May half term holiday cottages

May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK.Read more

With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to South West. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We've got 622 holiday cottages matching your search in the South West...

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 £837

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 £837

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 £923

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 £923

Choose from our exclusive collection at the best prices with real time availability.

The Retreat is a 3 bedroom holiday apartment with sea views in Shaldon, South Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1408

The Retreat

5338

3 bedroom holiday apartment with sea views in Shaldon, South 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
  • No pets
  • Changeover Sat

7 nights from £1408

Green Place is a 1 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £473

Green Place

5313

1 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.


Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...

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

7 nights from £473

Seaway House is a 3 bedroom holiday cottage with sea views near Dartmouth, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1302

Seaway House

5295

3 bedroom holiday cottage with sea views near Dartmouth, South Devon.


Welcome to Seaway House, a fabulous holiday retreat perched overlooking the beautiful south Devon countryside and out to sea, locations don't get more special than this. Nestled...

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

7 nights from £1302

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 £1301

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 £1301

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 £1106

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 £1106

Skylark is a Dog-friendly cabin with sea views near Falmouth.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

From £75 per night

Skylark

5319

Dog-friendly cabin with sea views near Falmouth.


A nature lovers delight, Skylark is a gorgeous, secluded retreat surrounded by blissful countryside. Situated on a rural farmstead, Skylark epitomises the very essence of escapism,...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

From £75 per night

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

Garretts is a 5 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 9 + 3 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1564

Garretts

5341

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


Set in the heart of the magical twinned villages of Kingsand and Cawsand, on the breathtaking Rame peninsula, this lovingly presented Grade II Listed cottage is within walking dist...

  • Sleeps 9 + 3 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1564

Trevennen Cottage is a 3 bedroom, dog friendly cottage near the beach in Flushing, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £715

Trevennen Cottage

5298

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


Perfectly situated in the idyllic waterside village of Flushing, Trevennen Cottage is a traditional Cornish cottage, beautifully restored and stylishly furnished to capture the ver...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £715

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