May half term holiday cottages

We've got 648 holiday cottages matching your search in the South West...

Holly Cottage is a 3 bedroom thatched, dog friendly cottage in Yealmpton, South Devon.
  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £781 booking fees included

Holly Cottage

4728

3 bedroom thatched, dog friendly cottage in Yealmpton, South Devon.


Tucked away in the beautiful hamlet of Dunstone in the glorious South Hams you will discover Holly Cottage, a gorgeous getaway dating back to the mid-18th Century. The Grade II Lis...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £781

Frogwell Cottage is a 3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £637 * booking fees included

Frogwell Cottage

4714

3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £637 *

Little Jenny Wren is a Dog friendly cabin near Helford, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £68 per night + £53 booking fees

Little Jenny Wren

4751

Dog friendly cabin near Helford, West Cornwall.


A cosy retreat for a romantic getaway close to the River Helford, this cute cabin has far reaching views across the Cornish countryside and is tucked away from the hustle and bustl...

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

From £68 per night

La Cabine Francaise is a 1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £75 per night + £53 booking fees

La Cabine Francaise

4726

1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.


Welcome to La Cabine Francaise, a glorious expanse of glamping bliss with a French twist. Set in the stunning Dorset countryside, this exclusive spot for two provides the perfect r...

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

From £75 per night

Toby's Hut is a Luxury dog friendly shepherds hut with a hot tub near Lyme Regis, Dorset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £87 per night + £53 booking fees

Toby's Hut

4723

Luxury dog friendly shepherds hut with a hot tub near Lyme Regis, Dorset.


Located in the west Dorset Area of Outstanding Natural Beauty and just a 15 minute drive from fabulous Lyme Regis, Toby's Hut is a bespoke Shepherd's Hut, sitting in a perfect spot...

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

From £87 per night

Belle Vue Cottage is a 3 bedroom, dog friendly self catering cottage in Totnes, South Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £822 booking fees included

Belle Vue Cottage

4657

3 bedroom, dog friendly self catering cottage in Totnes, South Devon.


Nestled in the village of Rattery, only a short distance from Totnes and the glorious south Devon coast, this beautiful cottage is furnished with real charm and style. With an e...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £822

Reserve your 2027 holiday for just £40.00

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Chyvean is a 3 bedroom, dog friendly cottage near the beach near Porthleven.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1003 booking fees included

Chyvean

4724

3 bedroom, dog friendly cottage near the beach near Porthleven.


In the heart of a quintessential Cornish village and only 500 yards from the sea you will find the charming Chyvean. Nestled in Gunwalloe on the Lizard peninsula, this delightful s...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1003

33 The Green is a 4 bedroom, dog friendly cottage near the beach in Shaldon, Devon.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £1853 booking fees included

33 The Green

4658

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


Welcome to 33 The Green, this stunning Georgian house oozes style and luxury, whilst being equally welcoming and charming, making it the ideal holiday home for all occasions. Locat...

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

7 nights from £1853

Well Cottage is a Stylish 4 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1520 booking fees included

Well Cottage

4672

Stylish 4 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.


Nestled in a charming Cornish hamlet and surrounded by beautiful countryside and views over historic woodland, is this really stylish, pretty as a picture, dog-friendly cottage. Be...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1520

Rame Head Lookout is a Dog friendly cottage with hot tub and sea views near Whitsand Bay.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £902 booking fees included

Rame Head Lookout

4634

Dog friendly cottage with hot tub and sea views near Whitsand Bay.


Perched high on the clifftop at Rame, a National Landscape, with views stretching out to the iconic tiny chapel on the headland and surrounded by the sea, this is one unique and ve...

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

7 nights from £902

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