May half term holiday cottages

We've got 404 holiday cottages matching your search in the South West...

Chynhalls Farm House is a 4 bedroom thatched, dog friendly cottage with sea views in Coverack.
  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1242 *

Chynhalls Farm House

4502

4 bedroom thatched, dog friendly cottage with sea views in Coverack.


Chynhalls Farm House is a charming 300 year old, Grade II Listed, Cornish thatched cottage in the beautiful fishing village of Coverack, recently restored into a fine example of an...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1242 *

Willow Cottage is a 1 bedroom, dog friendly holiday cottage near Helford, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £560

Willow Cottage

4516

1 bedroom, dog friendly holiday cottage near Helford, West Cornwall.


This idyllic hideaway is set in a tranquil country location, nestled in the owners' smallholding, in the romantic Helford area. Willow Cottage is a beautiful retreat for two (and y...

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

7 nights from £560

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Homesdale is a 1 bedroom holiday apartment near the beach in Shaldon, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £599

Homesdale

4514

1 bedroom holiday apartment near the beach in Shaldon, South Devon.


In the heart of Shaldon village, found at the mouth of the Teign estuary, is Homesdale. This charming apartment is the perfect hideaway, just right for a couple wanting to enjoy th...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £599

View
  • 15% off

    17 Apr 2026 - 24 Apr 2026

    £446.00 £379.10

  • 15% off

    24 Apr 2026 - 1 May 2026

    From £446.00 £379.10

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 £1169

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 £1169

View
  • 20% off

    24 Apr 2026 - 1 May 2026

    £1153.00 £922.40

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 £615

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 £615

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 £1077 *

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 £1077 *

View
  • 10% off

    18 Apr 2026 - 25 Apr 2026

    From £1420.00 £1278.00

  • 10% off

    25 Apr 2026 - 2 May 2026

    From £1458.00 £1312.20

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 wood-fired hot tub near Totnes, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £62 per night

Rosie's Hut

4431

Shepherds hut with wood-fired 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 £62 per night

Our guests rate us 4.8/5 on Feefo, the independent review site.

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 £670

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 £670

View
  • 15% off

    17 Apr 2026 - 23 Apr 2026

    From £664.20 £564.57

  • 15% off

    27 Apr 2026 - 1 May 2026

    From £610.40 £518.84

  • 15% off

    1 May 2026 - 8 May 2026

    £789.00 £670.65

  • 15% off

    8 May 2026 - 15 May 2026

    £789.00 £670.65

  • 15% off

    15 May 2026 - 22 May 2026

    From £789.00 £670.65

  • 15% off

    22 May 2026 - 29 May 2026

    From £1043.00 £886.55

Wreath Farmhouse is a 4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1348

Wreath Farmhouse

4445

4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.


Wreath Farm is in a rural setting overlooking open countryside, just 10 miles inland from the beach at Lyme Regis and the stunning Jurassic Coast. The farmstead now has a new li...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1348

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