May half term holiday cottages

We've got 724 holiday cottages matching your search in the South West...

Higher Trennal Farm is a 4 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1482 *

Higher Trennal Farm

6023

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


Step back in time at Higher Trennal Farm, an historic Cornish home dating back to 1740. Once known as Trenwall, this characterful farmhouse has been lovingly rebuilt and restored o...

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

7 nights from £1482 *

Soul Surfer is a 2 bedroom apartment with sea views in Newquay, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £837

Soul Surfer

6061

2 bedroom apartment with sea views in Newquay, North Cornwall.


The embodiment of the surfing spirit can be found at this stunning apartment, simply open the windows and hear the waves crashing on the shore on the iconic Fistral beach. Gaze out...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £837

Kingfishers is a 1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £571

Kingfishers

6035

1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.


Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £571

View
  • 20% off

    8 Jun 2026 - 15 Jun 2026

    £605.00 £484.00

The Gatehouse is a 2 bedroom self catering cottage in Malmesbury.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £840 *

The Gatehouse

6033

2 bedroom self catering cottage in Malmesbury.


If ever a property was the epitome of luxury town living, then The Gatehouse is it. Located in the historic market town of Malmesbury it provides the perfect base for couples or fa...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £840 *

3 Kelly's Gardens is a 2 bedroom, dog friendly cottage near the beach in St Ives, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £695 *

3 Kelly's Gardens

6056

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


Tucked away in the very heart of St Ives, 3 Kelly's Gardens is a charming two bedroom terraced cottage and is the perfect spot for couples or families looking to soak up the town's...

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

7 nights from £695 *

Llawnroc is a 4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2010 *

Llawnroc

6049

4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.


This brand new purpose-built home was designed with intention by the thoughtful and experienced owners and is nothing short of a haven, curated for a family holiday without comprom...

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

7 nights from £2010 *

Trewenna Cottage is a 4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1448 *

Trewenna Cottage

6047

4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.


Gather family and friends to this spacious and welcoming home which is ideally situated on site within Cornwall's only Pony Club certified equestrian centre, just one mile from the...

  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1448 *

Canonteign Cottage is a 4 bedroom, dog friendly cottage near Bovey Tracey, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £3373

Canonteign Cottage

6018

4 bedroom, dog friendly cottage near Bovey Tracey, South Devon.


Introducing you to the fabulous Canonteign Cottage. Nestled in the idyllic grounds of Canonteign Falls and located in the renowned Dartmoor National Park, this wonderful family hol...

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

7 nights from £3373

The Barn at Great Eckworthy is a 1 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £195 per night

The Barn at Great Eckworthy

6034

1 bedroom, dog friendly holiday cottage near Bideford, North Devon.


The Barn at Great Eckworthy is a stunning barn conversion, beautifully crafted and perfectly positioned in the rural hamlet of Buckland Brewer in the north Devon countryside yet on...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £195 per night

Hood's is a 2 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1488

Hood's

6045

2 bedroom, dog friendly self catering cottage near Bridport, Dorset.


**Hood's can accommodate flexible check in days – please contact us to request.** This stunning barn and milking parlour conversion is set within the glorious Dorset countryside...

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

7 nights from £1488

View
  • 20% off

    19 Jun 2026 - 26 Jun 2026

    £1750.00 £1400.00

  • 20% off

    26 Jun 2026 - 3 Jul 2026

    £1750.00 £1400.00

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