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

Admiral's Den is a 2 bedroom, dog friendly apartment near the beach in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £740 * booking fees included

Admiral's Den

6169

2 bedroom, dog friendly apartment near the beach in Penzance.


Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £740 *

Nancealverne Estate

  • Sleeps 8 + 4 cots in 2 properties
  • Changeover Sat

7 nights from £1613.19 booking fees included

Apple Loft Cottage is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £873 * booking fees included

Apple Loft Cottage

6168

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


Nestled within 25 acres of enchanting grounds of historic Nancealverne House, Apple Loft Cottage is a beautifully restored property offering a peaceful stay steeped in centuries of...

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

7 nights from £873 *

Primrose Cottage is a 2 bedroom, dog friendly self catering cottage in Bridport, Dorset.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £853 * booking fees included

Primrose Cottage

6179

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


Primrose Cottage is the quintessential Dorset coastal property with its pretty village location and gorgeous, enclosed garden - it is packed with character. This semi-detached two ...

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

7 nights from £853 *

View
  • 10% off

    17 Jul 2026 - 24 Jul 2026

    From £1020.60 £924.84 booking fees included

  • 10% off

    24 Jul 2026 - 31 Jul 2026

    From £970.20 £879.48 booking fees included

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

Pen Den Har is a 6 bedroom, dog friendly home with sea views in Kingsand, Cornwall.
  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3732 booking fees included

Pen Den Har

6170

6 bedroom, dog friendly home with sea views in Kingsand, Cornwall.


Come and fall under the spell of this very special house, perfectly positioned in the heart of the utterly charming villages of Kingsand and Cawsand. Set in a plum elevated positio...

  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3732

The Old Carriage House is a 2 bedroom, dog friendly holiday cottage near Crediton, Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1063 booking fees included

The Old Carriage House

6188

2 bedroom, dog friendly holiday cottage near Crediton, Devon.


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

7 nights from £1063

View
  • 15% off

    3 Jul 2026 - 10 Jul 2026

    £1151.00 £987.80 booking fees included

  • 15% off

    10 Jul 2026 - 17 Jul 2026

    From £1151.00 £987.80 booking fees included

  • 15% off

    17 Jul 2026 - 24 Jul 2026

    £1313.00 £1125.50 booking fees included

  • 15% off

    24 Jul 2026 - 31 Jul 2026

    £1313.00 £1125.50 booking fees included

Ebony is a Dog friendly cabin for two, with a wood-fired hot tub in Holsworthy, Devon.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £672 booking fees included

Ebony

6171

Dog friendly cabin for two, with a wood-fired hot tub in Holsworthy, Devon.


Nestled in the heart of the Devonshire countryside, this beautifully crafted curved cabin offers the ultimate romantic retreat for two. Designed to blend comfort and nature, Eb...

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

7 nights from £672

View
  • 10% off

    2 Jul 2026 - 12 Jul 2026

    £927.00 £839.60 booking fees included

Marina View is a 3 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1323 booking fees included

Marina View

6153

3 bedroom apartment with sea views in Falmouth, South Cornwall.


A stunning, elegant waterside apartment in the heart of the marina in Falmouth overlooking bobbing boats within a gated development. A wonderful location for exploring the town on ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1323

The Bowjy is a 4 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1995 booking fees included

The Bowjy

6172

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


Come and create cherished holiday memories with family and friends at this stunning barn conversion. Tucked away along a quiet country lane, it is ideally located within easy reach...

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

7 nights from £1995

Horizons is a 3 bedroom cottage with sea views in Praa Sands, West Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1404 booking fees included

Horizons

6177

3 bedroom cottage with sea views in Praa Sands, West Cornwall.


Horizons is a stunning coastal home set back from the sandy beach and turquoise sea at beautiful Praa Sands, one of Cornwall’s most loved beach destinations. Sleeping six guest...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1404

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

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.