Cottages for October half term in South West

We have 732 luxury self catering cottages for the October half term in South West

Sea View is a 2 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £701 booking fees included

Sea View

4526

2 bedroom, dog friendly cottage with sea views in Portscatho.


Set in an enviable position in the centre of the village, semi-detached Sea View boasts the most incredible views over Gerrans Bay with its sandy beaches, pretty harbour, and Gull ...

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

7 nights from £701

Homesdale is a 1 bedroom holiday apartment near the beach in Shaldon, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £557 booking fees included

Homesdale

4514

1 bedroom holiday apartment near the beach in Shaldon, South Devon.


In the heart of Shaldon village, found at the mouth of the Teign estuary, is Homesdale. This charming apartment is the perfect hideaway, just right for a couple wanting to enjoy th...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £557

Reserve your 2027 holiday for just £40.00

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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 £2115 booking fees included

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 £2115

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 £961 booking fees included

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 £961

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 £656 booking fees included

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 £656

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  • 30% off

    16 Oct 2026 - 23 Oct 2026

    From £990.00 £711.90 booking fees included

  • 25% off

    23 Oct 2026 - 30 Oct 2026

    From £1137.00 £868.50 booking fees included

  • 30% off

    30 Oct 2026 - 6 Nov 2026

    £909.00 £655.20 booking fees included

  • 30% off

    6 Nov 2026 - 13 Nov 2026

    £909.00 £655.20 booking fees included

  • 30% off

    13 Nov 2026 - 20 Nov 2026

    £909.00 £655.20 booking fees included

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

7 nights from £815 booking fees included

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 £815

View
  • 25% off

    23 Oct 2026 - 30 Oct 2026

    From £1395.00 £1062.00 booking fees included

  • 30% off

    30 Oct 2026 - 6 Nov 2026

    £1137.00 £814.80 booking fees included

  • 30% off

    6 Nov 2026 - 13 Nov 2026

    £1137.00 £814.80 booking fees included

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

7 nights from £694 booking fees included

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 £694

View
  • 30% off

    16 Oct 2026 - 23 Oct 2026

    From £1088.00 £780.50 booking fees included

  • 25% off

    23 Oct 2026 - 30 Oct 2026

    From £1102.00 £842.25 booking fees included

  • 30% off

    30 Oct 2026 - 6 Nov 2026

    £964.00 £693.70 booking fees included

  • 30% off

    6 Nov 2026 - 13 Nov 2026

    £964.00 £693.70 booking fees included

  • 30% off

    13 Nov 2026 - 20 Nov 2026

    £964.00 £693.70 booking fees included

Higher Rosevine Farm

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

7 nights from £2163.48 booking fees included

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Bowhay Shepherd's Hut is a Shepherds Hut with hot tub near Totnes, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £79 per night + £53 booking fees

Bowhay Shepherd's Hut

4402

Shepherds Hut with hot tub near Totnes, South Devon.


Escape the everyday to a tranquil spot set in an idyllic location overlooking spectacular countryside with views across the Dart Valley. Be greeted at the farm gate by the friendly...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £79 per night

5 Mill Barn is a 4 bedroom, dog friendly cottage near the beach in Thurlestone, Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1077 * booking fees included

5 Mill Barn

4488

4 bedroom, dog friendly cottage near the beach in Thurlestone, Devon.


If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to 5 Mill Barn. This beautiful house is equipped with thr...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1077 *

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