May half term holiday cottages

We've got 651 holiday cottages matching your search in the South West...

Primrose Hill is a 4 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 7
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2641 booking fees included

Primrose Hill

5356

4 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


The picturesque harbour village of St Mawes, on the eastern side of the Fal Estuary, has long been one of Cornwall's most desirable and exclusive destinations. Situated on a privat...

  • Sleeps 7
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2641

Harbour Retreat is a 2 bedroom, dog friendly apartment with sea views in St Mawes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £892 booking fees included

Harbour Retreat

5355

2 bedroom, dog friendly apartment with sea views in St Mawes.


Nestled in the heart of beautiful St Mawes on the Roseland peninsula, Harbour Retreat is a delightful apartment with a perfectly placed balcony overlooking the vibrant harbour and ...

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

7 nights from £892

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  • 10% off

    10 Oct 2026 - 17 Oct 2026

    £759.00 £689.40 booking fees included

  • 10% off

    17 Oct 2026 - 24 Oct 2026

    From £759.00 £689.40 booking fees included

Kerenza is a 1 bedroom, dog friendly cottage near Porthleven, West Cornwall.
  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £652 booking fees included

Kerenza

5393

1 bedroom, dog friendly cottage near Porthleven, West Cornwall.


Kerenza is Cornish for love, and you will truly fall in love with this romantic nook found in peaceful, rural surroundings within the parish of Crowan and which sits well for both ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £652

Ivor's Barn is a 2 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £776 booking fees included

Ivor's Barn

5362

2 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.


Ivor's Barn is a gorgeous stone-built barn perched on a hillside above the small village of Gulval in the far west of Cornwall. Restful rural surroundings with an ancient village, ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £776

Smugglers Barn is a 3 bedroom, dog friendly cottage near the beach in Praa Sands.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1455 booking fees included

Smugglers Barn

5379

3 bedroom, dog friendly cottage near the beach in Praa Sands.


Set in extensive grounds, less than 500 yards from the beach, Smugglers Barn is a beautiful hideaway ready to welcome six lucky guests looking for a laid-back coastal escape and is...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1455

The Glebe is a 3 bedroom, dog friendly cottage with sea views near Boscastle.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1333 booking fees included

The Glebe

5369

3 bedroom, dog friendly cottage with sea views near Boscastle.


Residing in a wonderful tranquil location, with far reaching views across flowing meadows and fields out to sea, this stylish eco-friendly retreat sits within easy reach of the bea...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1333

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Little Croft is a 3 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £956 booking fees included

Little Croft

5243

3 bedroom, dog friendly cottage with sea views in Portscatho.


This stunning and stylish house is perfectly located in the charming village of Portscatho. This desirable holiday destination offers guests all that you would need for a great hol...

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

7 nights from £956

Lynher House is a Dog friendly cottage for 4 on the river banks at Anthony Passage, Cornwall
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1336 booking fees included

Lynher House

5327

Dog friendly cottage for 4 on the river banks at Anthony Passage, Cornwall


Fall head over heels in love this with stunning waterside home made for rest, relaxation and exploring this stunning corner of Cornwall. Set on the banks of the River Lynher wit...

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

7 nights from £1336

Seymour Barn is a 2 bedroom, dog friendly barn conversion in Bridport, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £939 * booking fees included

Seymour Barn

5314

2 bedroom, dog friendly barn conversion in Bridport, Dorset.


With the bustling market town of Bridport within striking distance, this beautiful barn conversion is the perfect home-away-from-home. A delightful spot to explore all the beauty a...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £939 *

The Swallows is a 3 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1217 booking fees included

The Swallows

5294

3 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.


The Swallows, a fabulous rural retreat awaits. Nestled in the most picturesque countryside, surrounded by the most special sights and sounds mother nature can offer, along with bei...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1217

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