May half term holiday cottages

We've got 720 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

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  • 25% off

    12 Jun 2026 - 19 Jun 2026

    From £1383.00 £1037.25

  • 25% off

    3 Jul 2026 - 10 Jul 2026

    £1537.00 £1152.75

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 £626

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 £626

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

From £91 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 £91 per night

5 Mill Barn is a 4 bedroom, dog friendly cottage near the beach in Thurlestone, Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1472

5 Mill Barn

4488

4 bedroom, dog friendly cottage near the beach in Thurlestone, Devon.


If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to 5 Mill Barn. This beautiful house is equipped with thr...

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

7 nights from £1472

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

Ferrycombe is a 3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1076

Ferrycombe

4482

3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea.


Welcome to Ferrycombe, this characterful barn conversion is perfectly situated within a private complex which hugs the edge of Bigbury-on-Sea and the beautiful golden sandy beaches...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1076

Welloe Rock is a 4 bedroom, dog friendly cottage with sea views near the beach at Rinsey.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2058

Welloe Rock

4478

4 bedroom, dog friendly cottage with sea views near the beach at Rinsey.


The 'wow' when you walk in, will be audible! This quintessential and very spacious cottage by the sea at Rinsey is absolutely stunning. Be it the games barn with table-tennis, the ...

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

7 nights from £2058

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 £910

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 £910

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

From £58 per night

Rosie's Hut

4431

Shepherds hut with wood-fired hot tub near Totnes, South Devon.


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 wood-fired ho...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £58 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 £789

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 £789

Stargazy is a 2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1161

Stargazy

4436

2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.


Tucked away between the open fields on Cornwall's alluring north coast, Stargazy is settled in the quiet idyll of rural bliss. This is a stunning semi-detached two bedroom, gra...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1161

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