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 1137 luxury self-catering cottages for the October half term

Old Sandpitts Cottage is a 2 bedroom thatched cottage near Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £499

Old Sandpitts Cottage

4504

2 bedroom thatched cottage near Bridport, Dorset.


Tucked away down its own private track, this picture-perfect thatched cottage is a little gem. Surrounded by its own private garden, the cottage is very peaceful and offers space f...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £499

Dolphin House is a 5 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1992

Dolphin House

4506

5 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


Located only moments from the fabulous golden sands of Bigbury Beach, just minutes from beautiful Burgh Island, this magnificent detached house is situated perfectly, making that s...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1992

The Old Mill is a 2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £993

The Old Mill

4503

2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.


If you are looking for a beautifully unique and special property for a perfect Dorset holiday, then look no further than The Old Mill. Formerly a working mill, this gorgeous proper...

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

7 nights from £993

Sea Thrift is a 2 bedroom, dog friendly cottage near the beach in Portscatho.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £777

Sea Thrift

4485

2 bedroom, dog friendly cottage near the beach in Portscatho.


Higher Rosevine Farm is an attractive collection of luxury barns that are situated around a central courtyard planted with olive trees and large Mediterranean pots giving a relaxed...

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

7 nights from £777

View
  • 15% off

    20 Dec 2024 - 27 Dec 2024

    £1241.00 £1054.85

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Mimosa is a 2 bedroom holiday home near the beach in Portscatho, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1023

Mimosa

4486

2 bedroom holiday home near the beach in Portscatho, South Cornwall.


Higher Rosevine Farm is an attractive collection of luxury barns that are situated around a central courtyard planted with olive trees and large Mediterranean pots giving a relaxed...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1023

Samphire is a 1 bedroom cottage near the beach in Portscatho, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £858

Samphire

4487

1 bedroom cottage near the beach in Portscatho, South Cornwall.


Higher Rosevine Farm is an attractive collection of luxury barns that are situated around a central courtyard planted with olive trees and large Mediterranean pots giving a relaxed...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £858

View
  • 15% off

    20 Dec 2024 - 27 Dec 2024

    £1256.00 £1067.60

Higher Rosevine Farm

  • Sleeps 10 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £2658

Medleys Yard

  • Sleeps 6 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £873

Medleys Barn is a 2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £792

Medleys Barn

4476

2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...

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

7 nights from £792

The Tea Hut is a 1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £81 per night

The Tea Hut

4477

1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...

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

From £81 per night

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