May half term holiday cottages

We've got 642 holiday cottages matching your search in the South West...

The Barn at Little Windsor  is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £495

The Barn at Little Windsor

5968

1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Nestled in the exceptionally pretty Looe valley, with wonderful views across the rolling countryside, come and immerse yourself in Cornish charm, rural bliss and a wonderful wildli...

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

7 nights from £495

Bluebell is a Dog-friendly showmans wagon with outdoor bath near Mawgan Porth, North Cornwall
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £599

Bluebell

5988

Dog-friendly showmans wagon with outdoor bath near Mawgan Porth, North Cornwall


We're super excited to introduce you to our very first showman's wagon, a stunningly romantic hideaway for two nestled in north Cornwall that's dog-friendly too. Lovingly handcr...

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

7 nights from £599

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  • 10% off

    7 Nov 2025 - 14 Nov 2025

    £553.00 £497.70

  • 10% off

    17 Nov 2025 - 21 Nov 2025

    £381.57 £343.41

  • 10% off

    21 Nov 2025 - 28 Nov 2025

    From £553.00 £497.70

We’re here to help you find your perfect place to stay 7 days a week.

Island Cottage is a 3 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1260

Island Cottage

5960

3 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.


Set right on the beach in the charming village of Kingsand, treat yourself to the ultimate seaside escape where the sound of the waves lapping on the seashore become your daily sou...

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

7 nights from £1260

Water's Edge is a 2 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £828

Water's Edge

5980

2 bedroom, dog friendly apartment with sea views in Looe, Cornwall.


With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...

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

7 nights from £828

The Works is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £670 *

The Works

5970

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


Tucked away on a quiet road in the centre of vibrant Penzance, The Works is a unique reverse-level house which offers a stylish and welcoming base to explore the beauty and culture...

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

7 nights from £670 *

Ocean Break is a 2 bedroom holiday cottage near the beach in Croyde, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £872

Ocean Break

5965

2 bedroom holiday cottage near the beach in Croyde, North Devon.


Pack your bags and head to the glorious golden sands of Croyde beach with a stay at Ocean Break. This glorious north Devon seaside village is cradled by the surrounding hills. Afte...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £872

Iris is a Woodland cabin with hot tub near South Molton.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £144 per night

Iris

5842

Woodland cabin with hot tub near South Molton.


With delightful uninterrupted views directly down the length of a valley and a huge deck - the perfect private setting for the hot tub, this rural retreat is just idyllic. A little...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £144 per night

Hazel is a Woodland cabin with hot tub near South Molton.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £144 per night

Hazel

5843

Woodland cabin with hot tub near South Molton.


Tucked away in unspoilt countryside, with wonderful woodland and valley views, a wide deck for the hot tub, a gorgeous, spacious interior and a cosy wood-burner, this is the epitom...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £144 per night

We’ve been raising the standards of self catering holidays since 1977.

Alma is a Shepherd's Hut with hot tub near South Molton.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £136 per night

Alma

5844

Shepherd's Hut with hot tub near South Molton.


If you go down to the woods today, you'll discover this Devonshire beauty - a stunning, romantic hideaway for those seeking the wilder things in life… Welcome to Alma, our bijou...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £136 per night

Devon Beach Court is a 3 bedroom, dog friendly apartment with sea views in Woolacombe.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1536

Devon Beach Court

5974

3 bedroom, dog friendly apartment with sea views in Woolacombe.


When the call of the sea can no longer be ignored it's time to head to the north Devon seaside town of Woolacombe with miles and miles of golden sand and endless opportunities to e...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1536

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  • 15% off

    7 Nov 2025 - 14 Nov 2025

    From £1125.00 £956.25

  • 15% off

    14 Nov 2025 - 21 Nov 2025

    From £1125.00 £956.25

  • 15% off

    21 Nov 2025 - 28 Nov 2025

    From £1125.00 £956.25

  • 15% off

    28 Nov 2025 - 5 Dec 2025

    From £1125.00 £956.25

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