Holiday Cottages for October

We've got 1332 holiday cottages available for October

Paloma is a Converted horsebox with outdoor bath near Malmesbury.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £83 per night + £53 booking fees

Paloma

6187

Converted horsebox with outdoor bath near Malmesbury.


Set in serene countryside near the Cotswolds, Paloma, a beautifully converted vintage horsebox, invites you to truly switch off and enjoy a peaceful break. Leave the daily rout...

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

From £83 per night

1 South Terrace is a 3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1092 booking fees included

1 South Terrace

6162

3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.


Wake up to the sound of the sea, breathe in the salty air and experience one of Penzance’s most enviable locations. Perfectly positioned overlooking the seafront and iconic promena...

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

7 nights from £1092

Reserve your 2027 holiday for just £40.00

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Woonsmith is a 2 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £629 * booking fees included

Woonsmith

6192

2 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.


Escape to the peace and allure of the Cornish countryside at this beautifully renovated two bedroom cottage with its secluded, exclusive wild swimming lake just outside the pretty ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £629 *

Admiral's Den is a 2 bedroom, dog friendly apartment near the beach in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £597 * booking fees included

Admiral's Den

6169

2 bedroom, dog friendly apartment near the beach in Penzance.


Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...

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

7 nights from £597 *

Nancealverne Estate

  • Sleeps 8 + 4 cots in 2 properties
  • Changeover Sat

7 nights from £1362.78 booking fees included

The Old Tractor Shed is a 2 bedroom, dog friendly self catering cottage near Winchelsea.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £609 booking fees included

The Old Tractor Shed

6180

2 bedroom, dog friendly self catering cottage near Winchelsea.


Tucked away on a working sheep farm close to the coast and the medieval towns of Rye and Winchelsea, this peaceful escape is surrounded by beautiful farmland and scenic footpaths i...

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

7 nights from £609

View
  • 20% off

    23 Sep 2026 - 26 Sep 2026

    £570.50 £469.00 booking fees included

  • 20% off

    2 Oct 2026 - 5 Oct 2026

    £555.80 £457.24 booking fees included

  • 20% off

    9 Oct 2026 - 16 Oct 2026

    £746.00 £609.40 booking fees included

Apple Loft Cottage is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £767 * booking fees included

Apple Loft Cottage

6168

2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.


Nestled within 25 acres of enchanting grounds of historic Nancealverne House, Apple Loft Cottage is a beautifully restored property offering a peaceful stay steeped in centuries of...

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

7 nights from £767 *

Lavender Cottage is a 2 bedroom, dog friendly cottage near the beach in Christchurch.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £702 * booking fees included

Lavender Cottage

6176

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


Lavender Cottage is a delightful two bedroom home with open plan living areas and wonderful outdoor space. Set in the exclusive Wick Village it is just a short walk from one of Dor...

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

7 nights from £702 *

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

Bloomsbury Cottage is a 1 bedroom, dog friendly self catering cottage in Wadhurst.
  • Sleeps 2 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £574 booking fees included

Bloomsbury Cottage

6186

1 bedroom, dog friendly self catering cottage in Wadhurst.


For a digital detox head to the beautiful countryside of the High Weald National Landscape to stay at this unique timber-cladded barn that offers a peaceful escape just moments fro...

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

7 nights from £574

Dunluce is a Exclusive historic home with private gardens & sea views
  • Sleeps 9 + 2 cots
  • Dogs welcome

Dunluce

217

Exclusive historic home with private gardens & sea views


Perched above Ballure Beach with sweeping views across the Irish Sea, Dunluce is one of the Isle of Man's most remarkable homes. This beautifully restored Victorian Gothic residenc...

  • Sleeps 9 + 2 cots
  • Dogs welcome
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