this charming four bedroom bungalow is the perfect bolthole for families looking to relax and explore, arguab...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £900 *

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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.