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 793 self catering cottages available to rent in May in South West

Tea By The Sea is a 3 bedroom, dog friendly apartment with sea views in Cadgwith.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £494 *

Tea By The Sea

6025

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


Less than a minute's stroll from the sea, this characterful two-storey apartment offers a wonderfully laid-back base for exploring Cadgwith, the picturesque little fishing cove tha...

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

7 nights from £494 *

2 The White Sands is a 4 bedroom, dog friendly cottage with sea views in Praa Sands.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1016 *

2 The White Sands

6013

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


Step into this stylish seaside retreat perched above the shimmering sands of Praa Sands. With sea views from the top floor, 2 The White Sands is a light filled semi-detached home s...

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

7 nights from £1016 *

Swallows' Nest is a 2 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1064

Swallows' Nest

6007

2 bedroom self catering cottage near Helford, West Cornwall.


Resting in a secluded corner of rural Cornwall yet perfectly placed to explore the gentle waters of the Helford River, Swallows' Nest is a soulful and quietly luxurious barn conver...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1064

Pendennis Tides is a 2 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £722

Pendennis Tides

5994

2 bedroom apartment with sea views in Falmouth, South Cornwall.


A spacious, waterside apartment with amazing vistas over Falmouth harbour and Port Pendennis; this special location offers ever-changing scenery with Naval ships and luxury cruise ...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £722

View
  • 20% off

    4 Oct 2025 - 11 Oct 2025

    £688.00 £550.40

Roscaddon Linhay is a 5 bedroom, dog friendly cottage near the beach in Helford, Cornwall.
  • Sleeps 10 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Mon

7 nights from £2453 *

Roscaddon Linhay

6014

5 bedroom, dog friendly cottage near the beach in Helford, Cornwall.


Tucked into the lush landscape of Manaccan where the last of the temperate Cornish rainforest remains yet just a whisper from Gillan Creek and Flushing beach, this remarkable farmh...

  • Sleeps 10 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Mon

7 nights from £2453 *

14 Regent Terrace is a 2 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £495 *

14 Regent Terrace

6004

2 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.


Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...

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

7 nights from £495 *

The Granary is a 2 bedroom self catering cottage near Moretonhampstead, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Thu

7 nights from £878

The Granary

6010

2 bedroom self catering cottage near Moretonhampstead, South Devon.


If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...

  • Sleeps 4 + cot
  • No pets
  • Changeover Thu

7 nights from £878

Greenawell Farm Cottages

  • Sleeps 9 + 4 cots in 3 properties
  • Changeover Fri

7 nights from £1836

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The Little Woodland House is a Family size cabin with hot tub near Fowey, South Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £705 *

The Little Woodland House

6001

Family size cabin with hot tub near Fowey, South Cornwall.


Welcome to Little Woodland House, a peaceful yet full-of-life glamping retreat nestled in the picturesque Fowey Valley. This thoughtfully crafted wooden cabin is ideal for a romant...

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

7 nights from £705 *

Port and Starboard
 is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1251

Port and Starboard

5982

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


In prime position overlooking St Mawes Bay with wonderful seascape views, beautiful interiors and gorgeous contemporary furnishings, semi-detached Port and Starboard is a fabulous ...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1251

View
  • 10% off

    20 Sep 2025 - 27 Sep 2025

    From £1272.00 £1144.80

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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 793 holiday cottages available this May in South West.