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 621 holiday cottages matching your search in the South West...

Belle Vue Cottage is a 3 bedroom, dog friendly self catering cottage in Totnes, South Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £758

Belle Vue Cottage

4657

3 bedroom, dog friendly self catering cottage in Totnes, South Devon.


Nestled in the village of Rattery, only a short distance from Totnes and the glorious south Devon coast, this beautiful cottage is furnished with real charm and style. With an e...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £758

La Cabine Francaise is a 1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

From £87 per night

La Cabine Francaise

4726

1 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.


Welcome to La Cabine Francaise, a glorious expanse of glamping bliss with a French twist. Set in the stunning Dorset countryside, this exclusive spot for two provides the perfect r...

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

From £87 per night

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

Toby's Hut is a Luxury dog friendly shepherds hut with a hot tub near Lyme Regis, Dorset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £95 per night

Toby's Hut

4723

Luxury dog friendly shepherds hut with a hot tub near Lyme Regis, Dorset.


Located in the west Dorset Area of Outstanding Natural Beauty and just a 15 minute drive from fabulous Lyme Regis, Toby's Hut is a bespoke Shepherd's Hut, sitting in a perfect spot...

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

From £95 per night

Chyvean is a 3 bedroom, dog friendly cottage near the beach near Porthleven.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £810 *

Chyvean

4724

3 bedroom, dog friendly cottage near the beach near Porthleven.


In the heart of a quintessential Cornish village and only 500 yards from the sea you will find the charming Chyvean. Nestled in Gunwalloe on the Lizard peninsula, this delightful s...

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

7 nights from £810 *

Foxglove Cottage is a 2 bedroom, dog friendly cottage near South Molton, North Devon.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £542

Foxglove Cottage

4691

2 bedroom, dog friendly cottage near South Molton, North Devon.


As you drive into Chittlehamholt you will instantly feel a sense of calm as this lovely rural north Devon village offers a warm and friendly welcome to all its guests. Foxglove Cot...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £542

33 The Green is a 4 bedroom, dog friendly cottage near the beach in Shaldon, Devon.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £1829

33 The Green

4658

4 bedroom, dog friendly cottage near the beach in Shaldon, Devon.


Welcome to 33 The Green, this stunning Georgian house oozes style and luxury, whilst being equally welcoming and charming, making it the ideal holiday home for all occasions. Locat...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £1829

Well Cottage is a Stylish 4 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1439

Well Cottage

4672

Stylish 4 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.


Nestled in a charming Cornish hamlet and surrounded by beautiful countryside and views over historic woodland, is this really stylish, pretty as a picture, dog-friendly cottage. Be...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1439

Rame Head Lookout is a 1 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £849

Rame Head Lookout

4634

1 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Perched high on the clifftop at Rame, in an Area of Outstanding Natural Beauty with views stretching out to the iconic tiny chapel on the headland and surrounded by the sea, this i...

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

7 nights from £849

View
  • 10% off

    15 Nov 2024 - 22 Nov 2024

    £746.00 £671.40

  • 10% off

    22 Nov 2024 - 29 Nov 2024

    £746.00 £671.40

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Rosemary Cottage is a 2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £2150

Rosemary Cottage

4713

2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


Pretty as a picture and cute as a button this oh so gorgeous cottage is a retreat of unassuming beauty and perfect for families or a dreamy love nest for couples wishing to tuck th...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £2150

The Homestead is a 3 bedroom, dog friendly cottage near Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1484

The Homestead

4671

3 bedroom, dog friendly cottage near Crantock, North Cornwall.


Follow the leafy lanes just a few miles from the north Cornish coast and arrive within the tranquil private setting of The Homestead. Hidden away from the bustle of the sand and se...

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

7 nights from £1484

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