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 hereRead more

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. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1131 luxury self-catering cottages for the October half term

Woodville Cottage is a 3 bedroom, dog friendly home near the beach in Lyme Regis.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Wed

7 nights from £590

Woodville Cottage

5151

3 bedroom, dog friendly home near the beach in Lyme Regis.


Woodville Cottage is a pretty and charming property, an annexe to a Grade II Listed Georgian building. Hidden away from the hustle and bustle of the elegant seaside town of Lyme Re...

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

7 nights from £590

Little Oaks is a 2 bedroom self catering cottage near Tavistock, Dartmoor.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £449

Little Oaks

4978

2 bedroom self catering cottage near Tavistock, Dartmoor.


Welcome to Little Oaks, a tranquil single-storey getaway nestled on the western edge of the majestic Dartmoor National Park. Its wonderfully peaceful location means this is an idyl...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £449

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Jessie is a Luxury dog friendly Shepherds Hut near Battle.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £79 per night

Jessie

5231

Luxury dog friendly Shepherds Hut near Battle.


Jessie is a gorgeous shepherd's hut situated two hours from London, tucked away down a long meandering path in a paddock between crab apple and cherry trees, with views of the Suss...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £79 per night

South Barn at Pickeridge is a 3 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1116

South Barn at Pickeridge

5211

3 bedroom, dog friendly self catering cottage near Haywards Heath.


South Barn at Pickeridge is tucked away on a 120 acre working farm in a secluded valley between West Hoathly and Ardingly. It's the perfect retreat for families and friends looking...

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

7 nights from £1116

September Cottage is a 4 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £859

September Cottage

5161

4 bedroom cottage with sea views in Portscatho, South Cornwall.


Welcome to September Cottage, a beautifully designed, contemporary holiday abode, set in a peaceful location on the outskirts of the charming harbourside village of Portscatho on t...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £859

The Fold is a 4 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1310

The Fold

5219

4 bedroom, dog friendly cottage with sea views near St Davids.


Choose The Fold for an unforgettable Pembrokeshire holiday. Let the photos speak a thousand words. Immersed in the enchanting, unspoilt beauty of North Pembrokeshire, very near Abe...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1310

Newclose Houseboat is a 4 bedroom houseboat with sea views in Bembridge, Isle of Wight
  • Sleeps 8
  • No pets
  • Changeover Sat

7 nights from £1372 *

Newclose Houseboat

5200

4 bedroom houseboat with sea views in Bembridge, Isle of Wight


Welcome aboard Newclose Houseboat, a beautifully restored contemporary houseboat located in picturesque Bembridge harbour on the Isle of Wight, just a short stroll away from the st...

  • Sleeps 8
  • No pets
  • Changeover Sat

7 nights from £1372 *

Chapel Cottage is a 2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £609

Chapel Cottage

5221

2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Chapel Cottage is a simply delightful traditional Cornish cottage situated in the corner of a row of similar properties in an elevated position overlooking beautiful St Mawes and F...

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

7 nights from £609

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Number 3 By The Sea is a 3 bedroom, dog-friendly cottage with sea views in Portscatho.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £825

Number 3 By The Sea

5160

3 bedroom, dog-friendly cottage with sea views in Portscatho.


Welcome to Number 3 By The Sea, a beautifully styled contemporary home, perfectly situated in the centre of the charming village of Portscatho, just a stroll away from the stunning...

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

7 nights from £825

Thanckes House is a 6 bedroom, dog friendly home with indoor pool and sea views near Whitsand Bay.
  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2698

Thanckes House

5191

6 bedroom, dog friendly home with indoor pool and sea views near Whitsand Bay.


This super-size coastal retreat is a feast of family fun located on the stunning Rame peninsula, only moments from the beach and with breathtaking views out across the shimmering w...

  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2698

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