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 1343 luxury self-catering cottages for the October half term

Cuckoo Cottage is a 2 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £675

Cuckoo Cottage

6141

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


This bijou bolthole has luxurious interiors and is set in a fabulous location in the heart of St Agnes. Cuckoo Cottage is a charming, terraced cottage which has been thoughtfully c...

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

7 nights from £675

Rheidiol Cottage is a 3 bedroom, dog friendly holiday cottage near the beach in St Davids.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1400

Rheidiol Cottage

6149

3 bedroom, dog friendly holiday cottage near the beach in St Davids.


Let your next coastal adventure begin in splendid Rheidiol Cottage. Set in the heart of enchanting St Davids, on Wales' breathtaking Pembrokeshire coast, soak up the mystical vibe,...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1400

The Woodlands is a 4 bedroom, dog friendly self catering cottage near Great Malvern.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1022

The Woodlands

6135

4 bedroom, dog friendly self catering cottage near Great Malvern.


A traditional bolthole with contemporary flair is just what you will find at The Woodlands. Cosseted in over two acres of gardens and an easy stroll to the river, this is a luxury ...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1022

Witts End is a 2 bedroom self catering cottage near Chipping Norton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £925

Witts End

6136

2 bedroom self catering cottage near Chipping Norton.


Tucked away in a quintessential Cotswold village, Witts End is a charming holiday cottage that promises a truly tranquil escape. With a welcoming village pub just at the end of the...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £925

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Holly Tree is a 4 bedroom, dog friendly self catering cottage near York.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1022

Holly Tree

6145

4 bedroom, dog friendly self catering cottage near York.


Set in the historic village of Myton on Swale, which was mentioned in the 1086 Domesday book and home to a charming historic 19th Century cast Iron bridge, Holly Tree offers an idy...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1022

The Rathgowry is a 5 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1661

The Rathgowry

6146

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


Just moments from Gyllyngvase beach in Falmouth, this grand semi-detached, townhouse offers an elegant blend of early 20th Century design and contemporary luxury. Formerly owned by...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1661

Trelynden is a 4 bedroom, dog friendly cottage near the beach near Marazion.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £690 *

Trelynden

6158

4 bedroom, dog friendly cottage near the beach near Marazion.


Set in the heart of the much-loved village of Goldsithney, Trelynden is an impressive granite faced home full of space, warmth and so comfortable for eight lucky guests. This prope...

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

7 nights from £690 *

The Hideaway is a Stylish seaside hideaway with hot tub and stunning sea views
  • Sleeps 2
  • Dogs welcome (1 only)

The Hideaway

211

Stylish seaside hideaway with hot tub and stunning sea views


Perched above the coast just outside Laxey, The Hideaway is a beautifully designed studio-style annex made for slow mornings, sea air, and romantic escapes. With uninterrupted view...

  • Sleeps 2
  • Dogs welcome (1 only)
Ty Pinc is a 3 bedroom, dog friendly holiday cottage near the beach in Cardigan.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £468 *

Ty Pinc

6142

3 bedroom, dog friendly holiday cottage near the beach in Cardigan.


Nestled in the quiet village of St Dogmaels (Llandudoch), one of Pembrokeshire's most picturesque coastal villages, Ty Pinc invites you in with warmth, offering a carefully restore...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £468 *

Tregoose Farmhouse is a 5 bedroom thatched cottage with sea views near Truro, South Cornwall.
  • Sleeps 9 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1040 *

Tregoose Farmhouse

6085

5 bedroom thatched cottage with sea views near Truro, South Cornwall.


This enchanting 'picture postcard' cottage in the tranquil setting of Devoran is the kind of place where you arrive and then instantly relax. Surrounded by beautiful Cornish countr...

  • Sleeps 9 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1040 *

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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.