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...

The Old Mill is a 2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1089

The Old Mill

4503

2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.


If you are looking for a beautifully unique and special property for a perfect Dorset holiday, then look no further than The Old Mill. Formerly a working mill, this gorgeous proper...

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

7 nights from £1089

Samphire is a 1 bedroom cottage near the beach in Portscatho, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £941

Samphire

4487

1 bedroom cottage near the beach in Portscatho, South Cornwall.


Higher Rosevine Farm is an attractive collection of luxury barns that are situated around a central courtyard planted with olive trees and large Mediterranean pots giving a relaxed...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £941

Poppy Cottage is a 2 bedroom, dog friendly cottage near the beach in St Just, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £574

Poppy Cottage

4480

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


St Just is a hive of activity, great pubs, walks, galleries and cafes. Formerly an old market barn and recently used by the British Legion, Poppy Cottage has been lovingly converte...

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

7 nights from £574

Bower Cottage is a 3 bedroom dog friendly holiday cottage near the beach in St Agnes, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1646

Bower Cottage

4457

3 bedroom dog friendly holiday cottage near the beach in St Agnes, North Cornwall.


Beautifully restored Bower Cottage is all about luxury, comfort and style from the moment you pull up in your car. Located down a little lane, yet still in the heart of laid-back S...

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

7 nights from £1646

View
  • 20% off

    23 Nov 2024 - 30 Nov 2024

    From £1017.45 £813.96

  • 20% off

    30 Nov 2024 - 7 Dec 2024

    From £1017.45 £813.96

  • 20% off

    7 Dec 2024 - 14 Dec 2024

    From £1017.45 £813.96

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

Viewtown Linhay is a 1 bedroom, dog friendly apartment near Callington, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £380

Viewtown Linhay

4500

1 bedroom, dog friendly apartment near Callington, South Cornwall.


Viewtown Linhay is a hidden gem offering a walker's paradise for you and your hound. Situated in the Tamar Valley bordering the Area of Outstanding Natural Beauty on the outskirts ...

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

7 nights from £380

Straw Cottage is a Dog friendly cottage with hot tub near Clovelly, North Devon.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £798

Straw Cottage

4490

Dog friendly cottage with hot tub near Clovelly, North Devon.


Straw Cottage is truly unique and offers a wonderful sanctuary of calmness - a holiday here will no doubt leave you wanting to return. This charming bolthole has been skilfully and...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £798

Bowhay Shepherd's Hut is a Shepherds Hut with hot tub near Totnes, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £99 per night

Bowhay Shepherd's Hut

4402

Shepherds Hut with hot tub near Totnes, South Devon.


Escape the everyday to a tranquil spot set in an idyllic location overlooking spectacular countryside with views across the Dart Valley. Be greeted at the farm gate by the friendly...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £99 per night

Erica is a 2 bedroom, dog friendly cottage with sea views in Kingsand, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £888

Erica

4472

2 bedroom, dog friendly cottage with sea views in Kingsand, Cornwall.


Totally unique, packed full of charm and with the most stunning of coastal views - welcome to Erica! Perfectly positioned by the beach, this darling of a cottage makes for the ulti...

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

7 nights from £888

Rosie's Hut is a Shepherds hut with hot tub near Totnes, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £64 per night

Rosie's Hut

4431

Shepherds hut with hot tub near Totnes, South Devon.


Simply wow! Set in the most idyllic location, Rosie's Hut is a beautifully appointed retreat, surrounded by uninterrupted countryside views. The icing on the cake is the glorious w...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £64 per night

Buttervilla Retreat is a 2 bedroom, dog friendly holiday cottage with hot tub near Looe, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £825

Buttervilla Retreat

4447

2 bedroom, dog friendly holiday cottage with hot tub near Looe, South Cornwall.


Buttervilla Retreat offers its own bubble of peacefulness from wonderful interiors to the perfect location for exploring two counties. No detail has been overlooked; furnished thro...

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

7 nights from £825

Our property managers are local experts who handpick perfect places to stay.

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