Cottages For May in South West

Cottages For May in South West

Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit South West Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 634 self catering cottages available to rent in May in South West

The Barn at Little Windsor  is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £479

The Barn at Little Windsor

5968

1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Nestled in the exceptionally pretty Looe valley, with wonderful views across the rolling countryside, come and immerse yourself in Cornish charm, rural bliss and a wonderful wildli...

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

7 nights from £479

Bluebell is a Dog-friendly showmans wagon with outdoor bath near Mawgan Porth, North Cornwall
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £583

Bluebell

5988

Dog-friendly showmans wagon with outdoor bath near Mawgan Porth, North Cornwall


We're super excited to introduce you to our very first showman's wagon, a stunningly romantic hideaway for two nestled in north Cornwall that's dog friendly too. Lovingly handcr...

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

7 nights from £583

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Quay Cottage is a 2 bedroom, dog friendly cottage with sea views in Devoran, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £761

Quay Cottage

5975

2 bedroom, dog friendly cottage with sea views in Devoran, Cornwall.


With creekside views where you can watch the tide ebb and flow this cottage is the perfect escape. Tucked away in the heart of the charming creekside village of Devoran, this beaut...

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

7 nights from £761

Anderton Mill is a 2 bedroom, dog friendly cottage near Boscastle, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £685

Anderton Mill

5979

2 bedroom, dog friendly cottage near Boscastle, North Cornwall.


Looking for the ultimate 'escape away from it all' retreat, where peace and seclusion abound, then look no further than this enchanting woodland hideaway. Tucked away in the beauti...

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

7 nights from £685

Island Cottage is a 3 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1204

Island Cottage

5960

3 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.


Set right on the beach in the charming village of Kingsand, treat yourself to the ultimate seaside escape where the sound of the waves lapping on the seashore become your daily sou...

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

7 nights from £1204

The Milk Shed is a 2 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £663

The Milk Shed

5977

2 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.


Looking for a retreat that offers peace and tranquility in abundance, yet perfect for immersing yourself in north coast living - then look no further than The Milk Shed. Nestled in...

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

7 nights from £663

Water's Edge is a 2 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £805

Water's Edge

5980

2 bedroom, dog friendly apartment with sea views in Looe, Cornwall.


With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...

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

7 nights from £805

The Works is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £723

The Works

5970

2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.


Tucked away on a quiet road in the centre of vibrant Penzance, The Works is a unique reverse-level house which offers a stylish and welcoming base to explore the beauty and culture...

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

7 nights from £723

Our property managers are local experts who handpick perfect places to stay.

Ocean Break is a 2 bedroom holiday cottage near the beach in Croyde, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £712 *

Ocean Break

5965

2 bedroom holiday cottage near the beach in Croyde, North Devon.


Pack your bags and head to the glorious golden sands of Croyde beach with a stay at Ocean Break. This glorious north Devon seaside village is cradled by the surrounding hills. Afte...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £712 *

Devon Beach Court is a 3 bedroom, dog friendly apartment with sea views in Woolacombe.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £980 *

Devon Beach Court

5974

3 bedroom, dog friendly apartment with sea views in Woolacombe.


When the call of the sea can no longer be ignored it's time to head to the north Devon seaside town of Woolacombe with miles and miles of golden sand and endless opportunities to e...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £980 *

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  • 30% off

    11 Jul 2025 - 18 Jul 2025

    From £1701.00 £1190.70

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Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties in South West. So have a look through our 634 holiday cottages available this May in South West.