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 here.  Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1187 luxury self-catering cottages for the October half term

Ysgubor is a 3 bedroom, dog friendly self catering cottage near Aberystwyth.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £531 *

Ysgubor

5810

3 bedroom, dog friendly self catering cottage near Aberystwyth.


Imagine getting away from it all to a gorgeous Welsh retreat! Ysgubor is nestled in an elevated countryside haven with far reaching, captivating views across seven counties towards...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £531 *

Cwmcaseg is a 3 bedroom, dog friendly self catering cottage near Aberystwyth.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £492 *

Cwmcaseg

5811

3 bedroom, dog friendly self catering cottage near Aberystwyth.


Nestling amongst idyllic rolling Welsh hills in a superbly elevated location with spectacular views encompassing seven Welsh counties, yet a ten minute drive to the stunning beache...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £492 *

Sandy Shores is a 2 bedroom, dog friendly self catering apartment in Old Hunstanton.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £690

Sandy Shores

5785

2 bedroom, dog friendly self catering apartment in Old Hunstanton.


Welcome to Sandy Shores, a spacious ground floor apartment situated in the picturesque village of Old Hunstanton, known for its beautiful beaches, sandy dunes and coastal charm. ...

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

7 nights from £690

Seascape - The Garden Flat is a 1 bedroom holiday apartment with fabulous sea views in Polruan, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £490

Seascape - The Garden Flat

5795

1 bedroom holiday apartment with fabulous sea views in Polruan, South Cornwall.


Positioned towards the top of the charming fishing village of Polruan, with stunning ocean views and relaxing interiors, this coastal bolthole offers an unforgettable retreat for c...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £490

Seaview is a 6 bedroom, dog friendly home with sea views in Bigbury-on-Sea, Devon.
  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2317

Seaview

5802

6 bedroom, dog friendly home with sea views in Bigbury-on-Sea, Devon.


Congratulations! You have just found the most perfect family holiday home by the sea. Boasting incredible coastline and sea views, a large three-tiered enclosed garden, a fabulousl...

  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2317

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  • 20% off

    15 Feb 2025 - 22 Feb 2025

    From £2623.00 £2098.40

Penhallow is a 4 bedroom holiday apartment with sea views close to Looe, South Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £775 *

Penhallow

5799

4 bedroom holiday apartment with sea views close to Looe, South Cornwall.


Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...

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

7 nights from £775 *

Rosslyn is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Sat

7 nights from £969

Rosslyn

5800

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


Perfectly situated in the heart of the charming seaside village of St Mawes on the stunning Roseland peninsula, Rosslyn is a gorgeous traditional cottage, beautifully styled and in...

  • Sleeps 7 + cot
  • No pets
  • Changeover Sat

7 nights from £969

Strawberry Hole Barn is a 2 bedroom thatched, dog friendly self catering cottage near Rye.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £721

Strawberry Hole Barn

5814

2 bedroom thatched, dog friendly self catering cottage near Rye.


Escape to this gorgeous thatched barn, sat in the grounds of the owners' double oast house, within walking distance of Great Dixter House and Gardens. This spacious property offers...

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

7 nights from £721

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Lynda's is a 1 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £615

Lynda's

5813

1 bedroom, dog friendly holiday cottage near the beach in Hunstanton.


Take to the Norfolk coast in the heart of Hunstanton and stay at Lynda's, a delightful single-storey property situated just a short walk from the beach, promenade and the bustling ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £615

One Old School Cottages is a 3 bedroom, dog friendly cottage near the beach in Portscatho.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £599

One Old School Cottages

5803

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


Situated in the pretty hamlet of Gerrans, just a stroll away from the charming seaside village of Portscatho on the beautiful Roseland peninsula, One Old School Cottages is a charm...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £599

Load 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. 

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