May half term holiday cottages

We've got 411 holiday cottages matching your search in the South West...

Freshfields is a 4 bedroom self catering cottage near Dorchester, Dorset.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £1233

Freshfields

5706

4 bedroom self catering cottage near Dorchester, Dorset.


Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £1233

Aurora at 24 Acres is a Shepherd's hut with wood-fired outdoor bath in Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £131 per night

Aurora at 24 Acres

5736

Shepherd's hut with wood-fired outdoor bath in Devon.


Welcome to Aurora, a gorgeous shepherd's hut with wood-fired outdoor bath, hidden away in a secluded setting in the Blackdown Hills. Nestled within a peaceful meadow on a 24-acre s...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £131 per night

The Hayloft is a 2 bedroom thatched, dog friendly cottage near Okehampton, Devon.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £539

The Hayloft

5734

2 bedroom thatched, dog friendly cottage near Okehampton, Devon.


Escape to rural Devon bliss and become an Exbourne village local for a week; from walking the numerous bridle paths to popping to the local pub for a swift half, not forgetting you...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £539

Rose's Loft is a 1 bedroom, dog friendly cottage near the beach in Porthallow.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £445

Rose's Loft

5707

1 bedroom, dog friendly cottage near the beach in Porthallow.


With pastoral views of the surrounding woodland and within serpentine splendour, the conversion of this milking barn took place in 2021 to create a stunning bijou abode. Located a ...

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

7 nights from £445

Backswood Cottage is a 2 bedroom self catering cottage near Tiverton, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £924

Backswood Cottage

5701

2 bedroom self catering cottage near Tiverton, North Devon.


This cottage is an absolute celebration of its setting at Backswood, a working farm set on 150 acres of land, surrounded by ancient woodland. From its hilltop position, the panoram...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £924

The Pottery is a 1 bedroom self catering cottage near Tiverton, North Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £676

The Pottery

5702

1 bedroom self catering cottage near Tiverton, North Devon.


This is an exceptional bolthole in a farmstead setting, perched high up above the River Exe as it winds through the beautiful hills and woodland between Tiverton and Exeter in leaf...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £676

Botloes Farm Barn is a 2 bedroom, dog friendly self catering cottage near Newent.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £829

Botloes Farm Barn

5711

2 bedroom, dog friendly self catering cottage near Newent.


This charming lodge style converted barn is beautifully styled to embrace the woodland that surrounds it and boasts a luxurious sauna in the garden. Botloes Farm Barn is situated w...

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

7 nights from £829

Upper Red Down is a 2 bedroom, dog friendly holiday cottage near Tiverton, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £578

Upper Red Down

5690

2 bedroom, dog friendly holiday cottage near Tiverton, North Devon.


Welcome to Upper Red Down, a super welcoming and cosy converted barn. This beautiful barn is surrounded by 76 acres of rural bliss. Nestled in the grounds of West Yeo Farm, this st...

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

7 nights from £578

Tembridge House is a 4 bedroom, dog friendly holiday cottage near Tiverton, North Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1187

Tembridge House

5687

4 bedroom, dog friendly holiday cottage near Tiverton, North Devon.


Nestled in the beautiful countryside of North Devon, this semi-detached converted barn offers the perfect rural idyll for a large family gathering, or a group of friends wishing to...

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

7 nights from £1187

The Dairy is a 2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £534 *

The Dairy

5682

2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


A cosy single-storey cottage, a secret wood and wildflower meadow, all available to you in a location only a short drive of the World Heritage Jurassic Coast, are we tempting you y...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £534 *

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