May half term holiday cottages

We've got 618 holiday cottages matching your search in the South West...

Creek Cottage is a 3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £915

Creek Cottage

4120

3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.


Hidden in the secluded hamlet of Lower Calamansack along narrow leafy Cornish lanes, Creek Cottage is discovered down a long private lane, with a stunning outlook across the pretti...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £915

View
  • 25% off

    27 Sep 2025 - 3 Oct 2025

    From £714.60 £535.95

Ivy Cottage is a 2 bedroom, dog friendly cottage in Cattistock near Dorchester, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £692

Ivy Cottage

4122

2 bedroom, dog friendly cottage in Cattistock near Dorchester, Dorset.


Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of a National Landscape, the cottage is situated ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £692

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

The Witch's Wagon at Warleggan is a Family size, dog friendly shepherds hut with a hot tub near Lostwithiel, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £620 *

The Witch's Wagon at Warleggan

4090

Family size, dog friendly shepherds hut with a hot tub near Lostwithiel, South Cornwall.


Fall under the spell of this stunning location with an unforgettable stay at the enchanting Witch's Wagon. Squirreled away in the pretty hamlet of Warleggan, yes it is a real place...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £620 *

The Old Manor House is a 5 bedroom, dog friendly cottage close to the beach near Lyme Regis.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2413

The Old Manor House

4124

5 bedroom, dog friendly cottage close to the beach near Lyme Regis.


Less than half a mile from the World Heritage Jurassic Coast, The Old Manor House is a beautiful 16th Century, Grade II Listed house, full of character with a delightful enclosed g...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2413

The Apple House is a 1 bedroom holiday cottage with sea views near Dawlish, South Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £598

The Apple House

4108

1 bedroom holiday cottage with sea views near Dawlish, South Devon.


This delightful and spacious detached cottage provides the perfect getaway location for two. Furnished and equipped to a very high standard, The Apple House offers you a wonderful ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £598

Coastal Gaze is a Dog friendly glamping pod with sea views near Penzance, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £548 *

Coastal Gaze

4063

Dog friendly glamping pod with sea views near Penzance, West Cornwall.


This beautifully situated pod has outstanding 180 degree views across Mount's Bay, running from the Lizard peninsula in the east, with majestic St Michael's Mount in the middle to ...

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

7 nights from £548 *

Mount Lookout is a Dog friendly glamping pod with hot tub and sea views near Penzance.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £727

Mount Lookout

4064

Dog friendly glamping pod with hot tub and sea views near Penzance.


Mount Lookout does exactly what it says on the tin! You'll want for nothing at this cute-as-pie glamping pod, fully equipped for all of your holiday needs. Wonderfully fitted-o...

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

7 nights from £727

Mounts Bay Meadow Glamping

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1275

We’ve been raising the standards of self catering holidays since 1977.

The Old School Room is a 3 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1117

The Old School Room

4101

3 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.


This upside down, contemporary abode sits right in the very heart of Marazion, set back from the road and a short walk to the glorious safe, sandy beach, shops, restaurants, pubs a...

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

7 nights from £1117

Sunsets (over Rinsey) is a 1 bedroom, dog friendly cottage with sea views in Praa Sands.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £616

Sunsets (over Rinsey)

4077

1 bedroom, dog friendly cottage with sea views in Praa Sands.


There really are fabulous sunsets (and sea views) over Rinsey and you will be well placed to see them at this gorgeous contemporary annexe to the owners' home. Cross the thresh...

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

7 nights from £616

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