May half term holiday cottages

We've got 693 holiday cottages matching your search in the South West...

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

7 nights from £887 * 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 £887 *

View
  • 20% off

    14 Aug 2026 - 21 Aug 2026

    From £1214.20 £983.96 booking fees included

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

7 nights from £1216 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 £1216

Shar Mar is a 2 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £784 booking fees included

Shar Mar

5351

2 bedroom self catering cottage near Falmouth, West Cornwall.


A lovely dormer bungalow set within large, mature garden found in the heart of the charming village of Constantine. This property offers a home-from-home experience for families or...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £784

The Dovecote is a 1 bedroom self catering cottage near Chippenham.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £807 booking fees included

The Dovecote

5361

1 bedroom self catering cottage near Chippenham.


Peaceful, tranquil and surrounded by gorgeous greenery, welcome to The Dovecote. The clue is in the name, this pretty little hideaway is perfect for a romantic getaway and has been...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £807

September Cottage is a 2 bedroom, dog friendly cottage near the beach near St. Mawes
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £917 booking fees included

September Cottage

5329

2 bedroom, dog friendly cottage near the beach near St. Mawes


Nestled in the heart of the charming Roseland village of St Mawes, September Cottage is a delightful holiday abode, perfectly placed just moments away from the gorgeous beaches and...

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

7 nights from £917

Lofty Heights is a 1 bedroom holiday apartment with sea views in Shaldon, South Devon.
  • Sleeps 2 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £750 booking fees included

Lofty Heights

5337

1 bedroom holiday apartment with sea views in Shaldon, South Devon.


Looking for that special retreat for two, if so, welcome to Lofty Heights which is nestled in the very sought-after village of Shaldon, just moments from a fabulous sandy beach and...

  • Sleeps 2 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £750

View
  • 20% off

    8 Aug 2026 - 15 Aug 2026

    £871.00 £709.40 booking fees included

Need more time? Reserve any cottage for up to 24 hours before booking.

The Retreat is a 3 bedroom, dog friendly apartment with sea views in Shaldon, Devon.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1446 booking fees included

The Retreat

5338

3 bedroom, dog friendly apartment with sea views in Shaldon, Devon.


Welcome to The Retreat, a gorgeous family holiday home, nestled in the beautiful village of Shaldon. Shaldon and The Retreat offer something special for all ages, from the sandy be...

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

7 nights from £1446

View
  • 20% off

    15 Aug 2026 - 22 Aug 2026

    From £1725.00 £1392.60 booking fees included

  • 20% off

    29 Aug 2026 - 2 Sep 2026

    From £1284.75 £1040.40 booking fees included

St Michael's is a 4 bedroom, dog friendly cottage near the beach in Portreath.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1355 booking fees included

St Michael's

5359

4 bedroom, dog friendly cottage near the beach in Portreath.


If you're longing for the golden sand and turquoise waters of Portreath and a gorgeous cottage to return to at the end of the day, then look no further than St Michael's. An oh so ...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1355

No 28 St Agnes is a 3 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1666 booking fees included

No 28 St Agnes

5336

3 bedroom, dog friendly cottage with sea views in St Agnes, Cornwall.


Tucked into a stunning and unspoilt spot on the north Cornish coast, St Agnes sits in both a designated Area of Outstanding Beauty (now known as National Landscapes) and a world he...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1666

Trenowin Cottage is a 3 bedroom self catering cottage near St Ives, West Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1208 booking fees included

Trenowin Cottage

5342

3 bedroom self catering cottage near St Ives, West Cornwall.


Picture-postcard pretty, Trenowin Cottage is an oh-so-lovely Cornish cottage perfect for six lucky guests. Nestled in a rural setting just off the road on the outskirts of the vill...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1208

Load more