School Summer Holiday Cottages

Break up your summer and plan a holiday with the kids. We have a wide range of school summer holiday cottages available for you to choose from of all shapes and sizes. From country to coast, our self-catering retreats offer wide variety and consistent quality, however you envisage your dream holiday. Have a holiday to remember and book a luxury retreat. Read more

Lazy days on the beach from a seaside cottage, or country walks past babbling brooks and rolling fields from a rural retreat. Close to all the local shops, restaurants and attractions, or away from it all in your own private paradise. With our selection of self-catering cottages, you can tailor your holiday to be exactly what you want it to be. Do as much or as little as you please, focusing on the important people in your life: your family. 

Summer is a wonderful time of year filled with blues skies, warm weather and beautiful scenery bathed in sunlight. Take the opportunity to break from everyday life and give yourself and the children something special to look forward to. 

School Summer Holiday Cottages 

At Classic Cottages we pride ourselves on marketing only the finest self-catering accommodation around. Personally inspecting and handpicking each one, we make sure only the highest standards are maintained. With each cottage equipped with a complete inventory, everything you and your family could need and more for the perfect holiday is provided. All you have to do? Enjoy.

We have 987 self catering cottages for the school summer holidays.

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £565

2 bedroom self catering cottage near the beach in St Helens, Isle of Wight.


Fir Cottage is an attractive and contemporary conversion of a Victorian home, located right in the heart of St Helens. The village green (England's second largest) lies a few yards...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £565

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

7 nights from £568

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 £568

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £572

2 bedroom, rural holiday cottage near Lyme Regis, South Devon.


Wadsbury Farm Cottage is in a hilltop position in an east Devon Area of Outstanding Natural Beauty, with the coastal towns and fishing villages of Lyme Regis, Beer, Branscombe, Sid...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £572

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £572

2 bedroom, dog friendly cottage near Launceston.


Set in tranquil countryside, Carzantic Chapel Barn is a charming granite cottage dating back to the 1800s, its south-facing patio basks in sun most of the day and is the perfect sp...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £572

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

7 nights from £574

2 bedroom, dog friendly holiday cottage near Helston, West Cornwall.


Nestled in a wooded valley a short drive from the pretty fishing harbour of Porthleven, this detached barn offers guests and their four-legged friends a peaceful and relaxing rural...

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

7 nights from £574

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £575

2 bedroom self catering cottage near the beach in Yarmouth, Isle of Wight


Tucked away down a quiet road leading to Fort Victoria Country Park on the outskirts of Yarmouth, Highgate is a superb holiday destination. Laid over one floor this property provid...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £575

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

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £576

2 bedroom self catering cottage with sea views in Ventnor, Isle of Wight


Located in the cosmopolitan town of Ventnor in a Victorian town house, Seascape is a modern two bedroom apartment with spectacular sea views along the coastline. It offers contempo...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £576

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £577

2 bedroom holiday cottage near Port Isaac, North Cornwall.


Retaining much of the original character, this 17th Century Grade II Listed cottage is in the village of St Kew Highway. As well as being close to the north coast, the harbour town...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £577

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £578

2 bedroom, dog friendly, clifftop cottage with sea views, Kingsbridge, Devon.


This truly is a quirky cottage, perched (and we mean perched) on top of a cliff with the front door only a couple of metres from the edge. Casa Marinero offers 180 degree views of ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £578

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £579

2 bedroom, dog friendly holiday cottage near Honiton, South Devon.


In an unspoilt valley in the east Devon Area of Outstanding Natural Beauty near Honiton, this tranquil spot is a short drive from the stunning beaches along the Jurassic coastline....

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £579

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