Cottages for October half term in South West

We have 934 luxury self catering cottages for the October half term in South West

The Dairy is a 2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431 *

The Dairy

5682

2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


A cosy single-storey cottage, a secret wood and wildflower meadow, all available to you in a location only a short drive of the World Heritage Jurassic Coast, are we tempting you y...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431 *

The Granary is a 2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431 *

The Granary

5683

2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


Tucked away in a rural corner of west Dorset you will find The Granary; a single-storey cottage with a shared two acre woodland and wildflower meadow to while away holiday days in....

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431 *

Whetley Farm

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £861

Reservoir Cottage is a 3 bedroom, dog friendly cottage near the beach near St Ives.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £834 *

Reservoir Cottage

5692

3 bedroom, dog friendly cottage near the beach near St Ives.


If escapism is required, then Reservoir Cottage will not disappoint. Nestled in the Cornish countryside, only a mile away from the bustling harbour of St Ives and its many sandy be...

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

7 nights from £834 *

The Clock House is a 4 bedroom cottage with sea views near Falmouth, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1538 *

The Clock House

5533

4 bedroom cottage with sea views near Falmouth, South Cornwall.


This fabulous abode has the most fabulous sea views, beautiful walled garden and access to a private beach (shared with the main house); what more could you ask for? This beautiful...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1538 *

Weighbridge End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £648

Weighbridge End

5647

1 bedroom, dog friendly self catering cottage near Chippenham.


This stunning barn located on the edge of the Cotswolds is a gem of a property just waiting to be discovered. Sympathetically converted with nods to its previous life as a working ...

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

7 nights from £648

Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.

Stable End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £648

Stable End

5648

1 bedroom, dog friendly self catering cottage near Chippenham.


Located in Grittleton, a short drive from both Chippenham and Bath, just on the edge of the Cotswolds, an area of beautiful countryside and picturesque villages, come and discover ...

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

7 nights from £648

Poet's Delight is a 1 bedroom, dog friendly holiday cottage near Rock, North Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £95 per night

Poet's Delight

5649

1 bedroom, dog friendly holiday cottage near Rock, North Cornwall.


Oh my, this has to be the cutest cottage ever. Bijou and beautiful it is pure delight! Hidden away in the rural hamlet of Trewethern, the trendy hotspots of Rock, Polzeath and Port...

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

From £95 per night

65 Lower Maen Cottage is a 3 bedroom cottage with sea views near Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £990

65 Lower Maen Cottage

5597

3 bedroom cottage with sea views near Falmouth, South Cornwall.


With delightful sea views, only five minutes' walk to sandy Maenporth beach and set in the beautifully landscaped Maenporth Estate, this property ticks all the boxes. The property ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £990

Weighbridge Barn

  • Sleeps 4 + 4 cots in 2 properties
  • Changeover Fri

7 nights from £1296

Load more