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

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.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We've got 621 holiday cottages matching your search in the South West...

Rectory Cottage is a 2 bedroom cottage near Bridport, Dorset
  • Sleeps 4 + cot
  • No pets
  • Changeover Mon

7 nights from £820

Rectory Cottage

4795

2 bedroom cottage near Bridport, Dorset


Hidden away in the grounds of a Grade II Listed former rectory, this picture-perfect cottage is a delightful Dorset escape. From the moment you pull into the driveway you will love...

  • Sleeps 4 + cot
  • No pets
  • Changeover Mon

7 nights from £820

St Morwenna is a 4 bedroom holiday cottage near the sea in Tintagel, North Cornwall.
  • Sleeps 8
  • No pets
  • Changeover Fri

7 nights from £1755

St Morwenna

4793

4 bedroom holiday cottage near the sea in Tintagel, North Cornwall.


Oh my what a wonderful house this is! Waiting to welcome lucky guests, this super stylish retreat offers peace and tranquility and an escape away from it all feel, yet is only a 20...

  • Sleeps 8
  • No pets
  • Changeover Fri

7 nights from £1755

The Apple Press is a 3 bedroom, dog friendly cottage near Lyme Regis, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £981

The Apple Press

4744

3 bedroom, dog friendly cottage near Lyme Regis, Dorset.


Just ten miles north of Lyme Regis, the 'Pearl of Dorset', situated in gentle Somerset countryside is The Apple Press, a fabulously converted single storey farm building. The o...

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

7 nights from £981

Wreath Farm

  • Sleeps 14 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £2251

Hope Cottage is a 3 bedroom, dog friendly cottage near the beach near Helford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £881

Hope Cottage

4780

3 bedroom, dog friendly cottage near the beach near Helford.


This simply charming traditional Cornish cottage can be found in the heart of Helford village, nestled on the banks of the river Helford. This tranquil and picturesque end of terra...

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

7 nights from £881

The Old Sunday School is a 3 bedroom self catering cottage near St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £851

The Old Sunday School

4790

3 bedroom self catering cottage near St Mawes, South Cornwall.


Beautifully restored The Old Sunday School is a gorgeous holiday home with bags of character and oodles of space for everyone. Situated in the heart of the pretty village of Tregon...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £851

Moss Farmhouse is a 5 bedroom, dog friendly holiday home near Bodmin, North Cornwall.
  • Sleeps 11 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £4005

Moss Farmhouse

4776

5 bedroom, dog friendly holiday home near Bodmin, North Cornwall.


Wow! How do we even begin to describe the magic of Moss Farmhouse? This very special, impeccably styled home is absolutely perfect for gathering family and friends together for a t...

  • Sleeps 11 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £4005

The Qube is a 4 bedroom, dog friendly cottage near the beach in Bigbury-on-Sea, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1418

The Qube

4781

4 bedroom, dog friendly cottage near the beach in Bigbury-on-Sea, South Devon.


Welcome to The Qube. This stylish yet welcoming holiday retreat is perfectly located within a stone's throw of the beach, offering a great outdoor space coupled with super stylish ...

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

7 nights from £1418

View
  • 20% off

    30 Nov 2024 - 7 Dec 2024

    £1155.00 £924.00

  • 20% off

    7 Dec 2024 - 14 Dec 2024

    From £1155.00 £924.00

  • 20% off

    14 Dec 2024 - 21 Dec 2024

    From £1364.00 £1091.20

  • 20% off

    21 Dec 2024 - 28 Dec 2024

    £1929.00 £1543.20

Shell Cottage is a 2 bedroom, dog friendly holiday cottage near Truro, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £608

Shell Cottage

4715

2 bedroom, dog friendly holiday cottage near Truro, South Cornwall.


Cute as a button, Shell Cottage is a delightful stone-built cottage situated in the pretty Cornish village of Grampound. Beautifully and sympathetically restored, the end of terrac...

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

7 nights from £608

Room With A View is a 1 bedroom, dog friendly cabin near Widecombe in the Moor, Dartmoor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £590

Room With A View

4783

1 bedroom, dog friendly cabin near Widecombe in the Moor, Dartmoor.


Sometimes, you just need to escape from it all and find that special place. Positioned at the foot of Haytor, with breathtaking panoramic views of Dartmoor National Park, Room W...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £590

Need more time? Reserve any cottage for up to 24 hours before booking.

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