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 643 holiday cottages matching your search in the South West...

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, located in the infamous Dartmoor National Park. This wonderful family holida...

  • 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 £185 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 £185 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.


This stunning barn and milking parlour conversion is set within the glorious Dorset countryside, offering panoramic views across the Marshwood Vale and beyond. Hoods provides luxur...

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

7 nights from £1488

Loaf is a 1 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £770

Loaf

6046

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


Loaf is a gorgeous and sympathetic restoration of an ancient Dorset granary with panoramic views across the Marshwood Vale. Its interiors are straight out of a magazine with design...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £770

Hood's and Loaf at Kingsland Farm

  • Sleeps 6 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £2258

Bro Tref Cottage is a 4 bedroom, dog friendly cottage near the sea near Mawgan Porth.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1355

Bro Tref Cottage

6022

4 bedroom, dog friendly cottage near the sea near Mawgan Porth.


A charming, semi-detached cottage found in the pretty village of St Mawgan; just a couple of miles away from the sandy beaches of Mawgan Porth and Watergate Bay. With a village sho...

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

7 nights from £1355

Mayflower Cottage is a 2 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £644

Mayflower Cottage

6020

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


Steeped in charm and just moments from the water's edge, this historic pink-washed cottage offers a quintessential taste of coastal life in one of Cornwall's most picturesque corne...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £644

Old Mill Floor is a 4 bedroom, dog friendly cottage near the beach in Tintagel, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3000

Old Mill Floor

6031

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


Hidden away in an enchanting wooded valley near Trebarwith, this four bedroom retreat offers a truly unique escape. Set within eight acres of breathtaking natural beauty, where a g...

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

7 nights from £3000

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Great Meadow Retreat is a 6 bedroom self catering home near Lostwithiel, North Cornwall.
  • Sleeps 11 + 4 cots
  • No pets
  • Changeover Sat

7 nights from £1967

Great Meadow Retreat

5961

6 bedroom self catering home near Lostwithiel, North Cornwall.


Gather up family and friends and escape to this Cornish countryside gem. With six beautifully appointed bedrooms, generously proportioned interiors, and four acres of beautiful gro...

  • Sleeps 11 + 4 cots
  • No pets
  • Changeover Sat

7 nights from £1967

Tea By The Sea is a 3 bedroom, dog friendly apartment with sea views in Cadgwith.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £498 *

Tea By The Sea

6025

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


Less than a minute's stroll from the sea, this characterful two-storey apartment offers a wonderfully laid-back base for exploring Cadgwith, the picturesque little fishing cove tha...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £498 *

Load more

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.