May half term holiday cottages

We've got 388 holiday cottages matching your search in the South West...

Laurel Cottage is a 2 bedroom, dog friendly cottage near the beach near Kingsbridge.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £735

Laurel Cottage

3807

2 bedroom, dog friendly cottage near the beach near Kingsbridge.


Nestled in the beautiful South Hams village of Kingston, Laurel Cottage is a delightful property which has been converted from a 18th Century linhay standing proudly in a lovely ga...

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

7 nights from £735

Tolpuddle Cottage is a 3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £741

Tolpuddle Cottage

3752

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £741

Choose our flexible booking option and have the ability to cancel anytime.

Winwalloe Cottage is a 2 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £584

Winwalloe Cottage

3774

2 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.


Tucked down a leafy lane with birdsong in the air, the rural tranquility of this pretty semi-detached cottage will delight those looking for a break from busy daily lives. Just...

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

7 nights from £584

Jubilee Cottage is a 2 bedroom holiday cottage near the beach in Coverack, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £724

Jubilee Cottage

3770

2 bedroom holiday cottage near the beach in Coverack, West Cornwall.


One of the oldest cottages in the picturesque seaside village of Coverack, Jubilee Cottage has been beautifully and sensitively updated to the highest standard but still retains mu...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £724

August Rock is a 3 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2208

August Rock

3355

3 bedroom self catering cottage near Falmouth, West Cornwall.


Set in a secluded woodland corner of a country house estate – the Budock Vean Hotel – and with wonderful views across the hotel grounds and gardens, this fabulous detached retreat ...

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

7 nights from £2208

Grebe is a 3 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2208

Grebe

3356

3 bedroom self catering cottage near Falmouth, West Cornwall.


This fabulous detached holiday home is named after a small sandy beach that can be found a short walk away. Set in a secluded woodland corner of a country house estate – the Budock...

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

7 nights from £2208

Shepherd's Sky Super Hut is a Dog friendly shepherds hut sleeping 5 near Tiverton, North Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £672

Shepherd's Sky Super Hut

3334

Dog friendly shepherds hut sleeping 5 near Tiverton, North Devon.


Shepherd's Sky Super Hut is truly unique. This huge shepherd's hut, measuring 36' long, has been lovingly treated to a bespoke make-over, and offers two bedrooms at either end whic...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £672

Oak Tree Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £569

Oak Tree Barn

3288

2 bedroom, dog friendly cottage near Taunton, Somerset.


Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills National Landscape. It is perfectly placed in the peaceful setting of th...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £569

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Stargazy Sky Shepherd's Hut is a Gorgeous shepherds hut sleeping 2 near Lyme Regis, East Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £71 per night

Stargazy Sky Shepherd's Hut

3296

Gorgeous shepherds hut sleeping 2 near Lyme Regis, East Devon.


The location high above the Axe Valley as it heads to the Jurassic Coast just a few miles away could not be more magical. Easy to reach, yet off the beaten track for the last adven...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £71 per night

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  • 10% off

    21 Apr 2025 - 25 Apr 2025

    From £94.50 £85.05 per night

  • 10% off

    25 Apr 2025 - 2 May 2025

    From £78.75 £70.88 per night

  • 10% off

    2 May 2025 - 9 May 2025

    From £78.75 £70.88 per night

  • 10% off

    9 May 2025 - 16 May 2025

    From £78.75 £70.88 per night

  • 10% off

    16 May 2025 - 19 May 2025

    From £114.95 £103.45 per night

  • 10% off

    23 May 2025 - 30 May 2025

    From £83.25 £74.93 per night

Shepherd's Oak is a Dog friendly shepherds hut for two with a wood-fired hot tub near Exeter.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £106 per night

Shepherd's Oak

3280

Dog friendly shepherds hut for two with a wood-fired hot tub near Exeter.


This beautifully presented shepherd's hut is as much a part of the landscape here as the ancient oak which gives it its name. The two stand side-by-side at the top of a gently slop...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £106 per night

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