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 1342 luxury self-catering cottages for the October half term

Upper Warren is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £694

Upper Warren

6070

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


Nestled in the heart of the charming harbourside village of St Mawes on the stunning Roseland peninsula, with beaches, cafes and independent shops just a stroll away, Upper Warren ...

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

7 nights from £694

Cwtch y Rhos is a 1 bedroom self catering cottage near the beach in Fishguard.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £323

Cwtch y Rhos

6086

1 bedroom self catering cottage near the beach in Fishguard.


Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £323

The Cygnet - Lodge 11 is a 2 bedroom self catering cottage near Chard, Somerset.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £862 *

The Cygnet - Lodge 11

6044

2 bedroom self catering cottage near Chard, Somerset.


Situated close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the select Swandown gated development, which...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £862 *

Glen Cottage is a 2 bedroom, dog friendly cottage with sea views near Dartmouth.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £770

Glen Cottage

6076

2 bedroom, dog friendly cottage with sea views near Dartmouth.


Welcome to Glen Cottage, a beautiful Grade II Listed thatched cottage which oozes charm and character. Nestled in the heart of one of the South Hams picture-perfect coastal village...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £770

East Cottage is a 2 bedroom self catering cottage near Tenby.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1018

East Cottage

6087

2 bedroom self catering cottage near Tenby.


Immersed in idyllic woodland amongst rolling meadows in a secluded corner, East Cottage offers the perfect tranquil Welsh retreat, yet is only seven miles from the heart of bustlin...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1018

Elfie is a Fairytale cabin with wood-burner and landscape views in Shropshire.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £465

Elfie

6062

Fairytale cabin with wood-burner and landscape views in Shropshire.


Nestled in the heart of the Shropshire Hills, this unique hideaway is a fairytale getaway, come to life. Only five miles from the Welsh border, this otherworldly structure could ha...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £465

Ty Rhos is a 3 bedroom self catering cottage with sea views in Fishguard.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £502 *

Ty Rhos

6079

3 bedroom self catering cottage with sea views in Fishguard.


Ty Rhos is an elegant Grade II Listed, Regency captain's townhouse with spellbinding sea views, nestling in the heart of Fishguard, and perfect for families or groups of friends. E...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £502 *

Austin House is a 3 bedroom self catering cottage near the beach in Worthing.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £787

Austin House

6019

3 bedroom self catering cottage near the beach in Worthing.


Situated in the heart of Worthing, just a short walk from the seafront with its long promenade and Victorian pier, this spacious house is perfect for family get-togethers and those...

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

7 nights from £787

Need more time? Reserve any cottage for up to 24 hours before booking.

Snowdrop Cottage is a 2 bedroom, dog friendly self catering cottage in Dulverton, Somerset.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £874 *

Snowdrop Cottage

6072

2 bedroom, dog friendly self catering cottage in Dulverton, Somerset.


Every now and again a very special property comes along and Snowdrop Cottage is certainly it. Located just a short walk from the centre of Dulverton it's perfect for two or four gu...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £874 *

Cirrhata is a 2 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £925

Cirrhata

6067

2 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Escape to this seaside sanctuary on the beautiful Rame Peninsula, a place that invites you to slow down, switch off, and truly unwind. With scenery packed coastal walks, long lazy ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £925

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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.