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

Seymour Barn is a 2 bedroom, dog friendly barn conversion in Bridport, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £930

Seymour Barn

5314

2 bedroom, dog friendly barn conversion in Bridport, Dorset.


With the bustling market town of Bridport within striking distance, this beautiful barn conversion is the perfect home-away-from-home. A delightful spot to explore all the beauty a...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £930

Pheasant Cottage is a 1 bedroom self catering cottage in Tealby.
  • Sleeps 2
  • No pets
  • Changeover Sat

From £101 per night

Pheasant Cottage

5326

1 bedroom self catering cottage in Tealby.


Pheasant Cottage is a charming and cosy retreat nestled in the beautiful rear garden of the owners' property and located in Tealby, the most beautiful village in the Lincolnshire W...

  • Sleeps 2
  • No pets
  • Changeover Sat

From £101 per night

Shar Mar is a 2 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £589

Shar Mar

5351

2 bedroom self catering cottage near Falmouth, West Cornwall.


A lovely dormer bungalow set within large, mature garden found in the heart of the charming village of Constantine. This property offers a home-from-home experience for families or...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £589

The Swallows is a 3 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £967 *

The Swallows

5294

3 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.


The Swallows, a fabulous rural retreat awaits. Nestled in the most picturesque countryside, surrounded by the most special sights and sounds mother nature can offer, along with bei...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £967 *

Rose Cottage is a 3 bedroom self catering cottage near the beach in Hythe.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £813

Rose Cottage

5304

3 bedroom self catering cottage near the beach in Hythe.


Rose Cottage is an enchanting Grade II Listed period property situated in the heart of Hythe within walking distance of the Royal Military Canal, the seafront, and local amenities....

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £813

September Cottage is a 2 bedroom, dog friendly cottage near the beach near St. Mawes
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £628

September Cottage

5329

2 bedroom, dog friendly cottage near the beach near St. Mawes


Nestled in the heart of the charming Roseland village of St Mawes, September Cottage is a delightful holiday abode, perfectly placed just moments away from the gorgeous beaches and...

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

7 nights from £628

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

Lofty Heights is a 1 bedroom holiday apartment with sea views in Shaldon, South Devon.
  • Sleeps 2 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £717

Lofty Heights

5337

1 bedroom holiday apartment with sea views in Shaldon, South Devon.


Looking for that special retreat for two, if so, welcome to Lofty Heights which is nestled in the very sought-after village of Shaldon, just moments from a fabulous sandy beach and...

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

7 nights from £717

The Retreat is a 3 bedroom holiday apartment with sea views in Shaldon, South Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1212 *

The Retreat

5338

3 bedroom holiday apartment with sea views in Shaldon, South Devon.


Welcome to The Retreat, a gorgeous family holiday home, nestled in the beautiful village of Shaldon. Shaldon and The Retreat offer something special for all ages, from the sandy be...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1212 *

The Baggarah is a 2 bedroom self catering cottage near Brampton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £503 *

The Baggarah

5349

2 bedroom self catering cottage near Brampton.


Nestled in the heart of nature and close to the wonders of Hadrian's wall, this charming and beautifully designed and furnished two-bedroom stylishly converted barn is an ideal ret...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £503 *

Green Place is a 1 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £431

Green Place

5313

1 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.


Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...

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

7 nights from £431

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