May Half Term Holiday Cottages

May Half Term Holiday Cottages

With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 807 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be.Read more

Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.  

Spend your May-Half Term in a Luxury Retreat

Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term. 

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

We have 807 cottages available for May half term

Smugglers Cottage is a 2 bedroom, dog friendly cottage near the beach in Branscombe, Devon.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £826

Smugglers Cottage

3218

2 bedroom, dog friendly cottage near the beach in Branscombe, Devon.


Smugglers Cottage is a beautiful property in a beautiful location just a mile inland from the stunning Jurassic Coast at Branscombe in east Devon. The cottage was originally one...

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

7 nights from £826

Atlantic View is a 3 bedroom, rural cottage with sea views in Polzeath, North Cornwall.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1004

Atlantic View

3205

3 bedroom, rural cottage with sea views in Polzeath, North Cornwall.


Only minutes from the rolling surf of the north Cornish coast, Atlantic View is a mid-terrace cottage enjoying superb views of the sea over the golf course at The Point. This is a ...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1004

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

Reskivers Cottage is a 4 bedroom, rural self catering cottage near St Mawes, South Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £945

Reskivers Cottage

3018

4 bedroom, rural self catering cottage near St Mawes, South Cornwall.


Close to sandy beaches at Pendower and Carne, this lovely old cottage is perfect for families and those wishing to explore the beautiful Roseland peninsula. There is a big enclosed...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £945

2 Old School Cottages is a 3 bedroom cottage near the beach near Gerrans, South Cornwall.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £610

2 Old School Cottages

3104

3 bedroom cottage near the beach near Gerrans, South Cornwall.


This traditionally designed modern cottage, with period-style furnishings and fittings, is set close to the lovely village green at Gerrans in the heart of the beautiful Roseland p...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £610

Carn Tommen is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £2091

Carn Tommen

3117

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


This impressive, recently-built eco-house is situated in a commanding elevated position on one of St Mawes' most exclusive roads. Enjoying panoramic sea views over the whole of Fal...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £2091

Dolphin Cottage is a 2 bedroom dog-friendly self catering cottage near the beach near Portloe.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £566

Dolphin Cottage

3123

2 bedroom dog-friendly self catering cottage near the beach near Portloe.


Dolphin Cottage is a cosy mid-terrace former coastguard’s cottage, situated on the edge of the picturesque fishing village of Portloe, with sea views from the terrace. The bijou co...

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

7 nights from £566

Driftwood Cottage is a 2 bedroom cottage near the beach near Gerrans, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £535

Driftwood Cottage

3124

2 bedroom cottage near the beach near Gerrans, South Cornwall.


Driftwood Cottage, the centre of three traditional terraced cottages, is tucked away in a quiet location near the 13th Century Church in the village of Gerrans. The cottage has...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £535

Harbour View is a 3 bedroom self catering cottage near Portscatho.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £884

Harbour View

3128

3 bedroom self catering cottage near Portscatho.


This large contemporary detached house is set in an elevated position halfway between the lovely villages of Gerrans and Portscatho. Carefully designed so the living spaces face to...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £884

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

Bryher is a 1 bedroom, dog friendly cottage near the beach in Portscatho.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £636

Bryher

3132

1 bedroom, dog friendly cottage near the beach in Portscatho.


Bryher is a delightful barn conversion, semi-detached from Lowenna (3133). The interior is contemporary, light and airy with solid wood flooring throughout and great attention to d...

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

7 nights from £636

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

7 nights from £904

Lowenna

3133

3 bedroom, dog friendly cottage near the beach in Portscatho.


Lowenna is a delightful semi-detached barn conversion with Bryher (3132) next door. Perfect for families, it is located in a lovely rural setting just a five minute walk from Porth...

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

7 nights from £904

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