May half term holiday cottages

May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We've got 646 holiday cottages matching your search in the South West...

Seaview Cottage is a 3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1255

Seaview Cottage

6060

3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.


Nestled in the picturesque village of Crantock, this beautiful home offers the perfect retreat for families or groups of friends seeking to enjoy the best of coastal Cornwall. Only...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1255

Cornica is a 4 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1875

Cornica

6068

4 bedroom, dog friendly cottage with sea views near Whitsand Bay.


If you're dreaming of the coastal escape, Cornica is waiting. Set in an elevated position in the pretty hamlet of Portwrinkle, this coastal retreat offers ocean views, a sandy beac...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1875

Cals-Meyn Lodge is a 2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £605

Cals-Meyn Lodge

6037

2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.


Tucked away in the charming Cornish village of Illogan, near an historic woodland and the sandy beaches of the north coast, Cals-Meyn Lodge is a refined and welcoming retreat with ...

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

7 nights from £605

Lemail is a 4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2360

Lemail

6058

4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Wrap yourself in the lap of luxury at this elegant Georgian home, peacefully nestled in the heart of the Cornish countryside, surrounded by verdant pastures, ancient woodland and w...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2360

The Barn at Newton Creek is a 3 bedroom, dog friendly cottage with estuary views in Newton Ferrers.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1215

The Barn at Newton Creek

6055

3 bedroom, dog friendly cottage with estuary views in Newton Ferrers.


Escape to the spellbinding haven of The Barn at Newton Creek, an enchanting waterside retreat where time slows, hearts rest, and nature whispers its secrets. Set in an enviable pos...

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

7 nights from £1215

Plain An Gwarry is a 4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1053

Plain An Gwarry

6064

4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.


Nestled in the heart of the glorious Cornish countryside on the outskirts of the pretty village of St Ewe, close to the fabulous beaches of Gorran Haven and Mevagissey, Plain An Gw...

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

7 nights from £1053

View
  • 25% off

    20 Dec 2025 - 27 Dec 2025

    £1424.00 £1068.00

  • 25% off

    27 Dec 2025 - 4 Jan 2026

    £1424.00 £1068.00

Rosmelin is a 3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1564

Rosmelin

6059

3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Nestled in the heart of the Cornish countryside, Rosmelin is a truly stunning hideaway that invites you to wrap yourself in the lap of luxury and be embraced by the peace and calm ...

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

7 nights from £1564

The Byre is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £788

The Byre

6066

1 bedroom self catering cottage near Taunton, Somerset.


Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find The Byre. A one bedroom converted cowshed which combines original character with modern ...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £788

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The Stables is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £788

The Stables

6065

1 bedroom self catering cottage near Taunton, Somerset.


Located in the famous Blackdown Hills near the Somerset and Devon border you will find The Stables. A luxurious one bedroom converted stable which combines original character with ...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £788

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 *

View
  • 25% off

    22 Dec 2025 - 29 Dec 2025

    From £2020.50 £1515.38

  • 25% off

    29 Dec 2025 - 5 Jan 2026

    £2020.50 £1515.38

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With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to South West. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.